Strokes

By Gingerfred Man

 

Chapter One – Moving In

It’s tough to move anytime as a high school kid, but it’s especially tough to move as a sophomore.

If you move as a freshman, a lot of the kids are meeting each other for the first time, so you’re not really at a disadvantage, you know? If you move as a senior, the kids are more mature and willing to accept a new kid as something different. Even as a junior, some of that is true.

But moving as a sophomore is the worst.

Of course that’s when my Dad, Doug Finley, got a new job and moved us to Fromage, Wisconsin. My name is Vincent or Vince. I was fifteen and not happy.

Dad and I were alone, Mom having run off with some guy when I was three. Dad was a terrific guy and had been a great father and mother both. But he did me wrong by taking that job in Fromage just as I was finding myself at our home in Iowa.

Even worse, he enrolled me at Saint Thomas High School, the only high school in the state, except for reform schools, that was all boys. I had always gone to Catholic school and was comfortable in the environment, but my high school in Iowa had girls. I liked girls. I wasn’t going anywhere with them at that point, but I had high hopes.

The first day of school was exactly as I had figured. Everybody had their cliques and I didn’t fit in any of them. I certainly wasn’t one of the cool-guy jocks who think they rule every high school. And I wasn’t a smart-guy nerd, the group that goes on to rule the real world. Maybe I could fit in with some of the kids in between. Fat chance, I thought. I was doomed to walk alone, perhaps ringing a bell and shouting "Unclean!" for the next three years.

Until I met Ted.

Ted sat next to me in English class and he was a surprise. Ted had a great sense of humor. He liked baseball and was a long-suffering Cub fan, just like me. We liked the same music. Like me, Ted was very shy around girls. But he was good-looking and girls had their eye on him. I guess that was true of me too.

Ted hung with a very defined group of six or seven guys, all sophomores like myself, yet, he and the guys were willing to include me at their lunch table and hang out with me at school. Although I was friendliest with Ted, it was clear that Dan Forbes was the leader of the group. They all looked to him for direction and part of that direction was clearly to be nice to me.

The strange thing was that the group seemed to disappear after school each day.

I wondered where they went. Then I found out.

 

Chapter Two – Dan’s House

One Monday, about a month after school started, Ted asked if I could come over after school and hang out with the guys at Dan’s house. I was very happy to do that, since every day I had been going home and doing nothing except homework until Dad got home at around 7:30.

Ted met me after class and walked over to Dan’s with me.

It was a very large house in the nice part of town. Dan’s dad was a lawyer or something. Successful, but a single parent.

We didn’t knock or anything, just walked in.

"Everyone’s downstairs," Ted said. "In the rec room."

I followed Ted downstairs and saw the first odd thing of the day. There were many to follow.

In a small room outside a closed door that Ted said was the rec room, there were six piles of boys’ clothes. Neatly stacked. On top of shoes. Underwear included.

Whoa.

What was that?

Then Ted began to take his clothes off and stack them in a similar pile.

He smiled and said, "Nobody wears clothes in the rec room. Group rule. There are exceptions, but I’ll explain them later."

I know what you’re thinking. Why didn’t I bolt? It had way too many gay possibilities. But I was bored, friendless, and needy of companionship with guys I liked. And, although my cock was limp from fear, I was very excited.

I was very much a virgin at that point. I had whacked my wiener a few times, but that was it. I hoped there was nothing disgusting behind that door, but I had to find out. <Gulp>

Ted opened the door and led me in.

Oh my.

It was a very large room with a couch on each of the four walls. At either end of the room, there was a huge, built-in television with one VCR for both screens.

The same movie was playing on both screens. A well-endowed man was fucking a blonde, beautiful woman with big tits, stockings, heels and a garter belt. She was moaning and whimpering as he squishily porked her.

That was the "normal" part.

The smell was intense and was the first thing that caught my attention. It was the smell of young boys in sexual heat. A smell you can never forget.

The sights were even more striking.

Each of the couches was covered by white towels and one or two naked boys. All six boys were watching the film and stroking their own cocks and balls. Two of them had inserted fingers into their bottomholes. They were moaning almost as much as the girl in the movie.

Suddenly, I heard loud grunts of ecstasy. I looked over and saw Dan, the host and leader. He was spurting huge glops of cum all over his stomach and chest, as he unashamedly cried out with the sweet agony of orgasm.

Now would be the time to leave. But no. I stayed.

Dan came off his orgasmic high and spotted Ted and me. He leaped up and walked over to me. He was a very good-looking young man. His prick was understandably drooping as he shook my hand. I remember vaguely wondering if he had just smeared some cum on my hand, but I was too stunned and aroused to care.

"Welcome to our group, Vince," an ebullient Dan said. "I hope you like being with us. We have lots of fun. We’ve been getting together like this since eighth grade and we need some fresh blood in the group. And fresh other fluids too."

I couldn’t help noticing that his cum was working its way down his stomach, collecting in his pubic hairs and dripping onto his balls. I didn’t want to, but I erected fiercely.

Dan noticed. And as we spoke, he also produced a brand-new, lovely boner.

"I’m not gay, Dan," I said weakly.

Dan and Ted laughed. "Of course you aren’t, Vince. None of us are. There’s no boy-on-boy sex here. We stroke each other off, but boys have always done that with each other."

My cock twitched as I thought of Dan "stroking me off."

Dan and Ted noticed.

The other lads noticed my presence and waved or grunted out a "Hi, Vince," as they continued on their individual roads to ecstasy.

A nice young fellow named Mark screamed in pleasure as he blew his boyish cream. I blushed. But I watched it happen. It was wildly exciting.

Mark called out. "Who’s on clean-up today?"

Charlie looked up at a chart on the wall above where he was watching the fuck film and fingering his anus. "Ashley," he groaned.

Ted winced. "Sorry," he said. Then he ran off to a room on the other side of the rec room.

Huh?

Dan smiled at me then sat on an empty couch. He had me sit next to him and began to ask me things about myself as he scooped cum from his belly. Casually, he began to transfer his sticky cum to my stiff cock. Then he began to stroke me.

It was the first time anyone had ever done anything sexual with me. I hadn’t even been kissed. And I was overcome with emotion.

I was stricken with equal parts of lust and shame, which is a prescription for a really fun time. I was having just that.

Dan was watching my pink prick throb as he slid his warm, cummy hand up and down its length. I had never felt anything half as good.

When Dan commented on the fuck movie, I stared at him dumbly for a moment.

"This is the best part," he said.

I looked at the 48-inch screen to my right and saw a close-up of red lips slobbering on an unhooded cockhead. The woman was ingesting the man’s cock as if it were her last meal.

I was more concerned with what was happening to my own cock. I was moaning helplessly as Dan brought me to the brink of cumming. For an awful moment, I was afraid he would kiss me. But all he did was watch with fascination as my hot cum jetted from my peehole. I was in ecstatic agony as I released the biggest load of my young life. My balls lurched as I blew my hot goo.

Dan was talking to me! "That’s it, Vince. Good boy! You needed that. Mmmmm. Very juicy. Did you need that?"

I sat in stunned silence, then squeaked out a weak, "Yes. Thank you."

Dan smiled very charmingly, then said, "You’re welcome, but it was my pleasure. You need a cleanup."

Was he going to give me a Kleenex? I would need a whole box. Was he going to do that again? Should I do him next?

There were no answers, only more questions as Dan good-naturedly yelled, "Clean-up!"

What did that mean?

Seconds later, I found out.

The door to the far room opened and out stepped a very cute girl. Nicely made-up. Pretty eyes and pouty mouth. Dressed all in black in cami, panties, garter belt, stockings and four-inch, fuck-me pumps.

Where did she come from?

Then I knew. "She" was Ted.

Ted looked like a very pretty girl. And my heart felt stabbed with an icepick of fear. To join this group, would I have to dress like that sometimes? Horrors! And what would I be expected to do when I was dressed like that?

I soon found out.

Ted, who when dressed like that, called himself, "Ashley," wiggled over to Dan and me and said, "You boys need a clean-up?"

Oh my goodness. I was getting hard again. Was I a faggot?

"Yes, Ma’am," Dan said. "Why don’t you start with our guest?"

"Ashley" smiled and batted "her" eyes at me and my cock was outrageous once again.

In weak protest, I said, "I don’t know…."

Dan said, "Lie back."

I did so. Like the others, I was having trouble saying no to Dan.

Ashley got to her stockinged knees and kissed me.

It was fantastic. I loved it. It was warm and delicious and she was incredibly feminine. But it was off the charts in gayness.

I mumbled, "I thought you said…."

Dan said, "No boy-on-boy sex? In case you haven’t noticed, Ashley’s a girl. And a darned good one. The great German psychologist Manfred Ginger [rhymes with finger] says that all boys have both a boy and a girl side. Part Ginger. Part Fred. We believe that it’s true. And have enjoyed proving it."

I was thinking of a rebuttal when Ashley started "clean-up." She began to slowly, teasingly lick up and swallow every drop of my cum. First from my stomach. Then my pubic hairs. Then from my balls. (I almost fainted when she did that.) Lastly, from my cock. Every square centimeter of my cock. Licking it all. Doing a great job. Tormenting me and then making things worse by rubbing the pad of her middle finger along my anus as she licked my knob.

My eyes got wide. I didn’t want to cum in her mouth. What if they expelled me from the club for doing that? I think I would have jumped off a cliff if that happened. But I was helpless. I was at the mercy of Ashley, sometimes called Ted, who put me at ease a smidge by saying, "OK, Honey. Cum in my mouth. I want your balljuice. Give it to Ashley."

Unnnnnhhhhh. I arched my back, moaned as if I had been shot, and sent six big globs of goo into sweet Ashley’s slurping mouth. It was a gut-wrenching orgasm that sent me to the ritzy section of Paradise.

Ashley swallowed it all and smiled at me. Then Mark yelled, "Clean-up, over here." She kissed me, said, "Duty calls," and sissied over to lap up the cum from Mark’s recent emission.

 

What had I gotten myself into?

"Do you like our group so far, Vince?" Dan asked.

I nodded weakly. I saw that Dan was sitting back on the couch, his hands at his sides. His nice-looking cock was standing skinned and proud, throbbing nicely and leaking sticky goo. It looked like an invitation to me. One I wanted to accept.

Tentatively, I encircled Dan’s cock with my warm, boyish hand. Dan moaned with pleasure. I was making it up as I went along, but I rubbed Dan’s own goo all around his crimson head with my thumb. He squirmed in encouragement. I began a loving, up and down motion along his shaft, then realized that I needed more lubrication. Instinctively, I licked my hand, depositing a large amount of saliva on it. I tasted something deliciously salty and realized that I had tasted Dan’s pre-cum. I wasn’t disgusted. In fact, I was getting my third whopper of the day. Oh my.

I slathered Dan’s cock with my saliva and began to stroke him in earnest. His pretty eyes (did I really say that?) locked with mine and I began to speak to him as he had spoken to me. "Your cock is very hot, Dan. I think you need to cum. I think you need to spurt your nice cream all over my hand and your flat stomach. Then Ashley will come over and lick it up for you. Ashley looks hungry Dan. Feed the poor girl. Cum for me, Dan!"

And he did. Big globs as he whimpered my name. Not Ashley’s. Mine.

Hmmmmm.

Dan loved to cum. Despite cumming regularly with this group of friends for over two years, Dan treated each cum with wonder and reverence.

It was a great joy to bring someone like that pleasure.

There was that awful moment again where I thought he might kiss me, but it passed. What would I have done if he did? Maybe I would have kissed him back.

Anyway, Dan grunted out, "Clean-up" and Ashley happily returned.

"Oh, Vince," the little angel squealed. "Did you do all that for Dan? That’s a lot of cum! Dan must really like you."

This group knew how to boost your ego too. And to think, a few days ago I thought I would go through high school being a loner. I had fallen in with the best group of guys in any high school anywhere. I had to pay attention to their norms, though, and not break any rules.

One group norm was apparently to accept Dan’s leadership. I was OK with that.

I watched as Ashley licked up the big cummy mess my hand and words had produced moments earlier. Ashley was on all fours as she slowly, lovingly licked Dan’s cock and balls. Dan was moaning and getting hard again. So was I.

The way we were sitting, I also had a clear view of Ashley’s pretty bottom through her nearly translucent black panties. It was wiggling beautifully as she performed her welcome task. I had never really looked at an anus before and Ashley’s was a beautiful sight. It was pink, with a hint of brown, and cute little wrinkles all around it. I wondered if……No.

Then Dan said, "Vince, Ashley loves a finger or two in her ‘pussy’ as she’s doing clean-ups. Can you do that for her?"

Ashley stopped sucking for a moment and looked back at me, smiling in encouragement.

<Gasp> That would be so dirty! Could I? How?

Dan’s voice was a rasp as Ashley resumed her oral adoration of his balls. "There’s some Vaseline on every end table."

I hadn’t noticed. I could have used some on Dan’s cock before.

"Just slather some on two of your fingers, enter Ashley gently, then finger her bottom. She’ll let you know if she enjoys it."

I was trembling as I lubed my middle and index finger.

Would her little rosebud open for my fingers? It seemed so tight.

I peeled her pretty panties down to mid-thigh. It wasn’t easy, because her cock was very stiff. I rubbed her cock as I pulled her panties over it and felt it throb. Ashley moaned as I touched her pretty balls.

Ashley’s naked delights lay before me, from the delicious rear view.

I caressed her pink balls, gasping with delight when she moaned with pleasure.

Then I tickled the entrance to her "pussy."

She was panting hard, yet she resumed her licking and sucking as she "cleaned" Dan up.

I pushed my middle finger in, only to the depth of the first joint. Ashley squealed, then, with Dan’s cock still in her mouth, looked back at me, imploring me with her pretty eyes to continue.

I inserted the entire finger. It was warm and intimate and very dirty. I loved it. Ashley loved it. Dan loved it, since it had increased Ashley’s cocksucking ardor.

I began a finger-fucking motion and Ashley began making little squeals. I withdrew my finger, then plunged in two fingers. She gasped and whimpered. It occurred to me that poor Ashley had been so busy that she hadn’t cum yet. So I helped her.

As I ran two probing fingers in and out of her girlish bottom, I began to massage her balls. She purred with pleasure. Then I began to stroke her beautiful cock. Goo was forming at the peehole and I used it to lubricate the head of her cock.

Ashley was pushing her bottom back for more and squealing lustily as Dan began to fill her mouth with his hot load. She couldn’t scream or she would have lost Dan’s delicious treat. But she wanted to scream, because her own erotic seizure was at hand. I stroked her sweetly and twisted my fingers as I pistoned them in and out of her hot butt.

Ashley’s balls pulled up, she grunted and began to release her girlish goo, in big, thick, unladylike cum ropes. Fortunately, it hit the towels on the sofa, not the carpet. Why was I worrying about covering our tracks? No one else seemed to be.

It was wonderful watching Dan enjoy dumping his load into Ashley’s pretty mouth. It was even better seeing Ashley lose her goo because of my loving efforts.

When Dan recovered a bit, he said, "That was great!"

Ashley looked at me as if I had just taught her all about sex. "You’re dreamy, Vince! Now are you going to clean me up?"

What? Oh no. I…..

Ashley giggled. "If you make the cleanup girl cum, you have to clean her up, Silly. But don’t worry. Most went on the towel. I just have a few little drops of cum on my cockhead, right here."

I stared at Ashley’s cockhead. She wanted me to suck her cock! I hesitated for a second, then said, "OK."

She smiled and clapped her hands. "Goodie!" she said. But then it happened.

"Double cleanup over here!"

Eric and Ricky had been stroking each other off on the couch on the opposite wall. Both were deluged with hot sperm.

Ashley looked disappointed. "Later," she breathed. Then kissed me deeply. And sissyran over to the double mess.

Alone with Dan and his droopy cock. Mine was in full assault mode once again.

Dan smiled at me, then got up and went into the room where Ted had entered and Ashley emerged.

I was alone on the couch. With a big nasty hard-on. Which I stroked as I looked around. Ashley was digging into a cummy feast with Eric and Ricky and would be at it for a while. Her unpantied bottom was pointing at me. Wiggling at me as she sucked and licked up the boys’ spunk. I wanted to do things to that bottom. Things we would both adore. "Later," she had said. And I knew she was serious.

Charlie was still sitting alone and, as far as I could tell, hadn’t cum once. He was pushing a rather large, well-lubed, cock-like object in and out of his anus and seemed to be enjoying it immensely. That seemed "gay" to me.

Mark was walking to the rec room door. "Anyone need a soda or water or anything? I’m going to the kitchen."

Everyone, including me, said yes. This was fluid-draining business we were about. But was he going up there naked? And why wasn’t there a lookout or something?

My fretting was interrupted when Jerry joined me on the couch.

Jerry was probably the shyest member of the group. He and I were in geometry together and he was smart, but quiet.

He also had a very nice body and a fierce erection.

He smiled at me. "Can I stroke you, Vince?"

<Gulp> "Yes, please, Jerry."

I laid my head back and marveled at the young man’s masturbatory skills. His "handiwork’ was superb. Not only did he give my cock pleasure, he rubbed my balls and <blush> teased my nipples as he was wanking me. Even better, he took me to the edge of orgasm cliff five times, pulling me back each time, so that the sixth time, when I fell, it was an ecstatic convulsion.

I know it’s very gay to say this, but I had been at Dan’s place for two hours, had had three orgasms, and had fallen in love three times – with Dan, Ashley and now Jerry. I also got the feeling that I was way out of my league here. They had two years experience and I had a lot of catching up to do.

I decided to start. Rather than call for a cleanup, I gathered all of my considerable emission in my hand and slathered it on Jerry’s very nice cock. He wasn’t expecting that and he liked it very much. I rubbed my cum all over his balls, especially the frequently neglected underside, and he moaned appreciatively. I coated his shaft with my cummy load and rubbed him enthusiastically.

"That's very nice, Vince," Jerry said. Then, without warning, he began to spurt his cream, hurling the first two globs a good two feet, then diminishing.

Oh my. I loved our boys’ club.

As if that weren’t enough, the far door opened and the Playmate of the Year emerged. Or at least her sissy cousin.

Dan had walked into that room, but a blonde, curly haired, megababe in pink nightie, stockings and high-heeled mules had emerged.

Every head turned to look at "her."

"Sofia," Ashley said. "I didn’t know you would be here today."

"Sofia" smiled. "I’ll take cleanup for you the rest of today, Honey. You need some time with our newest member."

Ashley kissed and hugged Sofia, thanking her for her generosity.

I thought that it boded well for the rest of my magical afternoon.

Then I thought we were doomed.

A naked Mark returned, carrying cold drinks. He saw the transformed Dan and said, "Hi, Sofia. Your Dad’s home."

Omigosh!!!! We’re busted! We’ll all be taken out back, declared to be gay and shot. First by our families. Then by everyone we’ve ever known.

But no one was reacting.

Sofia said, "OK. Did he say anything?"

"He asked if Darlene could join him."

I heard a whoop to my left. Charlie, who had not cum all afternoon, and instead had been inserting large, lubricated, penile objects into his anus, said, "I knew it. I knew this was my day!"

Then he ran into the "prettying" room.

Dan’s father knew about all this? Of course. He would have to. The smells alone probably reached the whole house. And he condoned it? Apparently. And he even selected "girls" from the group to "join" him when he got home from work? And the girls loved it?

I believed I had discovered a new and unique society. Margaret Mead would be proud.

Before I inducted myself into the anthropological hall of fame, I had another one of my stiffies to deal with. As well as a recently freed-from-duties Ashley, who was standing behind me, kissing my neck. And rubbing her stiff willie against my right bottom cheek.

I turned and held her in my naked arms. She smelled of perfume and cum. And she had fixed her lipstick. I kissed her deliciously and she moaned in appreciation.

"Let me show you something you’ll really like, Sweetie," Ashley said.

Ashley asked me to lie on my back on the nearest couch. Was that her cum stain on the towels I was lying on? Or someone else’s? No matter.

Ashley said, "I know I’m being a bossy girl telling you what to do, but you’re new. You can spank me later if you want for being too unfeminine."

She smiled at that. Was she teasing or did she want me to spank her? Oh, my.

Then she said, "I know I’m being forward, but I do want your big cock in my little hole. You got me so excited before and you lubed me up just right. You’re very handsome and manly, Vince."

Omigosh. She wanted me to fuck her. My cock throbbed even harder. But I didn’t know what to do.

Ashley saw this and said, "It’s OK, Honey. Let Ashley show you."

The little doll climbed on top of me and we kissed deliciously for a good 15 minutes. I could feel her clitty all stiff again and rubbing against my big boy.

Ashley broke the kiss and shifted to her knees. Then she placed the drippy tip of my cock at her anus ring and began to sit on it. Inch by inch.

Ashley’s eyes were bulging and she was grunting a little as she took me in. I’m sure I was quite a sight too, since it was the single most thrilling moment of my life.

My whole body seemed to throb in unison with my cock. It felt so warm and safe and welcome in Ashley’s pretty bottom. Ashley was crying a little. I reached up and kissed her.

"Are you all right, Ashley, Honey?" I asked. I was worried.

She smiled. "Girls cry when they’re happy, Vince. And I’m very happy right now."

I fucked Ashley gently and sweetly. After five minutes or this, it was clear that her time had come. Ashley threw her head back, screamed, and shot thick globs of cum all over my chest. Although I had already cum three times that afternoon, Ashley’s passion stirred my balls to another eruption. I flooded her bowels with goo, then lay next to her, kissing her as we returned to earth.

Would I ever have a day as good as that one?

Suddenly, the rec room door opened yet again. I counted seven of us, plus "Darlene" fussing in the "prettying" room. Was it the cops? Our high school principal, Father Murphy?

It was a naked Scott Forbes (Dan’s father), but you would have thought it was Elvis come back to life by the way all my randy classmates were acting. The man was very obviously very popular with them.

"Hi, Daddy," Sofia said. "You haven’t been down here in weeks."

Mr. Forbes smiled. "Hi, Sofia. No need. You guys have been making house calls to me upstairs."

Everyone laughed. He was an extraordinarily attractive man. Movie star quality, I thought. I had never thought of a man that way before that day. He was 40 years old, in excellent shape and had the biggest, fattest cock I had ever seen. It was scary! Thank goodness I would never have to deal with it. Right?"

Mr. Forbes then said, "I remembered the rule about no boys clothes in the rec room. And I never wear girls’ clothes."

No, I thought. He just porks boys who do. I shuddered. But I wasn’t sure why.

"Actually," Mr. Forbes said, "I came down here to hustle Darlene up. She’s a doll, but very slow moving. And I wanted to meet the new member. Hello, Vince."

I stepped forward. "Hello, sir," I said.

Mr. Forbes smiled. "I see you’ve been having fun today."

My cock was soaked with cum and flecked with Ashley’s poop. My stomach was dripping Ashley’s fresh cum. I blushed.

He touched me on the shoulder and said, "Don’t be embarrassed. That’s what the kids are all here for, Vince."

Then he held my cock and rubbed it a little. I looked around and saw that everyone in the room had a major erection, including Mr. Forbes. His mere presence apparently excited them all tremendously. He certainly had me en fuego with just a few strokes of his manly paw.

Just then, the back room door burst open and Darlene appeared. She looked completely edible. Red hair. Dark green lingerie. Impossibly high heels. Stunning make-up. Apparently waiting for Darlene was worth it.

Mr. Forbes released my cock and walked toward Darlene. I was a little jealous, I’ll tell you. She sissied over to the beautiful man and kissed him deeply. She stroked his big cock and said, "Oh, Mr. Forbes, is that big thing all for me?"

In answer, he picked her up and carried her to the rec room door. She was giggling and saying, "I didn’t cum once all afternoon. I saved it all for you. I know that’s how you like it. And I’m all lubed and ready back there.’

Mr. Forbes was smiling and kissing her as they disappeared up the stairs.

Everyone sighed as the couple left. I guess they all wanted to be the one in Mr. Forbes bed, doing goodness-knew-what with his cock and balls. Except me, of course. And Sofia. Of course.

Speaking of Sofia, she put her arm around me and began to stroke my poor, exhausted prick. Then she said, "In a few minutes, Daddy will have that poor girl on her back. He’ll cover her with his big, manly body and she’ll be helpless. He’ll put his big cock into her and she’ll scream in 90% lust and 10% pain. He’ll kiss her and fuck her and she won’t be able to do anything except cum and cum and cum. Just like you’re doing right now, Vince. Oh! That was a good one. Did that excite you? Where did you get all that cum?

I had no idea about the answer to either question.

 

Chapter Three – Telling the Truth

At six PM, the get-together wound down. There were three big showers in the "prettying" room and they were a necessity to remove the odor of raw sex.

Showers were always shared at Dan’s place and I ended up with Jerry, who offered to help me scrub and ended up taking me to a very intense, but bone-dry orgasm, a favor which I immediately returned.

As we got dressed to go home, I noticed that Jerry was wearing silky black stockings under his boy clothes. And tiny black panties. And a ruffled garter belt.

I was getting that strange feeling again. I pictured Jerry as a girl, on his back, with my cock in his bottom. Begging me to fuck him hard.

Maybe tomorrow, I thought.

As we left, I also noticed that Darlene was not among us. Dan said, "She and Daddy will be at it all night, I’m afraid, Vince. Darlene’s father knows she’ll be at a sleepover here tonight. Be nice to Charlie tomorrow. He’ll be tired and walking funny. But very happy."

Hmmmm.

Dan told me that he had arranged for my Dad to pick me up at 6:45. How did he do that? But sure enough, Dad pulled up to the house precisely on time.

I got into the car and greeted Dad.

Now came the hard part. Since Mom left, I had never lied to Dad. But I could never tell…….

"I know what you guys were doing, Vince. And it’s OK," he startled me by saying.

My mouth hung open.

"Mr. Forbes told me. I think it’s great that you have friends again. A young boy like you needs a lot of strokes. You need to be cleaned out often. It’s natural. And healthy. And it’s also good that you boys get a chance to explore your feminine sides."

My mouth hung open even more.

All I could say was, "Thanks, Dad. I’m not sure I want that feminine side stuff. But thanks."

When we got home, Dad put the macaroni casserole he had prepared the day before into the microwave as I set the table.

"Vince," Dad said, "I know you were going to be honest with me, weren’t you?"

I answered honestly, "Yes, Dad. Even if it meant leaving that group. I love you too much to lie to you."

Dad hugged me and I think I saw a tear.

"I need to tell you the truth too. I knew where you were going today and what you would be doing when you got there."

Another brick on the pile that made this the strangest, and best day of my life.

"How, Dad?"

"About two weeks ago, Scott Forbes called me and invited me over his house for a beer. He said our boys were in school together, he knew we were new in town, and he thought I might need a friend. I went over there the Friday night you were at the football game with your friends."

I didn’t know.

"Scott and I get to talking and he starts telling me some stuff about this guy named Manfred Ginger, who says boys have a male and female side. I’m listening and drinking my beer, when this fantastic teenage babe walks in. Blonde, beautiful, great legs. Big, high heels. Incredible. And she sits in my lap! Despite my shock, I get this big erection. You know it’s difficult for me, since Mom left, raising you, to have dates and all.

"Anyway, Scott Forbes keeps talking as if this sexbomb isn’t even there. I almost faint when she begins to kiss me. Then she pulls down my zipper and extracts my cock as she keeps kissing me. I had never been that aroused in my life. I’m listening to Scott sort of, but concentrating on the incredible, delectable babe who’s attacking me, when he says, ‘For example, the beautiful Sofia, on your lap, is also my son, Dan.’

"Now a lot of men would have pushed the little sissy off their laps and pretended that they were disgusted. But, even though I’m 40, I’m not senile. I let it register, then I resume my enjoyment of her divine body.

"I look over at Scott and I can see he’s pleased. ‘Sofia,’ he says. ‘Why don’t you show Mr. Finley your room?’

"The little doll says, ‘Yes, Daddy.’ She takes me by the hand, and I have the greatest three hours of my life. And yes, she’s a genetic boy, but very much a girl in the important ways.

"I’ve been back there twice and it was better each time. Two days ago, Scott explained about the group of boys and fathers to me and asks if we would like to join."

I thought, group of fathers? What did that mean?

Dad continued, "I said I couldn’t speak for you, but I would certainly welcome the opportunity to give you the choice about joining the group."

Wow. I said, "Thanks, Dad. I want to be in that group very much. But how are the fathers involved?"

"Didn’t you know? All the boys have single fathers. And we all help the ‘girls’ find their feminine sides."

So Dad was fucking Sofia and would be fucking all the others except me (thank goodness). And I would have to femmy up and take not only the other boys’ cocks in my mouth and bottom, but also the cocks of big, hairy, mature men.

I almost creamed my pants just thinking about it.

 

Chapter Four – Next steps

That night I lay in bed thinking about what life now apparently held for me.

Sex. Companionship. Large throbbing objects in my orifices. Pretty clothes. The adoration of males. Feminine feelings. Masculine feelings. Fun, fun, fun. Meeting new people. And letting them fuck me.

It scared me. I wasn’t sure I would like to do the girlie stuff. But the other seven guys seemed to enjoy it a lot. And when Sofia was telling me what her Daddy was doing to Darlene, I came hard in her pretty hand. I guess I was thinking about being Darlene. Fucked and helpless. At a man’s pleasure. Satisfying his disgusting needs. Taking his cum into my bottom. Kissing him. Listening to him praise my beauty. Feeling his cum ooze from my bottom. Then licking his sperm from his fingers as he fed it to me.

Was that what Sofia had done with my Dad?

Omigosh! I blew my millionth gooies of that wonderful day. It was a torrential sperm storm as I thought of being adored by, yet used by a man for his own pleasure.

Then I fell asleep with a big smile on my face.

The next morning, Dad and I were a little strange around each other. It took a little getting used to. But when he said we would pick me up at the Forbes’ at 6:45, we smiled at each other and I knew everything was fine.

I saw the guys in our group, and they acted pretty much as they always had. As Dan predicted, Charlie was walking a little strangely after getting an assful of Scott Forbes’ big boy all night. He had a big smile on his face, however.

Ted and I acted exactly as we always had around each other. Except when we went into a boys’ room stall during lunch and stroked each other off to a debilitating double cum. Except for that.

I couldn’t wait for school to end. I was expecting wonderful things to happen and I was not disappointed.

Ted and I walked over to Dan’s and arrived earlier than the day before. So we saw only three piles of clothes outside the rec room.

The movie was on already. It was different from the previous day’s, but very much the same, you know. Babe. Stud. Sucking. Fucking. Big load sprayed in face. My reality was a lot more exciting. But the movie gave the boys an excuse for being aroused. If they were just by themselves, being aroused would be g-a-y.

Only Mark was in the room. He was sitting on the far couch looking at some cum-stained, printed porn and stroking his meat into a very nice erection.

That meant that there were already two of our group getting girlied up. I shuddered as I hoped that one of them was Jerry. I was very attracted to him. He was cute and he knew how to stroke a prick.

I wouldn’t have minded sitting on the couch with Ted, kissing him as I stroked him to orgasm either. But that was a no-no.

I looked at the "Clean-up Girl" board and saw that it was to be someone named Tanya. Which of them was that?

Then my adrenalin surged as I saw that an entry for the following Wednesday said [Vince’s girlie name]. I didn’t have a girl name, had never worn girlie clothes or sucked a cock, yet they had me scheduled for lapping up cum and sucking seven cocks eight short days hence?

Could I do it? My cock seemed to think so. It was throbbing like a bass drum.

I wondered who was in the "prettying room." Then Dan good-naturedly entered the rec room. Dan was a fine specimen, both as a boy and a girl. It was a mark of my new awareness that I wasn’t repulsed by the fact that Dan and my Dad had, well, done it. A lot. I was a little excited by it, actually.

Sorting out my feelings had become a full time job.

Again, I was seized by the impulse to kiss Dan. And maybe suck his cock. I guessed I would have lots of opportunities for that next Wednesday. And lots of cocks. <Shudder>

Dan greeted me by stroking my veined throbber to its full height. Then I really wanted to suck his cock. He didn’t bring me to ejaculation, though.

"Just a little warm-up," the amiable young host said. "Your Dad called me last night and told me that you were OK about him and Sofia. I’m glad. Your Dad is wonderful. Sofia is in love with him."

I stared at him. Would Sofia be my stepmother?

Dan laughed. "Don’t forget, though. Sofia’s a little tramp. She loves a lot of men and boys. Including you."

Dan was a terrible teaser. With a beautiful cock. And a big, heavy bag of balls. They both would taste so good right at that moment.

I think Dan read my mind. "Dan will be here today, not Sofia. Maybe tomorrow, Dan will be here and someone very close to Vince will be too."

Huh? Oh. The girlie me. Dan was saying I could be a girl tomorrow and suck his dick until he dehydrated. That was what he was saying, wasn’t it?

It was sounding better and better.

Let’s see. Ted, Dan, Mark and I were not getting girlied up. That meant the two back there were Charlie, Eric, Ricky or Jerry. Since Dan and Ted would be boys that day, I hoped Jerry was one of them.

I got what I thought was my answer when Jerry and Ricky’s beautiful naked bodies entered the room. And went straight back to the prettying room.

Hmmmm.

Ted said, "Tuesdays are 50-50 days. Half boys and half girls. I like Tuesdays. We all like Tuesdays. They’re even better with you here because we have an even number now."

I was going to get a "girl" for myself. Or maybe one after the other. Could I choose the one I wanted? Or did "she" choose me?

As it has been throughout history, the four guys spent time pulling our own and each other’s puds as the girls gussied up. I sat with Mark, who had a very nice stroke indeed. Mine was improving. Dan and Ted were stroking each other nicely and gasping with passion. Why didn’t they just kiss and caress and get it over with?

We didn’t want to make each other cum. Just excite each other for the main event.

I already knew that Charlie was Darlene. Mark told me that Eric, who was cleanup today, was Tanya. Mark said cleanup was easy on Tuesday because "Most spills are handled locally."

Oooooohh.

Ricky was also known as the lovely Lisa and Jerry was the delicious Julia.

Jerry was also the fastest to femmy up. Julia sissied out of the room and right over to me. Mark unhanded my stiffie, vacated his seat and let the little doll sit on my lap.

How often in your life do you get everything you want? In succession?

Julia was delicious! White stockings. Tiny white nightie. Very high, very fluffy, white mules. Killer legs. Long, long, blonde wig.

Big, red cocksuckers’ lips that were kissing me as if I were the man of her dreams.

I guess the other girls came out and matched up with Ted, Dan and Mark. Couldn’t tell you. I was occupied with the sweetest creampuff in Fromage.

Julia had kidnapped my senses and wasn’t giving them back. Her perfume was subtle, yet mind-numbing. Her body was warm and soft and girlie. Her kisses were the stuff erections are made from.

But could I ever be like her?

Julia was so sweet and gentle that I think she understood what I was feeling. She stroked my cock with her right hand and, between kisses, told me what a good-looking boy I was. Oh.

I could feel the flesh of her warm bottom on my naked thigh. Oh, oh.

With her left hand, Julia pulled back her nightie to expose her left nipple. It was just that, really. Not a titty. Just a gorgeous, brown, puffy nipple. When she whimpered, "Please kiss it," she had me. All of me.

I touched my lips to her sensitive nipple flesh and she moaned. I reached under her nightie and encircled her cock with my hand. She gave the cutest little girlie squeal. As if no one had ever touched her cock before. I liked it.

I licked her nipple gently as I stroked her cock with my growing expertise. She squirmed and squealed, then became more and more frantic until, BAM! The little babe let her goo go all over my hand as she screamed in wild lust.

Zowie. I had made Julia very happy. I was proud and horny. Mostly horny.

But I had a problem. Julia’s cum was all over my hand and her thighs and balls. Should I call Tanya for a clean-up? I didn’t want to share Julia with Tanya at that moment. Maybe never. But that meant I would have to……

Golly.

Could I do it?

I would try. I kissed Julia, then asked her to lie on her back. Her beautiful eyes seemed moist with love. Was that for me? I hoped so.

She sensed my reluctance, but admired my willingness to press on regardless. Julia pulled up her nightie, exposing her delicious pink cock and balls and lovely tummy. There were globs of Julia’s cum in her pubic hairs, her balls, her tummy and even on her cock itself.

Deep breath. First, I quickly licked my hand clean as I locked eyes with my lovely companion. She smiled as I took my first, tentative taste. It was a little slimy, but I loved the taste. And I loved the sweet smile I got from Julia as I lapped it up and swallowed it. Not bad.

Now on to the more pleasant part. I kissed Julia’s tummy and playfully tongued her navel. She moaned softly and began to erect again. Good thing to know for future reference. I began to take small laps of cum, cleaning her erotically and thoroughly. Moving to her creamy thighs. She liked that and her erection gained strength. Then to her balls. I couldn’t believe how exciting it was to lick the cum off her balls. For both of us. Julia was arching her back and moaning as I did it, so I must have been doing it right, huh?

Then to the little jewel itself. Julia’s clitty was circumcised, five-inches long and thin, but with a lovely, pink head and thick blue veins on either side. I traced the left vein with my tongue and she squealed. I said, "I have to clean you, Sweetie. Is that too much?"

Julia’s eyes were closed, but she shook her head no. I continued, licking the right vein along its length. I felt her crisis approaching and so did she. I capped her clitty with my mouth and officially became a cocksucker. And proud.

Julia marked the occasion with a loud, girly scream and a tsunami of cum, jetting from her peehole, drenching my mouth and almost gagging me. I had the presence of mind to milk her pretty balls as she orgasmed, making her even more frantic with passion.

I swallowed steadily until, her chest heaving, Julia stopped spurting her girlish cream.

I had just given my first blowjob! To a girl. After I made her cum by sucking her nipple and stroking her cock. And I was just getting started.

Julia decided that she had better get a bit more active. She kissed me deeply and tonguily, then asked me to lie on my back. She reversed herself on me, straddling my hips, then bending over to kiss my cock and balls with great love and skill.

Was it a coincidence that her bottom and dangling cock and balls were only inches from my lips? Or an invitation?

I decided to accept.

I had been there, done that, moments earlier with my new Sweetie’s dangling goodies, so I decided to make another big leap. I saw her pretty pink and brown bottomhole opening and closing as she dined on my genitals. I grabbed her hips and gently drew her delightful bottom to my face. I kissed her soft, pink globes and listened to her moans. As she exquisitely sucked my balls, I touched my tongue to her "dirty." The little angel screamed, causing three other carnally connected couples to sit up and take notice.

"Good work, Vince," Dan said. "Keep it up." Then he resumed thrusting his cock in and out of Tanya’s lovely ass.

Julia looked over her shoulder and smiled at me. Then she took my cock back in her mouth. And I entered her anus with my stiff tongue.

Julia was panting as she sucked my cock. And so was I. But I pushed on and into the tasty treat. She was wiggling, but was careful not to dislodge me.

Then it hit me. I had a stiff cock. She had a wet pussy. We could fuck.

I asked her to stop sucking my cock and get on her back. Julia had made the same conclusion that I did. She lifted her nightie, then pulled her stockinged legs and high-heeled feet up and back, exposing her anus for a good fucking. I just looked at it for a few delightful moments, then placed Julia’s calves on my shoulders. Julia helped me aim my weapon and then I pushed.

Julia was wet and ready, but her bottom was still tiny and tight. I had landed. One small step for a man. Julia’s eyes were wide as she grunted, acting as if she were pooping to expand her canal for me. I pushed harder and got it all in.

It was fantastic. I loved fucking Ashley the day before, but this time I was on top. In the group, they always said, "When a man, be a man." I understood that now, because I had Julia in my complete control. She was pinned under me, with her bottom stuffed with my cock. Her own cock was stiff and throbbing, but I controlled her and her pleasure. I looked into Julia’s eyes and saw three things: love, lust and, best of all perhaps, surrender.

Benevolently, I stroked her stiffie as I fucked her. In and out. She had already cum twice and I hadn’t cum since my lunchtime wanker with Ted. But it seemed to me that she was getting close again. It seemed that getting fucked always made Julia cum, even if no one touched her clitty and she had cum eight times in the past hour. The girl loved to be fucked.

Wasn’t I lucky?

I kept pushing and pulling. Every stroke seemed to nip my partner’s prostate, which placed her in increasing duress. My balls were moving from simmer to medium heat, when she reached down and held them in her warm hand, then gave them a nice little stir. That did it. I flooded her sweet insides with four hours worth of a 15-year-old’s boyish cream production. The adorable lover responded to every spurt, then joined me in heaven with a four-alarm fire of her own. She dug her nails in my back as she gooied herself and me with her sticky cream of love.

I held onto Julia for the rest of the afternoon, fucking her three more times. We cleaned each other with great tidiness after each explosion, which always seemed to lead to more messes.

At five-thirty, with 75 minutes until Dad was to pick me up, I was very disappointed when Julia insisted that we stop for the day. I asked if she was all right, since the other couples were still fucking each other’s brains out. She said she just wanted us to take a shower and do some things.

OK. We went into the prettying room and I recalled our shower of the previous day. We were both being boys then and Jerry had only been able to stroke me to a very nice cum. I was sad that Julia would be stripping down to Jerry again before we entered the shower.

That was what happened. Julia stripped naked and removed her make-up. Jerry got into the shower with me. The water was warm. I held the soap. I had fucked Julia four times and my cock was tired. Jerry was a guy. So was I. I looked at Jerry. He looked at me.

Fuck it, I said to myself.

I kissed him. I was afraid he would scream "gay" and run out to tell the others.

Instead, he kissed me back, and stroked me to another erection, which he deposited yet again into his bottom after he turned around. I fucked him as I soaped his beautiful body. A soapy facecloth on his genitals produced his umpteenth cum of the day, followed closely by my own spermy blaster.

I guessed that "gay" little act would be our little secret. Maybe I was in love. But with Jerry, Julia, Ted, Ashley, Dan or Sofia? Or a father to be named later?

Then things got even more confusing. We toweled each other off, and Jerry said, "Try these, Vince. I think you’ll like them."

Jerry was holding a pair of silky, black stockings, rolled into doughnuts for easy putting-on.

<Gulp>

I knew at that moment that it wouldn’t be long before I would be taking someone’s cock into my helpless little bottom. Being dominated and fucked by a man or a boy. Or lots of them.

I looked at Jerry. Then I accepted the stockings. I rolled my first feminine garment up my right leg.

Oooooohhh.

Cool and silky. And my exhausted cock was half hard.

I pulled on the other one. Three-quarters of a stiffie.

Jerry then snapped a ruffled black garter belt on me and took me to the room’s full-length mirror.

Full erection.

Jerry stirred my balls as I admired myself in the mirror. He turned me around and had me look at my perfect butt, framed by stockings and a garter belt.

He began to stroke me and said. "Just imagine when some of the fathers see you like that. You’ll be wearing big high heels by then of course. And you’ll be perfumed and powdered. And have lots of make-up on. You’ll be a beautiful young girl and all the men and boys will want to fuck you."

Unnnhhhh. My cock was at full staff. But I couldn’t cum again. Could I?

Jerry wet a finger of his other hand and entered my anus gently. My first penetration, and I was consumed by lust. He wiggled his finger against my prostate as he stroked my penis and said, "The men will love you, Sweetie. You’re very pretty. They’ll put their big things in you. Then they’ll want you to suck their cocks."

Unnnnhhhh. Oh, gosh!

"Their cocks will be dirty from fucking you, but you won’t care, because you’ll love making men happy. And they’ll make you happy too. Making you cum and cum and…..that’s it, Baby. Cum for Jerry. Good girl! Where did you get all that cum? What girlie name do you want us to call you?"

"Debbie!" I screamed, as the last drop of my body’s fluids leaped into the air.

Where did that name come from?

I had a feeling I would be hearing it a lot in the future.

 

Chapter Five – Transition

When Dad picked me up a few minutes later, I felt as if I had run back-to-back marathons.

Jerry suggested that I wear the stockings and garter belt under my clothes for the next 24 hours. I was more than willing to comply. He also gave me a pretty baby-blue, babydoll nightie that he recommended I sleep in.

It was almost too much. And too fast. Feelings I never knew I had threatened to overwhelm me. Although I had to admit that those feelings seemed to be pushing me down a path of joy, not sorrow.

I was still sheepish when I got into the car with Dad. I knew he was deeply involved in what was happening to me, but I wondered if he was still objective about what was best for me. He had definitely been smitten by Sofia’s pussy, which can make men do very odd things.

As we drove home, Dad asked me about my day, beginning with school. I told him about classes, but got quiet when he brought up the rec room activities.

"We can back out of this if you want, Vince. Both of us. I know you don’t think I can give up Sofia and the prospect of those other girls, but I can. If that makes you happy."

He was serious. So Dad was still on my side. Good.

"They want me to start being a girl part of the time, Dad. I’m wearing stockings and a garter belt now. And I have a nightie for later."

Dad shifted in his seat and I saw his crotch harden. He was human too.

"How do you feel about that, Vince?"

"Scared. Curious. Wary. Horny."

"Sounds like you’re very excited," he said.

He was right.

After a pleasant dinner, I went off to do my homework, which Dad said had better not suffer or I could stay home afternoons to do it. Now that was a scary thought, so I set about it. I was a bit distracted by the feelings of my stockings under my pants and kept feeling the garter tabs. Still, I managed to do a credible job on my homework and by 9:15 was ready for sleep.

I stopped by to say goodnight to Dad. He was watching sports on TV in his room. He gave me a nice goodnight hug, then said, "I almost forgot. Scott Forbes gave me this to give to you. It may help you feel better about things. It shows you that you and the guys aren’t alone out there."

Whatever it was, it was flat and rectangular and gift-wrapped.

I took the package to my room and got undressed. I stood naked, except for stockings and garter belt and admired my form in the mirror once again. My cock seemed to like what it saw too, since it regained a large measure of its former fierceness and was leaking lots of sticky goop. Just from looking at myself.

Then I reached into my book bag and pulled out the nightie Jerry had given me. Dare I wear it? It felt smooth, silky and very sexy. Another line to be crossed. I slid it over my head and gasped at the femmy feelings it engendered. It hugged my body – caressed it, almost – in a way no boy clothes ever had or ever would. I rubbed the cool material against my tummy. My cock almost spurted. Deep breaths. I needed to distract myself or I would be cumming all over the place. And too much of that wasn’t healthy, right?

The package felt like a magazine and when I opened it I found a large-format comic book called "Billy’s Special Friendship." The cover was a black-and-white, though very well-drawn sketch of a tall, broad-shouldered, very nice-looking, 40-something man welcoming a cute, small, 16-year-old boy into his home. Both were smiling widely and the boy was carrying a small suitcase. Was that what I thought it was? Oh, my. I could see the outline of an erect, very large cock under the man’s pants and the boy’s teeny weenie was also making a lump in his trousers. My own penis was throbbing against my nightie as I turned the page.

The magazine, I noticed, was a "Spermco" publication, drawn and printed right in Fromage by someone named "Teri," who was probably some middle-aged, weird dude who stroked as he drew. Teri was an outstanding artist, however.

The drawings told a story. The boy, whose name is Billy, is eating dinner with his parents. His mother says, "I hope you have a good time with Mr. Barnes, Billy. See you tomorrow."

In the next panel, Billy is holding his suitcase and kissing his mother goodbye. His father says, "Call us if you or your special friend need anything, Billy.’

Billy thanks his father, then walks to Mr. Barnes’ house. The next picture matches the cover. Mr. Barnes is a fine figure of a man. At least eight inches taller than Billy and, by the outlines, has a good four or five cock inches on the lad. Mr. Barnes says, "Welcome, Billy. Everything is ready for Krissi. I’ll meet you in my room."

A smiling Billy enters a girly bedroom and strips naked. He’s a cutie and his tiny little cock is stiff and dripping. I was pretty sure that Mr. Barnes would take care of that little matter soon enough.

Then Billy begins to dress himself in girlie lingerie. He looks fantastic, although, like me, when I saw myself in my nightie, he looks like a boy in femmy clothes. Not a bad thing, but then he begins to apply his make-up and a blonde wig. Mamma mia! He’s a doll! When he leaves the room, he’s dressed all in white and his little teaser is lumping the sweetest, laciest panties. He wiggles up the stairs in five-inch, stiletto mules and opens the door to Mr. Barnes’ room.

Omigosh. Mr. Barnes is lying on his back on his bed. He’s propped up by three pillows and he’s naked and rampant. His cock is enormous! His face is handsome. His body is delicious. Billy (now Krissi), squeals with delight, then joins him on the bed. Oh, my poor cock was in a bad way. I touched it, just to calm it down.

Krissi kisses Mr. Barnes. He embraces her and kisses her back and in little time, they stroke each other to a creamy emission. A flood for Mr. Barnes. A little puddle for Krissi. The artist is so skilled that she shows each glob of cum ejaculating. Ohhhhh. My own little guy was………..Ohhhhhhhhh. I blew my goo. Hard. I wanted Mr. Barnes. I wanted to femmy up and have a special friend who made me cum and scream and squeal. I put the magazine down (despite many unexplored pages), rubbed my cum all over my balls and, exhausted, fell asleep.

I dreamed of men worshipping my body. Kissing me and adoring me. At 5:30, I awoke, with a painfully stiff woodie.

Cum had dried all over my privates and I didn’t smell very fresh. But I was very excited to see myself in those stockings and garter belt and the pretty, though cum-stained nightie.

"Billy’s Special Friendship" was open and had also suffered a cum injury, which was inevitable for a piece of literature of its ilk.

I picked up the story where I had left off. Both Krissi and Mr. Barnes had just gooied all over each other after some delightful kissing. Mr. Barnes is still lying on his back and Krissi is on her knees, straddling his shoulders. Krissi is feeding Mr. Barnes her tiny, cummy pricklet. He’s sucking it enthusiastically and lovingly. Krissi’s pretty eyes are closed and she’s approaching ecstasy again. In the next panel, Krissi is leaning forward and cumming hard into Mr. Barnes’ mouth. Sissy cream is drooling from Mr. Barnes’ lips as the sweet girl quivers with lust. Mr. Barnes is fondling her balls as she spurts.

I was gasping for breath as I absorbed every detail of the masterpiece. I wasn’t even touching my cock, but it was rubbing against my nightie almost on its own. It was desperate for relief.

In the next drawing, Krissi reverses her position and is straddling his chest. Mr. Barnes is eating her pretty "pussy" as she tries to lick up all of Mr. Barnes’ huge puddle of cum. In the next drawing, Mr. Barnes’ tummy is wet, but clean, and Krissi has a great deal of his big cock in her little mouth. Next, we see a closeup of Mr. Barnes feasting on Krissi’s bottomhole as he massages her little balls. The next three drawings detail Mr. Barnes’ monster cum in Krissi’s mouth, Krissi’s squealing, helpless ejaculation on Mr. Barnes’ chest as he puts his entire tongue into her bottom, and Mr. Barnes’ tender sucking of Krissi’s balls as the last drops of her goo dribble from her cocklet.

That did it for me. I released my first load of that lovely Wednesday and it was a gusher. My cum factory must have been working on three shifts for round-the-cock production.

And there was no question about who I wanted to be in that scenario. I was hoping that my Krissi would meet a lot of nice Mr. Barneses. I suspected that they were lurking in the shadows waiting for me to invite them into my little hole.

The comic book reassured me that other people, besides the sissyboys in my afternoon group, had a fantasy like ours. That was nice to know. And yes, they were sissyboys. They pretended not to be, but I knew what they were. And so did they.

School that day was a blur. Afterward, I was almost running to get to Dan’s house. Ted was trying to keep up with me and giggling like crazy at my eagerness.

"You can have fun like this every day for the rest of your life if you want. There’s no rush."

He was right. I slowed down a little. But I had a good feeling that today would be the day I got the first cock in my bottom. That sounded like something I didn’t want to wait for.

In the rec room foyer, there were only two piles of clothes. But there were suits and ties in both piles. Huh?

As a naked Ted and I entered, two naked, good-looking fortyish men whom I did not recognize were sitting on separate couches, watching that day’s fuck movie and stroking themselves to excellent stiffies.

I stared at them, then at Ted.

Ted said, "Mr. Phillips, Mr. Wilson, this is Debbie Finley." Then to me, "Mr. Phillips’ is Mark’s dad and Mr. Wilson is Jerry’s dad. Some of the dads clear their work schedules so they can come by for an afternoon visit."

Oh.

Oh.

Why did Ted call me Debbie? Then I remembered that I was wearing the black stockings and garter belt from yesterday.

I looked at the men and Ted. Then at myself. I counted four very stiff pricks. Would my dream come true already?

Not immediately. Ted hustled me back to the prettying room for some touch-ups and instruction.

He made my face up beautifully, showing me how to do it for future reference. I was stunned at how pretty and girlie I was. Then he slipped a long, blonde wig on me and I blew my gooies. I was in love with the girl in the mirror. No wonder. She was a heartbreaker.

Ted enjoyed my delight. To thank him, I got directly onto my stockinged knees, right there in the prettying room, and sucked him off. I was very enthusiastic and grateful and he was very horny, so it only took about five delightful minutes. I could see where I had promise as a cocksucker. Ted seemed to agree, as he gasped and spurted under my tender ministrations.

As I sucked Ted clean, we were joined in the prettying room by Charlie and Ricky. who were destined to become Darlene and Lisa that day. I also noticed that Ted was becoming the lovely Ashley again. Mmmmm.

Afraid, but curious, I left the prettying room and faced two men and four boys who were naked and erect, awaiting us girls. Eric was sitting next to Mr. Phillips, giving him an excellent stroking. Maybe they were fine just the way they were. But when Eric saw me emerge, he hurried back to the prettying room to grab the vanity and mirror I had just left. I would say he had already made a date for that afternoon.

I knew what I wanted. Beelining over to Dan, I sat on his naked thighs and kissed him. He kissed back. Dan was adorable!

"You’re beautiful, Debbie," our host said. I glowed. Then I got on my knees to suck his prick.

No sense wasting time, I thought, but Dan stopped me. "Just a minute, Sweetie," he said. You need to be wearing heels for proper cocksucking."

Good point. Dan ran back to the prettying room and, seconds later, his stiff-cocked body was walking toward me carrying a pair of black, three-inch, fuck-me-hard-and-put-me-away-wet pumps. I sat. He knelt and put them on me. He wanted me to try walking in them, but I said I would do that right after I swallowed his sweet, sticky load.

And people say it’s difficult to make new friends. I say you just have to be willing to put yourself out a bit.

Dan sat on the couch and spread his legs to give me full access to his sweet meat. He leaned over to kiss me, then lay back to enjoy the best ride at the carnival.

I felt like a true cocksucker. Sissied up in white lingerie, make-up and wig. Big heels on my pretty feet (although it would take practice before I could actually walk in them). Dan’s fat cock in my mouth, my tongue swirling around its bulbous knob. Dan moaning and twisting in sweet agony as I took him where we all want to go as often as we can.

Stopping occasionally to lick and suck Dan’s juicy balls, and even once to fix my lipstick, I drove Dan to the peak of Mount Orgasm, then pushed him off. The first cum of the day is always the creamiest and tastiest, girls. So suck your man off first before you take loads in your pootie. You won’t regret it.

I was feeling playful, so I uncapped Dan’s prick as he was cumming and took his big gooey mess all over my face instead of in my mouth. Dan whimpered and moaned as I stroked his ejaculating prick and milked his balls dry with my gentle hand. Dan pulled me up and gave me a deep, cummy kiss, after which we licked each other’s faces clean.

Dan and I lay on the couch, kissing and observing the scene around us. Eric had emerged from the prettying room as Tanya and was on her back, grunting as Mr. Phillips was on top of her, plowing her lovely bottom with his big cock. His hairy backside was winking at us as his balls slapped into Tanya on each forward stroke. They were definitely enjoying themselves.

Mr. Wilson was sitting next to Lisa, alternately kissing her and licking her nipples as Darlene attended to his prick with her warm, wet mouth. Jerry was helping Darlene enjoy her day by fucking her pretty bottom as she licked Jerry’s dad to what promised to be a cum for the ages. Ashley and Mark were enjoying a good old-fashioned fuck, doggie-style. Mark stroked Ashley to a blaster of an orgasm, then deposited his own load in her perfect bottom.

What a great club!

Looking at all that erotic activity had aroused my paramour once again. Dan was stiff and ready and it appeared that the moment of my deflowering was at hand.

I was glad Dan was going to be the one.

I put myself in Dan’s control. He was sweet and attentive. But firm and masterful too.

First he stood me up on my pretty heels. Whoa! I felt as if I were pitching forward.

I giggle to think of how I couldn’t stand well in three-inch heels. I sissy around in six-inch stilettos now with perfect ease.

Anyway, I caught my balance but almost collapsed again as Dan, sitting on the couch, parted my bottom cheeks and began to lubricate my little hole with his tongue. Oh, girls. You must try it. It’s divine!

It was so intimate and so DIRTY! And it did the job of loosening me as it lubricated me.

I was mewing and begging to be fucked when, after about 20 minutes, Dan stopped. He turned me around, but instead of fucking me, he reached around my hips and entered me with two lovely fingers. He wanted me to have no pain. Wasn’t that sweet?

To amuse me as he loosened my pootie, Dan took my very stiff, leaking cock into his mouth and sucked me to a delightful emission.

I was having a really good day. Then it got better.

Through experience, Dan knew that the best position for a first-time fucking was with the girl on all fours and the boy on his knees behind her. At that point, I was panting and gasping with lust and literally ready for anything.

So in a haze of arousal, I got onto my hands and knees, wiggled my bottom at Dan, and begged for the fucking I needed. For some reason, that seemed to arouse Dan even more.

Dan lined his cock up and rubbed the wet sticky tip all around my wrinkled hole. I groaned. Then he pushed the head in. I yelped and, I was told later, everyone in the room stopped what they were doing to watch my first time.

It was delightful. I felt full and loved and sexy. And completely under Dan’s control. I was being mastered and adored every second of my first fucking. I knew Dan was a completely different personality when he was being Sofia and I was in awe of his capability to capture both roles so perfectly.

I was also in awe of Dan’s love pole, which was making slow, but impactful progress in my hindquarters. I know I was whimpering and squealing just like the sissygirl I was becoming. And I know Dan found that very affirming. When he was all in, I reached back to assure myself that such a thing was possible. It was. While I was back there, I gave Dan’s balls a good feeling-up, then released them and concentrated on my own pleasure.

Dan was pushing his cock in and out of my bowels and I felt as if I really had to poop. Ted had warned me about that earlier, but the urge was still strong. As was the pleasure. Nothing I had ever experienced was as pleasurable as being in the loving hands of a skilled, manly fucker.

Dan drew my pleasure out, holding off his cum until I had blown two huge gusher-cums and screamed out his beautiful name.

I loved Dan and my father loved Sofia. Is all life this complicated or just the life of a sissy?

When I gasped through my second, stroke-like cum. Dan quivered, grunted and gave me my first load of goo specially delivered to my bottom. I felt every hot blast and I was shuddering with delight at being able to please my man in that way.

Dan and I were lying on the floor kissing afterwards when the door opened and a naked Mr. Forbes entered. He looked at the carnal tableau, then walked over to Dan and me.

He smiled and said, "Debbie, would you like to join me this evening?"

My bottom burned just thinking about that thick, long, dripping object in my little "dirty." Pounding. Cumming. Seven or eight times by all accounts. That huge, muscular man on top of me. Dominating me. Kissing me. Making me ejaculate helplessly over and over.

I would be Mr. Forbes’ little sissy fuck toy for hour after cummy hour.

My balls would be drained again and again. My bottom would be red and sore.

I looked at Dan, who smiled encouragingly, then I said, "Oh, yes, please, sir.’

It was time for "Vince’s Special Friendship" to begin for real.

 

 

 

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© 2002 by Gingerfred Man. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.