Experiments

by Gingerfred Man

 

Chapter One – Back in the USA.

My name is Ray Booker and I’m an American. I say that because people think that just because I spent 16 of my first 19 years out of the country, I lost some American-ness. Well, I didn’t.

My Dad works for the State Department, so we’ve always been in places like the nine countries that begin with I: Ireland, Italy, Iceland, India, Indonesia, Iraq, Iran, Israel and the one nobody gets, Ivory Coast.

The family, Mom, Dad, My older sister Julie, and my younger sister Janet, and I have always spent two months every other summer at my maternal grandparents’ place in Maine or my paternal grandparents’ place in Fromage, Wisconsin. So that helped ground us as Americans.

Fromage wasn’t as nice as Maine, but Dad’s parents were great, so we enjoyed our visits until Gram and Gran died when I was 14. That was sad. It was also sad that we stopped going to Fromage. Dad’s boyhood friend and college roommate, Jack Tyler, and his family lived there and we sure enjoyed visiting them too.

My sisters and I called them "Uncle Jack" and "Aunt Ellen," even though they were no relation. The Tylers had two nice boys, Mike, who was four years younger than I, and Jeremy, six years younger than I.

It was so sad when Aunt Ellen died from cancer a week after Gram and Gran died. We went to two funerals in nine days.

When I was 19, I was very excited about the changes in my life. Like most young guys, I guess, I was undecided about my future a year earlier, when I graduated from high school, so I took a year off and kind of bummed around Europe for a while. It was no big deal because I had been kind of bumming around foreign countries all my life. When that year ended, Mom and Dad, who were living in Greece at the time, laid down the law. I applied to and was accepted at Fromage University, Dad’s alma mater and right in his hometown. Even better, Jack Tyler, who had stayed in almost daily email contact with Dad since his wife had died five years earlier, had offered his home to me for the first year of school.

That was a great arrangement as far as I was concerned. I wasn’t crazy about living in a dorm with people who would be asking me things like, "How long did it take you to drive from Greece?" I found my American contemporaries to be mostly ignorant and provincial. OK, I was a snob. Maybe a year with the Tylers would help me get over it.

 

Chapter Two – The Tylers

I arrived in Fromage a week before school started. I was exhausted from the trip, but delighted to see Uncle Jack, Mike and Jeremy. They met me at Fromage International Airport and I was very surprised to see how much and how well the boys had grown. They were good-looking young lads, slim and fit-looking. And very cute. I remember thinking that the girls in Fromage must be all over them.

I was even more surprised when, after their Dad stopped hugging me in welcome, 15-year-old Mike hugged me and kissed me on the cheek and 13-year-old Jeremy kissed me just to the right of my lips.

It was a little weird, but I wasn’t offended. We were almost family and they were very excited to see me. And they must surely have missed the affection a boy gets from his mother.

They were very cute boys, almost pretty. Though 15, Mike still had that young-boyish look about him. And Jeremy could have passed for a boy of 11.

The Tylers gathered me up, took me home, showed me the room they had fixed for me, fed me, and let me sleep for 12 hours.

I felt much more human when I awoke at 5:30 the next morning.

No one was up yet, so I decided to see if I could satisfy my addiction by making a strong pot of my favorite and only drug – coffee.

I passed by Mike’s room and saw that he had left the door open on a crack. So I was able to sneak a look at the little rascal whom I hadn’t seen since he was ten years old. He was sleeping soundly and, strangely, quite nudely. That was something that never would have been allowed in the Booker house. Mom and Dad required pajamas and nighties.

Mike was lying on his back, breathing steadily and his right leg and torso from the waist up were out of the covers. His left leg and pubic region were covered by a thin sheet. Oh my. Like all males his age, and mine, he had a serious case of morning wood. His ample erection was tenting the thin sheet and I began to feel like a peeping Tom. So I moved on. To Jeremy’s room.

Jeremy’s door was also open slightly and he was also sleeping in the nude. But he had kicked the covers off during the night and was lying on his side, with his back to me. I could see his back, his legs and his smooth, tiny bottom. Like any horny teenager, I fantasized that I was looking at a girl’s pretty bottom and began to imagine all sorts of nasty things. But then I remembered that Jeremy was practically family. And he was a boy. And I was definitely not gay.

I mean I had had plenty of dates with girls. And none with boys. None of the relationships had really developed beyond a second date or so, but I had had sex with a couple of the girls. It was fun. I liked sex. But it never really went anywhere. Was it supposed to?

I snapped myself away from looking at a 13-year-old’s pretty tushie and moved downstairs past Uncle Jack’s door, which was closed, and into the kitchen. I even managed to find what I needed for coffee and put together what passed for breakfast for all four of us guys when Uncle Jack, Mike and Jeremy joined me around seven-thirty.

They showed up at all once, wearing shorts and T-shirts and in very good humor for that time of day. Although we had been in email contact for years, nothing beats face-to-face communication. We chattered for hours about what had become of us in the past five years. I knew I was going to be very happy there.

Jack had taken several days off from work to help me get going on things and over the next week, the four of us ran around town and campus getting what I needed to get and doing what I needed to do to become a freshman. Maybe I should have been more excited about school, but the best part of it all for me was exploring a strange country, Wisconsin, and being with the Tylers.

They were three very warm and loving people. Though it was unlike my family’s culture, I adapted well. My sisters would never have hugged and kissed me good night, but Mike and Jeremy did. Every night. And Jeremy, the little scamp, began to kiss me on the lips.

I even began to sleep in the nude. And leave my door open on a crack. What was I expecting to happen by doing that? I didn’t know. But I did know that for some reason, unfathomable to me at the time, I was sexually excited a good percentage of the time.

I had a permanent woodie, and it seemed to twitch and leap whenever I saw Mike and Jeremy. As I mentioned, (I did mention that, didn’t I?), I’m not gay. And I knew I didn’t want to do "things" with Mike and Jeremy. But I was very excited to be around them. I was hoping that it would all change when school started. I mean, not change too much. I wanted to be around Mike and Jeremy. But change. You know. Right?

Starting my fourth night in Fromage, I had to relieve my sexual tensions or die from cum hemorrhages or something. That was the first night I slept in the nude and even that excited me. When I was bumming around Europe, I took the warnings and stayed away from any and all strange pussy. So it had been some time since Mr. Johnson had been on an excursion. As I lay on my back in bed, he was stiff and red. His big brown hood was pulled back and his pink happy-face was drooling and expectant.

Usually I would form a sexy image in my mind before I began to stroke myself to a gushing gut-wrencher. But I was afraid of what that image would be. I began to stroke myself quickly before a "gay" image could form, but that was like telling yourself not to think of the word hippopotamus over the next five minutes. The mind betrays itself. In my mind, I saw Jeremy’s soft, pink bottom. He was on his side, facing away from me and I had a full view of its warmth and splendor. Guilt attacked me. But so did lust. I could feel my balls beginning to bubble as my pleasure center awakened. The Jeremy in my mind looked over his shoulder and – he had long, brown hair, styled in girlish ringlets! His pretty face was fully and magnificently made up. His mascared, shadowed and lined eyes promised the intense pleasures of the bedroom. My mental image of him smiled at me and my stomach exploded in wracking waves of cummy emissions. Spurt after spurt of sticky cream covered my tummy as I whimpered Jeremy’s name.

Oh. That was evil.

Gasping and panting, all I could do was repeat my mantra, "I’m not gay."

I hoped I was right about that.

 

Chapter Three – Wrecked

The next few days were very difficult for me. I found myself to be dazed and confused. The evening after I first shot gooies while thinking of another boy’s anus, Jack, Mike, Jeremy and I were at the dinner table attacking a super-sized pepperoni pizza. The conversation was happy and light.

I began to notice things about the boys I hadn’t seen before.

They were, I don’t know, a little babyish, maybe. They called Jack, "Daddy." That was strange for 13-year-old Jeremy, but positively weird for 15-year-old Mike.

Their movements and mannerisms weren’t feminine, but they weren’t really masculine either. Sort of in-between. Hmmmm.

I also noticed that I had perhaps not given Mike his due. He was older than the little sexpot Jeremy (did I really say that?), but very cute in his own right. Very cute. What was happening to me? My cock was permanently stiff except for about two minutes after I whacked it to a spunky spend. Which occurred often throughout the day and night. Was I gay? I had never felt one gay thought that I could remember. Now I wanted to throw Mike on his back, kiss him, and fill his asshole with as much of my cock as I could muster. Then have my turn with Jeremy.

It was going to be a long year if I didn’t get over that stupidity.

If I ever did anything like that and Jack found out!!!! I would be ruined. He would tell Mom and Dad. Probably as he was arranging to ship my body to them. Or worse. He would have me arrested.

Get a grip, I told myself.

Mike sensed that I was disturbed, but I didn’t think he knew why. "Are you OK?" the little angel asked.

"Sure, kid," I said guyishly. "Say," I asked. "Do you guys have girlfriends?"

Wrong question. The two of them began to giggle girlishly, which should have disgusted me, but it was so cute that I almost creamed in my pants.

Jeremy said, "Of course not. Do you?"

Why "Of course not?" I thought. Oh no. Were they telling me something?

Mike pressed on. "Do you have a girlfriend, Ray?"

An image of Mike with long, straight, blonde hair, a black babydoll and long, creamy legs ending in pretty, painted toes flashed through my mind. Ohhhhh. Torture!

I answered them. "No. I’ve been out with a few girls, but never had a girlfriend."

Jeremy and Mike exchanged a secret nod, then shared it with their Dad. Or at least that was what it looked like to me.

Somehow I got through the next couple of days before school started, although the last night before school almost did me in. The boys were starting school the same day my freshman orientation began. They went to bed early that night, both of them kissing me goodnight right on the lips and Mike rubbing my leg briefly as he kissed me. Uhhh.

An hour after the boys went to bed, I went upstairs to turn in and walked past Mike’s open door. His sheet had fallen to mid-thigh and for the first time, I saw his cock.

I almost fainted. It was the loveliest thing I had ever seen. Long and thick. Pink and pretty at the head. And painfully erect. With two lovely spherical attendants hanging deeply in a long, pink bag.

I wanted to rush in there, kiss Mike, make love to him for 48 hours, then stand up and hold out my wrists for the handcuffs. Fifteen to twenty would have been worth it for what I felt at that moment.

But I was too chicken, so instead, I reached into my pants, extracted my over-stimulated cock, locked my eyes on Mike’s angelic beauty, rubbed my cockhead 4.7 times, and fell to my knees with the intensity of my orgasm. I cried out as I came and how I escaped detection I’ll never know. But I managed to zip up, clean up and evacuate before paddy wagons were alerted.

Lying in bed, I cried for the first time since my grandparents had died. I was a wreck.

 

Chapter Four – Tickled

Oddly, no one in the Tyler family seemed to recognize my torment. I was agonizingly terrified that they would, and awful things would happen. The most awful of which would be my removal from the lovely environs of Mike and Jeremy. At that point in my life, I would have expired if I were separated from them.

No other males stirred my libido in the teeniest. Nor any females. In fact, the thought of any form of sex with any of the numerous males or females I saw on campus or on television disgusted me. But, thoughts of Mike and Jeremy’s moaning, writhing bodies under me made me weak in the knees and I ruined pair after pair of my jockey shorts.

The first Friday evening after school began, Jack suggested a swim in the Tylers’ backyard pool. We had been so busy that we hadn’t used their lovely, shaded, private pool since I had arrived two weeks earlier.

I loved to swim and was very happy for the opportunity. Until I saw the Tylers dressed for the pool.

My bathing suit was the conventional, boxer trunks that most guys wear. I had a pretty nice body, but I was kind of modest about it.

The Tylers had no such modesty.

All three of them wore skimpy, tight Speedos that were sexier than if they had been nude.

Mike’s delicious body was practically hairless and his lovely cock and balls made a big lump in his tiny suit. Jeremy was obviously erect in his wispy suit and his warm, bare flesh made me hard and very bothered. Then, for the first time, I got a good look at Jack’s body. Jack was very hairy, slim and manly. And it appeared that he had a very massive package all his own. Oh, my!

The Tylers appeared to be unaware of the effect they were having on me. I tried not to look, but my cock would have none of that. I had to turn away at one point as I grunted and shuddered my way through a very nasty orgasm and filled my trunks with sticky goo. I quickly jumped into the pool to wash off what I could, then lay in the sun.

I was in heaven and hell at the same time.

Then things took a really interesting turn.

"Who wants to play ‘tickles’?" Uncle Jack asked.

Tickles?

"I do! I do!" the squealing Mike and Jeremy said.

"OK, come over here, Jeremy. Mike was first the last time."

What was this?

Jeremy strode up to his sitting father, turned his back on him and pulled his Speedos down and off to stand there completely naked.

The Tylers were merciless to me, it seemed.

Jeremy was a nude, perfect angel. I saw his cock for the first time and wanted to rush over there, caress it and suck it until he gave up his gooey prize.

But, what was happening?

Jack looked at me and said, "Please don’t judge what I’m going to do here, Ray. You get to travel all over the world, but my poor, motherless boys hardly ever leave Fromage. I’ve always tried to let them experiment a little with their sexuality."

Gulp. My mouth was dry and my cock was at full stand.

Jack caressed the delightful buttocks of his younger son, then wet his middle finger in his mouth. He said, "Here comes the tickle monster."

Jeremy giggled. Then Jeremy’s eyes widened and he shuddered with pleasure as his father eased his moist, middle finger into Jeremy’s sweet anus.

I wasn’t designed to endure that kind of mental torture, but I had to look. Jeremy was squealing girlishly as his father ran his finger in, out and around his tight hole. Jack was smiling as he withdrew his finger, then slipped two in at once.

Jeremy squealed louder. "Daddy, that feels sooooo good."

My poor cock was in major distress as I watched Jack massage his little guy’s prostate. Jeremy’s beautiful cock had expanded to its full four and a half inches. The pink head was peeking out of its brown foreskin and the leaking peehole seemed to be pointing directly at me. Uhhhhhhhhhhh.

I looked at Jeremy’s face. It was a mask of lust and pleasure. "Oh, Daddy," he mewed. "That’s so nice."

Jack was smiling. "I’m glad you like it, Honey. Go ahead and make sticky juice anytime you want. Or do you want Mike to help you?"

I turned to look at Mike. Oh my goodness! Mike had removed his Speedo and was slowly wanking his engorged cock. Mike smiled at Jeremy, then me.

Overload. Overload.

Then it got worse. Jeremy looked over his shoulder and said, "Daddy, I want Ray to finish me."

That was it. I groaned and came in my trunks, yet again. The Tylers didn’t giggle or even acknowledge it. But they knew. My eyes filled with tears from the intensity of my feelings.

Jack stopped his anal massage, looked at me and very kindly asked, "Would you do it for Jeremy, Ray? You don’t have to. I would understand. But I would consider it a favor."

Ohhhhh. I wanted to very badly. And Uncle Jack had just given me license. But I was scared.

My left thigh was quivering in fear. But I got up, walked over to the standing Jeremy and asked, "What should I do?"

Jeremy was too shy, but Jack said, "Just skin his little peeny up and down until he makes a nice, big cum. Boys need to be milked a lot and it’s always so nice when they have help. You could also…Never mind."

"What? What?" I asked desperately.

"Well, Jeremy loves kissing too. I think he would enjoy it more if you kissed him a little as I tickled his bottom and you stroked his little willie."

Right after it was over, I was going to buy a lottery ticket, because I was clearly on a roll.

Without a word, but tentatively, I touched the darling angel’s cock. Jeremy shuddered and moaned in ecstasy. My own cock was stiffening again in my cum-drenched swim trunks.

I pulled the sweet skin back and Jeremy arched his back, presenting his open mouth for a kiss. I accepted the delightful invitation. His lips were warm and for the first time, I tasted his tongue. It was my finest meal.

Jack picked up his anal pace and I played with Jeremy’s doodle exactly as I liked mine cared for. The kissing was the best. I felt as if I were linked to Jeremy’s soul.

Then the little doll whimpered, grunted and screamed as rope after rope of sticky, boy’s cream ejaculated from his perfect love stick. He kissed me harder and sucked my tongue as he spasmed in carnal joy.

When the naked angel returned to earth, He kissed and hugged me in gratitude for the pleasure I had helped bring him. I was shaking with lust and shame. And hoping that I could help with Mike’s tickles.

But that’s not what happened next.

"That was very kind of you, Ray," Jack said.

"You’re welcome," I croaked, looking at the ground.

I went back to my lounger wondering if I would have a role in Mike’s tickles, when Jack said, "Ray, would you like tickles next?"

Oh my! Oh my!

All three Tylers were smiling benignly as they awaited my answer. I was being asked to cross yet another line.

Why not?

I stood and removed my cummy trunks. I was embarrassed by the evidence of my arousal, especially my world-class erection. But I was pleased by the Tylers’ smiles as they saw my naked body for the first time. What had I fallen into? And how much farther would I fall?

I walked over to a smiling, welcoming Jack and turned around, offering him my buttocks.

Jack accepted them. He praised their beauty, then caressed the skin all over. I was already in heaven.

Then, for the first time in my life, something entered my bottom. Jack’s finger sent me to a very high floor of the pleasure building and when he touched my prostate, I was sure I would cum. I only didn’t because I had already cum twice in the past 45 minutes.

The anal feelings were a frontal assault on my erotic nerves! I felt that Jack was in command of my pleasure. For some reason, I loved that.

My cock was unhooded, enflamed with blood and twitching as I tried to focus my eyes and see what Mike and Jeremy were doing. They were naked and walking toward me. Mike began to kiss me and suck my tongue. He was an excellent kisser and when he began to tickle my balls, I thought the game was over.

Somehow I held off cumming long enough that I was able to feel Jeremy’s small, soft, warm hand on my cockhead. That almost did the trick too. Jeremy was very good at stroking a cock. I cupped Jeremy’s bottom with my left hand as he did me and Mike’s with my right as we kissed.

That’s all, folks.

I exploded with pleasure. I was in a pit being assaulted with ecstasy. I couldn’t climb out and didn’t want to. Mike and Jeremy were throwing pleasure rocks at me and every toss was a direct hit.

When I finally stopped cumming and Jack withdrew his fingers from my bottom, I was almost too exhausted to assist in Mike’s tickles. But I did. Mike had good control and we ended up kissing and stroking him for a good half hour before he squealed and drenched us with his boy’s cream. I was proud that I didn’t scream or squeal. But that was about all I was proud of. Was I a faggot? A lifetime of anti-faggot conditioning was preying on me.

Did Uncle Jack expect us to do tickles for him too? I prayed that he wouldn’t. And a little that he would.

He didn’t. Whew! Or darn! I wasn’t sure which.

I was really worried that things would be very weird after that. But the really weird thing was that they weren’t. No one spoke of "Tickle Time" and we just went back to acting the way we had before.

Jack said one thing, though. He said, experiments were fine, but you have to have a normal life too.

Hmmm.

 

Chapter Five – Girlish Excitement

The next day, a Saturday, was pretty normal. I ran some errands for my hosts, did some house-cleaning and, with the Tylers, attended the local minor-league baseball game, watching the Fromage Curds lose a playoff game to their bitter rivals, the Gouda Slicers.

Again, everything was so effing normal. Had I imagined the pool party of the day before?

We got home around five, just as an SUV was pulling up in the Tylers’ driveway. It was Mrs. Benson and her son Frank, who was carrying a gym bag. What was this about?

Mike’s face lit up and he ran over to shake Frank’s hand in welcome. I got the feeling that if they had been alone, a handshake wouldn’t have done it.

Frank, it seemed, was Mike’s friend who was sleeping over.

Oh my. Waves of emotion swept over me. First I was angry. Why wasn’t I informed about this? As if a boarder had a right to know everything my hosts did or planned to do. OK, that was silly. But the stronger emotion was jealousy. I was pathetically obsessed with Mike and his brother and Mike dared to have someone else in his life! A life that I had been a part of for two whole weeks already! Worse. This boy was apparently going to be sleeping in Mike’s room. And Mike had a single bed.

Would they? Could they? Of course not. But I was still insanely jealous and, I’m afraid, allowed it to show. I wasn’t nice to 16-year-old Frank at all. That wasn’t fair, because Frank was a very nice young man. He was very different from Mike and Jeremy. All male. Very masculine. Butcheroo. With manly good looks. I felt nothing when I looked at him except jealousy. That was good, right? More evidence that I wasn’t gay.

Jeremy and Jack and I watched a Bruce Willis movie as Mike "entertained" Frank in his room. Neither had been seen all night. And Jack didn’t appear to be at all concerned.

I certainly was. I had Jeremy in the room with me, yet I was obsessed with Mike. And what he and Frank were doing. I wanted Mike and Jeremy BOTH.

I felt a little better when Jeremy began to get sleepy near the end of the movie and put his head on my shoulder. I put my arm around him and even kissed him a little as his Dad looked on approvingly. But Jeremy was soon fast asleep.

Jack carried Jeremy to his bed and said good night. I went to my room, but I was obsessed with Mike and Frank.

I showered and put shortie PJs on. An hour after I had said goodnight to Jack, I sneaked out of my room and stood outside Mike’s closed door. Mike never closed his door. WHY WAS IT CLOSED?

The moon was full and the house was quiet. I listened.

It was as I had feared. The unmistakable sounds of sexual activity were behind Mike’s door. I heard little squeals, lustful grunts, sighs, pants and even soft, little "I love you’s."

I was sad. And, without reason, angry. I knew that the worst was happening in there, but I had to confirm it.

Softly, I opened the door. The room was bathed in moonlight. So I know what I saw was what I saw. It answered lots of questions and raised twice as many.

Mike was on his back with his beautiful legs over Frank’s shoulders. They were kissing like the lovers they apparently were. Deeply. Sweetly. Frank’s big cock was buried in Mike’s prefect ass. Frank was pushing it into and out of Mike with long, sure strokes and Mike was enjoying the friction very, very much.

That was what I feared, but expected.

The rest was a shocker. Mike didn’t look like the Mike I knew. His face was beautifully made up and he looked like the prettiest girl I had ever seen. He had a pink ribbon in his hair, his toenails and fingernails were a lovely hot pink. He was wearing a tiny, lacy, very sexy pink nightie and seamed pink stockings.

Mike was a crossdresser or whatever you call people who did what Mike did.

And Frank was insanely in love with Mike. Just as I was. Even more so now that I had seen Mike’s complete feminine side.

The really good news was that I then believed that this meant I wasn’t gay. I had fallen in love with someone who was, in every way that mattered, a girl.

The really bad news was that Mike experienced an intense orgasm as Frank filled his bottom with hot cum for the who-knows-how-manyeth time that night and opened his eyes into a direct lock with my eyes.

I was terrified that he would hate me for spying. But as he held on to a shuddering, orgasming Frank, he smiled warmly and lovingly at me and pouted his lips for a kiss.

I vacated his room quickly and soundlessly.

I got almost no sleep that night as I tried to make sense of it all.

I couldn’t.

 

Chapter Six – Forgiveness

I must have finally fallen asleep around 5 a.m., but even then only slept fitfully until, at around 9 a.m., I was awakened by the feel of a warm body cuddling up to me.

It was Mike!

That little tramp! He had spent the whole night getting his pooper porked by that "friend" of his and now he expected me to welcome him to my bed? He expected me to like his soft, delicious body rubbing up against me. The feel of his silky little nightie rubbing against me. The sensation of his silky, stockinged legs pressed against mine.

I was hurt that Mike would betray me like that with that boy Frank. But Mike felt incredible in my arms.

His smell was a challenge, though. Mike had freshened his lipstick and dabbed on some perfume, but he had the smell of a girl who had been fucked repeatedly all night. Which was what, in fact, he was. He smelled of cum. Dried cum. Cum gleefully and gloriously ejaculated. From both participants in a night of beautiful love. It was maddening to think that I was hopelessly in love with this boy (and his brother) and all I was getting was sloppy seconds. If that.

Still, Mike was in bed with me and I wasn’t about to kick him out. I ignored the smells and kissed him deeply. It was fantastic. My nude body rubbed against his warm, femminess. He was an angel of love.

My cock found his and we rubbed cockheads through the filmy material of his nightie. We kissed. And kissed. And didn’t talk.

Maybe I could forgive Mike if he kept rubbing his cock against me and kissing me. And cuddling my balls that way. Ohhhhh.

What was he doing? He stopped kissing me and smiled. Then, oh my, he laid me on my back and got onto his pretty knees. Mike ran his girlish hand up and down the length of my throbbing, delighted cock. He kissed me sweetly once again, then thrilled my soul by kissing the head of my unhooded, pink helmet.

Nothing in my life prepared me for the intensity of my feelings at that moment.

I looked at Mike and his eyes smiled at me.

"Frank?" I grunted.

"Went home," the little doll gasped.

I was helplessly, desperately in love with a girlish boy four years my junior. A prescription for a complicated life if there was one. But at that moment, I was only thinking of the present. A present where my cock had just entered my dream lover’s warm, talented mouth.

My senses exploded! I arched my back. My balls rumbled, then boiled over. I began to helplessly, joyously ejaculate streams of sticky cum into Mike’s eager, sucking mouth. Mike was squealing happily as he ate my juices and licked me into a frenzy of pleasure.

The bliss was total. I didn’t concern myself with the complications of a relationship with Mike. Or his delicious little brother. Or Mike’s relationship with that Frank person. All I felt were love and orgasmic ecstasy.

And that’s quite a lot.

 

Chapter Seven -- All is revealed?

When I returned to earth, I drew Mike to me and kissed his cummy face. For the first time in my life I considered giving someone a blowjob. In fact, I ached to do it. But at that very moment, my door opened and Uncle Jack poked his head in.

Oh no! I was busted! I was lying in bed with my host’s son. The boy's face was smeared with my cum and after our kiss, so was mine. I would be evicted and sent home in shame.

But wait.

"Well, I’m glad you guys are getting better acquainted," Jack said. "You can shower together and have some more fun later, but breakfast is ready now, OK?"

"OK, Daddy," Mike said. He kissed me deeply, then got up as if everything were totally "normal," wiped his face clean, gave me the towel and reapplied his lipstick.

I put on shorts and a tshirt. Mike took my hand and led me to breakfast, stopping every few steps to give me a sweet, tonguey kiss. Oh my.

When we got to the kitchen, another surprise met me. A surprise named Jeremy. In exquisite make-up, a tiny white nightie, a pink hair ribbon, white, silky stockings, and white, four-inch stiletto mules.

My cock was already outrageous from the kissing on the way to breakfast. The sight of the beautiful, femmy vision that was Jeremy almost overloaded my poor brain. And cock.

Jeremy kissed me good morning and rubbed his soft hand against my clothed cock. Mike and Jack saw it and only smiled.

Do you see why this was a better arrangement than the dorm?

Jack asked, "Are you OK, Ray?"

I nodded. Looking back and forth at Mike and Jeremy. Imagining the life-altering possibilities.

"Sit next to me, Ray," Jeremy said.

I looked at Mike, who nodded his assent. I sat between Jeremy and Mike.

The two femmy cuties tormented me throughout breakfast with little squeezes and girlishness. As we finished eating, Jack decided to explain what the heck was happening.

"As I told you a little while ago, Ray, my boys’ lives have been a lot different than yours. Or mine, even. I cut them a lot of slack when their mother died and gave them the freedom to express themselves as they really are. It turned out that they’re sissies."

I looked puzzled. I knew the word, "sissy," but I wasn’t sure what it meant in the context of the Tylers.

Jack explained. "A sissy is a feminine male. Most of the time, he’s a male whose genetics make him feminine. Sometimes, he’s forced to be feminine, or decides to be feminine even though nature only nudged him and didn’t compel him. Most sissies are sexually oriented toward men and boys, though not all are. Sissies are also usually sexually oriented to SEVERAL men and boys. Not just one. So I wouldn’t worry too much about Frank, Ray. Or Bill, John or Jimmy."

Bill, John and Jimmy? I looked at Mike, who smiled coquettishly and batted his pretty eyelashes at me.

"I discovered Mike was a sissy when he was about eleven and was wearing his mother’s stockings and garter belt as he was ‘entertaining’ Frank in his pretty bottom."

That little tramp!

"Jeremy only revealed himself to me about six months ago, right about the time we started planning for you to come and live with us. Jeremy says that he’s always had a crush on you and he wanted you to be the one who first makes him a "real sissy" by entering his bottom with your big thing. He’s such a good kid. I hope you grant his wish."

I guessed I could do that.

"I’ve made love, Ray," Jeremy said. "I’ve sucked lots of nice boys’ cocks. But I was saving my bottom for you!"

Uhhhhh. Was Jeremy blushing? Was my cock throbbing?

"Boys, I think we’ve gotten poor Ray very bothered. I’ll do the dishes while you give him some relief. Then Mike can take him for some proper loving while you and I go dress shopping, Jeremy."

Dress shopping? Did they wear dresses in public? So many questions, but none of them mattered at the moment. As Jack cleared the table, humming to himself, Jeremy slipped under the table to his knees and pulled my gym shorts down and off. Mike kissed me as Jeremy took my right ball into his mouth and bathed it lavishly with his tongue. I groaned. Mike put my hand on his cock and I caressed it softly as we kissed and Jeremy sucked my left ball. And this kid was still a virgin?

Mike squealed happily as I tickled his balls and then rubbed his pregoo in sexy circles around his exposed pink peehole. He was an outstanding kisser too. As outstanding as his brother was a cocksucker. Jeremy understood what felt good to a man, which gave him an edge a woman could never achieve. He knew very well what felt good and he kept doing it. As Mike kissed me, and I brought him to a squealing cum. Jeremy took me to the edge and pushed me over. He swallowed my goo happily. Smacking his lips and milking my testicles to prolong the pleasure.

I thanked them both, kissing Jeremy and licking some of my own cum from the inside of his mouth. I was very naughty. And much more naughtiness appeared to be imminent.

Jack smiled at us all, then said. "All these shenanigans made us miss Mass. We’ll go to the 6 p.m. Mass at Saint Transvestia’s in Shady Rest, so you can go en femme. Then we’ll go out for pizza. Mike, your picky brother can’t decide on a dress for the fall dance that Greg asked him to. We’ll try again today. Thank goodness you have yours already. But that gives you and Ray some quality time. Be ready at five-thirty. No excuses!"

Mike giggled and kissed Jack on the cheek. "Thanks, Daddy." It was clear to me that there was no hanky panky between Jack and his boys or between the boys themselves. Except for the tickle game.

That was comforting to me. So was the prospect of several hours of love with Mike.

Jack and Jeremy left for dress shopping. Was Jeremy going to try on dresses dressed like a boy? It appeared that he was. The Tyler sissies had guts.

So there I was, alone in the house with the sexiest person I had ever met. Who was totally hot for me. Somehow, Mike didn’t seem the right name for that goddess of femininity.

As Mike stripped for a co-ed shower with me, I asked the sweet sissy if he had a girlie name he liked to use.

Mike smiled that thousand-watter I was learning to adore. "Daddy calls me Mia," the angel said.

I could never think of that lovely person as anyone but Mia again. And I always used feminine pronouns for her.

Mia stood before me naked. She was pink and pretty from head to painted toes. Her warm hand reached for mine. Her insatiable cock stood hard and proud. We walked hand in hand to the bathroom. She turned on the warm water in the shower stall, smiled at me and stepped into the cleansing chamber. She beckoned. I joined her.

Mia’s hair was short and boyishly cut. Her pretty cock and pink balls enhanced her feminine beauty. Everything else was all girl.

As the water fell on our heads and bodies, Mia faced me and fused her naked body against mine. I felt her erect, girlish nipples against my chest. And her erect, girlish cock against my thigh. She turned her head up and pouted her lips for a sweet kiss.

I was the luckiest guy in the world.

Mia and I only wanted to excite each other at this point. We didn’t want our sticky cums washing down the shower drain. We had better uses for the creamy evidence of our love for each other.

By the time we dried each other off, most of the blood from our young bodies was residing in our cocks. My rammer was throbbing and steadily leaking love juice. I stood naked and rampant as Mia, the little minx, girlied up for me. She applied gorgeous foundation, blush, eye shadow and liner, mascara and kiss-inviting, wet lipgloss. She was still naked, and in some ways, only a girl from the neck up. But you couldn’t convince my cock of that.

The little teaser then sat at her vanity table and slowly slid a pair of sheer, silky, black stockings up her creamy, smooth legs. Then, turning to display her fantastic bottom to me, she put on her garter belt and snapped it to her pretty stockings. Oh, Mama. A pair of five-inch stiletto black sandals completed the ensemble as far as I was concerned, because I could wait no longer.

I took charge, picking her up and carrying her to her bed. She made the tiniest show of resistance, which enflamed me even more, but then she surrendered. I laid my Darling on her back, then climbed on the bed next to her. We kissed. I almost passed out with the intensity of my lust.

Mia was every guy’s naughty dream come true.

Mia squirmed a little, wondering what I would do next. To tell the truth, I wasn’t sure myself. The times I had been with girls, I was never half as excited as I was with Mia. And I had never, as they said in Victorian erotica, "used the tradesman’s entrance" for my cock. But it was time to stop thinking about what Mia didn’t have and concentrate on what she had. Beginning with hard, puffy little nipples.

I kissed her right nipple and the little doll groaned in lustful agony. Very nice. I licked and sucked the pouty little treasure as I stroked her sweet cock. She whimpered, squealed my name and began to spurt her wonderful sticky, sissy cream. Mia’s eyes rolled back as she reveled in a crushing orgasm. I was very pleased that I was able to bring her such pleasure and continued to adore her nipple and stroke her cock throughout her cumstorm.

Her look of love when she was able to re-focus her eyes made me happier than I had ever been in my life.

Mia now had a tummy covered with cum, right after she had taken that nice shower. What to do? In an inspired moment, I began to scoop her thick cream off her tummy with the middle and index fingers of my right hand, carry it to her divine bottom, which she had arched her back to allow me full access to, then slather it gently around her pretty rosebud and even <gasp> inside her hole. Mia was moaning with lust as I performed this naughty task and her cock had regained about half an erection.

Mia’s hole was warm and friendly to my fingers and her cum was making it gooey enough for a new visitor. I must confess to being bad. The last few scoops of Mia’s cum I licked off my fingers. It was the first time I had tasted cum and it was made even tastier by Mia’s anal juices on my fingers. Mia took it all in and was very, very rampant once again.

"I’m going to fuck you now, Sweetheart," I said to the girl of my dreams.

"OK," the angelic treasure said. "I want you very badly!"

<Gulp> The moment was at hand. And I wasn’t sure what to do.

Mia helped. I mounted my Love and she put her beautiful, stockinged calves, with her pretty, high-heeled feet on my shoulders. Mia’s cum-slicked bottomhole was at the perfect angle. I eased my engorged cock to the sphincter and pushed into the tightest, hottest, loveliest place on earth.

Mia had been fucked many times before, so she took my cock with ease. But it was clear that she adored having such a guest. She squealed in ecstasy as I pushed in all the way to my hairs and banged my balls against her bottom.

Had any man ever been so fortunate as I was at that moment? The perfect sissy was enraptured by my carnal attentions. She was in full submission to me. Full surrender to the man and his needs is a large part of a sissy’s pleasure. And Mia was getting full pleasure from that fuck.

A great fuck was the only way to describe what we were doing. Knock-down, drag-out, down-and-dirty fucking. Hard and hot. Grunting. Whimpering. Gasping. Panting. And eventually screaming. Fucking.

We kissed. I stroked Mia’s cock as I fucked her. She looked as if she would burst with pleasure. And then she did. Drooling dribbles over my hand as she screamed. Thank goodness the windows were closed. My balls boiled seconds later and my sticky cream splurted hard, splashing into my Love’s beautiful bottom. Her sweet eyes were wide with wonder and joy as I filled her with love’s nectar, then collapsed with sexual exhaustion.

That was a fuck to always remember. But there was a good chance that the next one would be even better. Followed by the one after that.

Poor Mia was on the verge of being fucked out. A serious, but temporary condition that we all hope to achieve frequently in our lives. That Frank person had apparently milked her delicious cock several times and I had already given her several cummy splashes myself. Mia’s last explosion was big on her insides, but only discharged a few watery drops of sissy essence.

I believed that my ballish bag was still in fine fettle, however, and hoped I could empty it a few more times that lovely Sunday afternoon.

At that precise moment, my meat was limp. I lay on my back beside Mia and kissed her lips. A few drops of blood swam to my cock. I kissed her soft, warm, creamy neck. Then her white shoulders. I even naughtily licked her shaved armpits. Delicious. And blood was rerouting itself to my cock. And Mia's.

I licked her puffy nipples a bit more. Mia really liked that. Then I kissed my way down to her soft, flat tummy and tongued her belly button. An innie. She giggled and her cock hardened a bit more. So did mine.

Mia’s lovely cock and balls were inches from my lips. I had never done anything oral with anyone’s "package," but her goodies looked like a four-star meal to me at that moment.

I looked up at her pretty eyes. She said, "I want you to" and that was OK by me.

I held her lovely, hard jewel in my right hand and skinned back her brown hood. The pink seat of her pleasure smiled at me and leaked semen. I kissed it right on the tip, licking my Sweetie’s sweet goo. Mia moaned and whimpered encouragingly.

I had to know. "Did Frank suck your cock?"

Mia gave me that "You men are all competitive jerks" look that we’ve all seen. But she really wanted her cock sucked, so she answered me.

"He wasn’t man enough!" she said.

Good answer. Good answer.

Well, I was certainly man enough to suck a sissy’s tasty cock. I licked the head in a big, ice-cream cone swirl. Then I moved to tongue worship Mia’s sweet balls. I sucked and licked them until Mia was mad with lust. Then I returned to her most sensitive spot and resumed my oral torture. My two fingers slipped into her bottom as I sucked and licked and adored my Love’s big stick. Mia clenched my fingers as I clipped her prostate. She grabbed my head with both hands, pushed it down on her cock and screamed as the few last drops her overextended balls produced entered my hungry mouth.

Mia was in carnal agony. She shuddered with release. Her eyes filled with tears. I kept sucking and swallowing. And when she stopped shaking, she was mine forever.

"You wonderful man," she said. "I love you."

"I love you too, my Darling," I said. And we kissed for a long time.

Mia stopped the kissing, turned onto her right side and said, happily, "I’m ready for you again."

I spooned up behind the angel and fitted my cock into the gate to paradise. Mia was so cummed up back there form our last bout that I slid in easily. The fit was so tight and hot and Mia’s body was such a collection of delights, that my prediction was right. It was a better fuck than the first one. It also lasted longer. About 30 gasping, clawing, heaving minutes, followed by the escape of every last drop of cum in my 19-year-old body.

It was a good thing we had to get ready for church, because the next fuck would have killed us both.

At four o’clock, Mia dragged her delicious, but overfucked body out of bed and cleaned herself off, taking frequent breaks to kiss me. After about 15 minutes of that, she told me to go get myself dressed for church.

The Tylers were very serious Catholics. I wasn’t Catholic, but enjoyed going to Mass with them. And not just because they were megababes. The first two Sundays we went, we attended their local church, St. Molestia’s, the patron saint of altar boys, who apparently needed one. That Sunday we were going to a church in Shady Rest, a western suburb of Fromage. St. Transvestia’s. I wondered who she was patron saint of.

Anyway, I got dressed in a very short time and went downstairs. Jack and Jeremy were watching a baseball game. Except that you would have had to look really hard to see someone who looked like Jeremy.

The 13-year-old supermodel who vaguely resembled Jeremy was wearing a lovely, yellow, flouncy, summer dress, tan stockings on her long, perfect legs strappy yellow stiletto sandals, perfect make-up and lovely accessories. She (I could never call her a he) got up and kissed me. I could feel her cock rubbing against me through her dress.

"Hi, Ray. Did you and Mia have a good time?" the sweet creampuff asked.

Jack was smiling at us.

"Yes. Thank you, uh, uh. I can’t call you Jeremy, I’m sorry."

The vision of femininity giggled. "It’s Jessica."

Jessica! Jessica! Mia and Jessica and heaven on earth.

Recovering I said, "Did you find your dress?"

Jessica smiled, burning a hole in the ozone. "I did, thank you. It’s very pretty."

<Wave of jealousy> Some guy named Greg would be taking her to some dance in that dress. I wanted all of both of them all the time. Which meant I would live three, maybe four weeks. And die smiling.

Just then Mia descended the staircase and she looked even better than her sister. Or brother. Jessica, I meant.

I had never seen either of them dressed en femme to go out and it was dazzling. Each girl grabbed an arm of mine and we walked to the car.

Twenty minutes later, Jack pulled the Tempo into the St. Transvestia’s parking lot.

Was I dreaming? Almost every car was discharging girls, not as pretty as, but only a shade below, Mia and Jessica. Some had men with them. Some had older women or boys, who may have been brothers. And they were all dressed in beautiful, feminine splendor. Wow.

Jack, Mia and Jessica seemed to know most everyone and we had about 20 girls and women inquire as to my identity. Each time, Mia and Jessica gripped my arms a little harder. I have the welts to prove it.

We sat in a middle pew a minute before the music started and the procession began.

As I said, I’m not Catholic, but it seemed that I had heard that Catholics have excluded 52% of the world’s population from their priesthood. The most caring, loving, grounded 52%. But the priest who walked down that aisle to say Mass that evening certainly looked like a woman to me.

Not that I was feeling like the expert on that subject that I once thought I was.

The priest(ess) began with a nice greeting. "Good evening, everyone and welcome to St. Transvestia’s. I’m Mother Mary Theresa Riley and I’ll be your celebrant for this evening, but we’re all here to celebrate God’s love for us and God’s eternal goodness."

Mother Riley?

Still, it was a lovely, warm-hearted Mass among a community of faith and love and I was deeply moved.

Afterwards, as we were leaving, several more lovely ladies (I thought they were ladies) inquired about my identity. And my arms were really getting sore. Jack was tickled. It was clear that he knew, really knew, several of the "ladies." I wondered whether, now that I was in on what was happening, some of those ladies would be visiting the house. And sleeping in Jack’s bed. And maybe mine.

I looked hard, but couldn’t tell which if any if the ladies were packing pork between their legs. Looking back on it, I guess they probably all were. Which made being among them very exciting indeed.

<Sigh>

 

Chapter Eight – New territory

Could I have taken Jessica to bed when we got home that night from church and pizza?

Probably. But when a girl gets her little pootie porked for the first time, she deserves to get it from a guy with a rested cock and a full bag of manly cream.

It had been four hours since I had cum in Mia’s divine bottom when we got home that night, so I probably could have mustered the goo. By why cheat an angel like Jessica?

As it turned out, Jack was a pretty strict father about a lot of things. So no such deflowering was going to happen on a Sunday night when there was homework to be done by Jessica.

Jessica instantly obeyed Jack’s command to get into her nightie and do her homework. He could be so masterful!

I had some studying I could do and I wanted to get some rest after the fitful previous night.

That was my plan, until Mia came downstairs in a black, flyaway babydoll nightie, with matching lacy panties and high-heeled mules.

She kissed Jack goodnight, sissied over to me, kissed me and said, "I already did my homework and it’s only 9 o’clock."

I shivered, then looked at Uncle Jack.

He smiled and said, "All right. You can sleep in Ray’s bed. But asleep by 10:30!"

"Yes, Daddy," Mia said. "Thank you, Daddy."

"Uh, thanks Uncle Jack," I said. I was beginning to appreciate the power Uncle Jack then held over my happiness.

Mia led me to my bedroom and watched me undress. I was a little self-conscious, but she was very appreciative of my body.

We lay on the bed and she got on top off me, kissing me as she put her full weight on me. I cupped her bottom with both hands and reveled in her girlish perfume and warm body. Life was good.

And we did get to sleep by 10:30. Or passed out. Whatever it is you call it when a couple cums three times each in 90 minutes.

It was so strange to me to watch the two divine works of art become ordinary boys to go to school each day, then transform into beautiful dolls every afternoon. It took some getting used to.

So did the boys that Mia and Jessica brought home with them most afternoons. I learned not to expect their delicious attentions until after dinner and homework. I was jealous, but learning to live within sissy culture.

Mia hogged me from her sister for most of the week. I knew Jessica wanted me to take her anal virginity, but she had previously arranged "play" dates from classmates who wanted to kiss her and suck her cock. And have theirs sucked as well. She also had lots of homework all that week and Jack took no prisoners on that subject.

I was glad he took a firm hand. Young ladies need that from men.

On Friday, however, there was no stopping us. Mia had a date with a boy named Tommy (may he get boils and choke). Jack had a date, the first since I had been with the Tylers. Emma was in her mid-twenties, very pretty and feminine, dressed very sexily and had a big bulge in her panties. The perfect woman and she was sleeping over. I was convinced I had seen her at church.

And, of course, homework didn’t have to be done until Sunday. So Jessica and I had clear sailing.

We ate an early dinner, around 5:30, and I drank plenty of fluids.

I hadn’t had sex in 18 hours, so my ballbag was as full as it would ever be, I hoped.

Jessica and I made goo-goo eyes all during the meal. Jack was so amused that he scooted us upstairs and said he would do the dishes. The prospect of getting his ashes hauled by Emma seemed to put Jack in a good mood.

Jessica and I were alone. In a locked bedroom. With no one to bother us unless the house burned down. And she desperately wanted me to fuck her.

A beautiful moment indeed.

I thought Jessica might want to get into a nightie, but she looked so darned sexy when she stripped down to her black, seamed stockings, garter belt, black, wispy panties and big heels, that I was glad she didn’t.

The girl was hot!

And so was I. I was so excited at the prospect of having the prize of that delicious virgin that my ears were on fire.

Jessica was girlishly shy as I took her into my naked arms and took a deep breath of her enchanting perfume. She trembled as I held her.

"I won’t hurt you, sweetheart," I reassured the angel. "I only want to love you."

"I know, Ray," she said. "I love you too."

<Chills>

We kissed hungrily. I was randy as South African currency as I lifted her tiny body and carried her to my bed.

I had never kissed her adorable nipples and corrected that oversight immediately.

She loved that. Sissies, I have learned, love when you suck and lick their nipples. Maybe it symbolizes womanly pleasure to them. But who cares? Jessica was squealing with sissy delight.

From another part of the house, we could hear someone else squealing happily. It appeared that Jack and Emma were already enjoying their evening.

I longed to suck Jessica’s cock and swallow her delicious cum, but I knew what she really wanted done. I wanted her to enjoy anal ecstasy. Then I would explore the other 300 or so erogenous zones on the dear sissy’s body.

I had thought about how to proceed with Jessica’s first fucking, and had read up on it on the Internet. I began to implement my plan.

The titty-licking had excited my little angel very much. She moaned when I stopped, but liked when I took control of her pleasure.

I laid Jessica on her stomach and moved her to the foot of the bed. I got on my knees between the dear girls legs and began to lick between the warm folds of her bottom.

Jessica squealed. She hadn’t allowed any of her young men to do that and she was unprepared for the jolt of pleasure it produced.

She screamed like a mega-sissy when my tongue penetrated her anal sphincter and swirled around the warm canal of her bowels.

Jessica groaned and pounded the bed with her fists as I ate her out with wild abandon.

Afraid I might be hurting her, I stopped momentarily.

Then she really screamed. "Don’t you stop! Don’t you dare stop!" she squealed.

I resumed my pleasant task, going where no tongue had gone before.

I dug more and more deeply as the precious girl’s anal muscles became saturated and relaxed.

Suddenly, Jessica screamed, "I love you, Ray!" and shook her way through an orgasm that must have soaked through the mattress to the box spring.

Top that with Emma, Jack, I thought. We men can be competitive.

The lady was ready for cock. I stopped licking. She whimpered, begging me not to stop, but when I stood, she knew her condition was about to change for the better.

Jessica looked over her shoulder at me with wide, frightened eyes. My cock was tall and ready. I smiled at her and she smiled bravely.

She winced in apprehension, but we were both surprised when my rammer pushed into her heavenly pit with great ease. I had done my job of lubricating, but Jessica was a natural buttfucker, it turned out. She could take in even whoppers (the kind it takes two hands to handle) with only pleasure for her and her partner.

So I was fucking a prodigy. I wasn’t thinking of vocabulary words at that time, however. Only at the intense pleasure in my cock and the obvious pleasure experienced by the grunting, whimpering angel beneath me. I grabbed her hips to control the rhythm and put some weight on her to control her. Her cock, which had regained its wood, was rubbing in the lake of cum her first torrent had produced. That gooiness and the clipping of her prostate on every in and out stroke had made Jessica’s situation desperate once again. She was going to cum like a tornado, but this time, I was cumming with her.

So hot she was. So sweet and young. And loving. And so feminine. My cock was experiencing its finest hour, but 20 minutes was all it could take. I felt the first warning sign and told Jessica, "I’m cumming, Honey."

That made the little sweetie rub her cock harder into the cum-drenched sheets. "I’m cumming too, you wonderful man!"

I flopped my body onto her back, rubbing every pore of skin I could against her. And I gushed hot sperm into my love’s bottom. Pushing, shaking, feeling her cum with me.

Ohhhhh.

How did I ever live before I met the Tylers?

 

Chapter Nine – Conundrum

Over the next few weeks, my life couldn’t have been better. Jim Croce sang of being able to put time in a bottle. If I could have frozen part of my life to keep experiencing forever, it would have been those wonderful weeks at the Tylers. With those two delicious, femmy ball-drainers Mia and Jessica.

But time marches on.

And sometimes it takes you in even better directions.

I made love to one or the other of them (and <gasp> sometimes both) every day. I was totally in love with both of them, which sounds weird, and was learning to accept the fact that, as sissies, they had lots of other "friends," which sounds even weirder.

For some time I was dreading that fall dance that high school boys had invited both of them to on the same Saturday night.

The night of the dance, I had to stand by as my lovers, dressed to a multiple wet dream of perfection, went off with two effing, high-school-loser boys.

Well, OK. Mia and Jessica would only date nice boys. But I was jealous.

And I was something else. But I couldn’t put my finger on it.

I smiled nicely and took the pictures of the girls, the boys and Jack as they left. I had fucked both girls that morning and knew that I would probably be plowing their pooties 12 hours from that moment. But I didn’t like it.

And I didn’t like that other feeling I had as they left either. I believe it was called envy.

I envied Mia and Jessica a little too. Just a little. They were dazzlingly beautiful and wearing things that no guy could ever wear. Pretty things. And they would be complete centers of attention. Which guys never get. Unless they’re doing a perp walk for the media.

Girls were lucky.

Ahhh, forget it, I said to myself, as I went into the family room. On a Saturday night in October there would be plenty of football on TV. It felt manly to watch football. I wondered what Uncle Jack had planned.

He was probably going to hook up with Emma or Nancy or Sherry. Old Jack had been getting more sissy ass than a toilet seat over the past few weeks.

He came into the room and I greeted him. "Do you have a date tonight, Uncle Jack?"

Jack smiled. "I think so. I want to show you a new experiment, though. Come with me, Ray."

He usually said "please" with me. This was interesting.

I followed him to the private bath of his bedroom. When I entered behind him, I noticed that the bathtub was filled with hot water. It was a big tub and steam was coming off it.

Jack began to disrobe. "Take your clothes off, Ray and get in the tub."

He was very direct and very forceful. Did he want to take a bath with me? That was too weird. Still, it didn’t seem that he was in the mood for me to disobey him.

Slowly, I complied, stealing peeks at Jack as he revealed his naked body to me for the first time. I had seen him in trunks at the pool, but when he removed his boxers, I could see why he had so many sissy girlfriends. He was big, uncut and hard. With a tight, manly bottom. And lots of hair.

I’m ashamed to say I was very erect. But so was Jack, and he didn’t try to hide a thing.

I was trembling and wary as I removed the last stitch of my clothing. I turned sideways to try and hide my stiffie, but that seemed to make things worse. Jack snickered good-naturedly, then eased himself into the tub. It did not appear that he was going to repeat his order for me to join him. I got in the tub and tried not to rub against him.

Jack handed me a washcloth and bar of soap and we washed ourselves as if we weren’t two guys in a "gay" situation. We didn’t really touch until Jack reached behind him and pulled out a razor.

Was he going to cut my balls off for fucking his sissy sons? Oh, please, no!

Gently, Jack grabbed my left foot and began to soap up my leg. What the…..? He then began to shave first that leg, then the other.

It wasn’t unpleasant really. Just weird. What was he doing and why was he doing it? And what was next?

The last question was answered quickly. We got out of the tub and Jack handed me a huge, fluffy towel. We each dried ourselves off, wordlessly. Then a naked Jack told me to sit on the toilet seat. He was very stiff and leaking semen. Though I was afraid and confused, I think I was more excited that he was.

Jack left the room for a moment and returned with some odd paraphernalia that I correctly discerned to be an enema bag.

What?

Jack set the contraption up and filled the bag with warm, soapy water. He lubed the tip with Vaseline and, smiling, told me to turn around. Jack had explored my anus once in the first Tickles game at the pool. But this was serious stuff. I hadn’t had an enema since I was seven. Why was I so excited?

I risked it. "Uncle Jack, I don’t think I want this," I said, tentatively."

The rogue smiled. He held my cock in his hand and caressed and wanked it delightfully. "Maybe not, but this little fellow seems to want it."

I surrendered to his warm, strong hand. Jack manipulated my very aroused cock for only about two minutes. I gasped and gushed cum into the humid air of the bathroom, then docilely accepted his agenda.

The enema nozzle penetrated me and my guts filled with warm, soapy water. I sat on the toilet awaiting the inevitable fecal explosion. Jack busied himself refilling the bag with my second enema, cool, clear water. As he passed me, I made a huge, figurative leap, something I had done a lot of since coming to Fromage. I grabbed his legs, turned him toward me, and from my sitting position, took his cock into my mouth.

Oh, goodness. That was it. I was officially gay. Alert the media. Was there a register I had to sign or something?

I sucked Jack’s cock very well and he didn’t seem half as surprised by my actions as I was. My bowels were cramping up, but I sucked on, tickling his balls and even brushing his anus with the pad of my middle finger.

Jack liked it very much. So much that, as my bowels began to reject their contents, Jack’s balls rejected theirs.

I had swallowed gallons of sissy cum since coming to the Tylers, but Jack’s cum was different. Thicker and more pungent. Manlier. Tastier.

What a mess. Cum running down my face and poop running from my bowels.

Jack returned with the second enema bag, flushed the toilet and filled my guts with clear, cool water. A workman at his task.

He smiled at me, but never thanked me for giving up my heterosexuality for him. Something told me that further ecstatic indignities awaited me.

Jack left the room as I waited for the clear water to arouse my bowels. The second evacuation was a bit painful, but I had probably never been cleaner "back there."

Jack came in, tidied up the bathroom, tidied up my buttocks with warm, soapy attention, sprayed the smell away and took me into his bedroom.

Girlie nightclothes adorned his bed and they didn’t appear to be Jack’s size. Oh. My big stiffie was back and had afflicted Jack as well.

Jack sat me on the bed and made my face up for me. How did he know how to do that? He did an excellent job and when he held up a mirror to show me, I almost came. I was quite pretty and feminine.

Jack handed me a black silky stocking and instructed me how to roll it and put it on. I did so and when I rolled the second one up to my thigh, I began to helplessly ejaculate my sticky cream.

My eyes filled with tears. Was I a sissy too? Was Jack going to fuck me? Oh, gosh, I hoped so.

Jack smiled and kissed me. It was a lovely kiss and it raised my spirits. And my cock once again.

By the time Jack slipped the pink nightie on me, I was ready for anything. What I got was a half an hour of the best kissing any girl ever got. Jack was an outstanding kisser, but how could I ever take that big thing of his……

Ooof. Jack moved me around. He was so masterful! I loved that!

Jack lay on his back and had me straddle his shoulders, facing his feet. Then he had me ease my anus down onto his mouth. Uhhhhhhh.

I had given that luscious treat, but never received it. My pootie was squeaky clean and must have tasted like soap, I thought as he moved his tongue to lick my hole. It also occurred to me that Jack liked his sissy pussy boiled and sterilized, while I liked mine with tasty bits.

That was my last rational thought for, Jack told me later, the 38 minutes that the incredible man ate my innards and made me squeal and cum three times. Was that what it felt like to Mia and Jessica? I certainly hoped so.

By that time my pretty bottom was very wet and very ready for Jack’s big boy.

Still, that monster hurt a smidge as it went in. Then it was all pleasure. Semi-conscious pleasure. I think I squealed and whimpered a lot, but I was outside my body watching it all and couldn’t be sure. Jack had a roaring good time and fucked me twice without withdrawing. My cum reservoirs were emptied and put on emergency backorder by the Federal Energy Administration.

Dangling, empty balls on both of us. Kisses. Complications.

I had this wonderful life being a sissy lover and then I found out I’m a sissy too.

What should I do?

What do you think?

 

 

 

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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.