Better Business

by Gingerfred Man

 

Chapter One – The Unpronounceable

 

There just aren’t many endophilologists in the world. Maybe a hundred when I started out. Endophile Partners had 23 of them, including me. It was a very successful company, because, as we all know, when you need an endophilologist you really need one.

My name is Lenny Blackburn. When I joined Endophile Partners, the ink was still wet on my degree from Fromage University. Two months later, I passed my exams and was a licensed endophilologist. Look out world!

Until I was licensed, I was based at our headquarters, while many of my colleagues were on the road solving the world’s many endophilology problems for huge profit.

I was very eager to hit the road with my colleagues and they needed the help, so my 24-year-old impatience was showing when my boss, Wayne Fiori told me that I had one more orientation to go through before I got out there.

"It’s just one more week, Lenny," Wayne said. "I think you and Howard will enjoy it."

I groaned. All of us endophilologists were nerdy, but Howard Neely was a nerd’s nerd. He was about five-six, with mousy brown hair, and very shy. As hard as it is to believe, he wore black glasses with the nosepiece taped together.

Not that I was much better. I was maybe an inch taller and didn’t mix plaids, but I would have been picked out of any line-up as a nerd.

Howard didn’t even get jokes. Or like baseball. I’m sure he was a virgin, too. But then, so was I.

So as you can see, I shouldn’t have been really ragging on Howard, but everyone wants to believe that someone is less cool than he or she is. I wondered who Howard ragged on.

So I was fated to spend a week with Howard. On Monday morning, we showed up at a hotel in downtown Fromage, Wisconsin at the appointed time and immediately began to wonder what we had gotten ourselves into.

A pretty receptionist led us into a 20x20-foot training room, where a middle-aged woman who looked strangely familiar greeted us.

She was wearing a white blouse and short plaid, pleated skirt that displayed her fine, stockinged legs, ending in black, shiny, very high-heeled pumps.

When she spoke, I knew who she was. And the realization chilled me.

"She" was Wayne, our boss!

Huh?

"Good morning, Howard and Lenny. Welcome to Endophile Partners’ ‘travel morale’ training. You know me as Wayne Fiori, and that’s who I am. But I’m also Toni, one of our company’s favorite travel companions. I’m sure you’re bewildered, but I’ll explain it all to you.

"We at EP believe in equal opportunity. We embrace equal opportunity. But no woman has ever shown the tiniest interest in becoming an endophilologist. As a result, the poor guys in our business end up spending months on the road in small teams. With no female companionship. Now you say, why not just meet women on the road? Think about it. We’re nerds. What about ‘professional’ women, you might ask? Well, lack of enthusiasm, violence and disease all seem to enter into that solution. As does cost! We couldn’t exactly charge our clients for such recreational services now, could we?

"Our best shot for female companionship would be with female co-workers. But there have never been and may never be any female endophilologists.

"Six years ago, the company decided that the only solution was to allow all our employees to begin to explore both sides of their nature, the masculine and the feminine sides. The X and the Y. The Ginger and the Fred. So we give you some training to see if that works for you. If it does, we outfit you in what you will need to be an amiable travel companion."

My brain was convulsing. Could Wayne mean…? Would I have to….? I wanted to puke. But I looked over at Howard and saw that he was smiling for the first time in my memory.

Wayne continued. "Everything is voluntary of course. No one forces you to do anything."

He must have noticed the look of horror on my face, because he looked at me and said, "So far, everyone in the company has greatly enjoyed the program. But we all agree that if anyone doesn’t, there will be no hard feelings, no peer pressure and no negative effects if you don’t participate."

My tensed shoulders relaxed and I began to look for an exit.

Then he added. "This week’s training, however, is mandatory."

Rats. Well, it was only a week. How bad could it be?

 

Chapter Two – Welcome to Training

Training started off very oddly.

Wayne, or Toni, as he insisted we call him or her, asked, "Do you gentleman think I’m pretty?"

Pretty ugly would have been my answer, but Howard, the little kiss-ass, said, "Oh yes, ma’am. I think you’re very beautiful."

Well, he did wear thick glasses. And the poor dork was just out of a grad school where the library and the labs were the most active spots on Saturday night. Of course, so was I.

I guess "Toni" didn’t look all that bad. She did have killer legs. And the heels and make-up made her look more feminine than a lot of women I had seen. Most, even.

 

"What about you. Lenny?" Toni asked.

At a critical moment in my life, I resorted to tact mixed with honesty. "I’m getting used to the idea. But I would say that you’re more attractive than most women your age."

Toni laughed. It broke the tension. Even Howard laughed. I wondered if he knew why.

"A fine answer, Lenny. I think maybe the best way to introduce you to our curriculum would be for me to show you some of the benefits of our companion programs. Howard, would you remove your trousers, please?"

Howard was easy. He whipped those babies off in a flash. Apparently, though, Howard’s mother never told him about always wearing clean underwear, just in case. The lad had hygiene issues.

I was overcome with fear and loathing that I might have to remove my pants as well. Usually a bad idea, unless the outcome is most likely to be favorable.

Toni turned her back to me and asked if I would unzip her dress. OK. I wasn’t fond of the idea, but did so. She then turned back toward us and shimmied out of her frock, revealing some excellent lingerie that included a lacy waist cincher attached by straps to silky black stockings. She was wearing a bra that encased two, perhaps AA-cup protrusions that were almost titties. The effect was very feminine and sexy. I wasn’t pleased that my almost brand-new, never-been-used cock was at full attention.

Toni noticed my proud soldier and gave me a very naughty smile. What the heck was happening here?

Then Toni turned to Howard. "Would you please remove your boxers?" she asked.

Howard looked at me, then removed his two-day old drawers, revealing a very stiff, thick, respectably sized tosser. Toni actually whistled. Wayne was quite an actor or really did have a split personality, I thought.

Then Toni sat in a hard chair and produced a bottle of baby oil. She beckoned Howard to her and asked, "Are you excited, Howard?"

Howard gulped.

Toni oozed some baby oil onto her palm and asked, "Do you have a girlfriend?"

Howard shook his head. It was sick. But fascinating.

"Can I be your girlfriend?"

She was about 20 years older and a guy, but Howard didn’t seem to mind. He nodded again.

Toni slathered oil on Howard’s testicles. Whoa, Nellie!

Howard spasmed. No one had ever touched his balls that way before and he was unprepared for the intensity of his feelings. Toni smiled sweetly at Howard’s reaction and rubbed more oil on the shaft of Howard’s throbbing penis.

If Howard was worried about the gayness of what was going on, he did not show it. He began to pant and gasp. He wanted to make eye contact with Toni, but she had removed his glasses. So the exact location of Toni’s eyes was a mystery to Howard.

My own member was twitching and throbbing as Toni’s soft, warm hand eased oil onto the red, enflamed mushroom of Howard’s cockhead. Howard whimpered somewhat unmanfully as his life’s blood seemed to pour into his cock. Toni pouted her glossed lips at Howard and said, "Cum for me now, Baby. All over Mama’s warm hand. Give Mama your hot load."

Howard made a desperate little squeal and, for what we believe could be the first time, spurted cum and spurted cum and spurted cum.

"That’s a boy," Toni said. "Good boy! So much cum for me. Mmmmmm."

With Toni’s clean hand, she transported a two-finger load of sticky goo to her red lips and sucked and licked the cum off in a manner suggestive of future delights.

Howard had entered paradise. I wanted in. I didn’t care about the circumstances. That looked like fun.

Not that I would ever do what Toni had done. But it would be fun to have it done to me. So I wouldn’t be the queer one. You know.

Because I wasn’t queer.

Toni kissed the head of Howard’s drooping, happy penis, and told him that the underwear he had been wearing was unacceptable from now on at Endophile Partners. He was to select from a box labeled "Howard" on the far table. Dutifully, Howard looked in the box, but then pronounced, "But these are all girl’s underpants."

Toni smiled. "It’s all right to say, ‘panties,’ Sweetie. All the consultants at Endophile Partners wear them every day."

Not me, I reassured myself. But if I had to wear them during this training week, I guessed I would. Grudgingly.

Howard selected a white, silky pair with tiny pink ribbons arranged naughtily throughout. He eased them up his legs in obvious pleasure. So obvious that he was stiff and ready once again.

Toni laughed, gave Howard’s lips a quick kiss, and said, "You’ll have to wait, Honey. It’s Lenny’s turn now."

Lenny being me, I waited with a peculiar combination of dread and horn for my turn.

It arrived quickly. Toni sissied over to me and asked me to remove my trousers. I did so with very little apparent enthusiasm. Secretly, my Johnson was aching for those talented fingers.

"Now the briefs," Toni said.

At least they were clean. Howard, whose orientation I was beginning to question, was looking on with great interest as my fairly large, very stiff cock emerged.

Toni licked her lips. Where was the oil bottle? It was gone and Toni was wiping her oily hands with a damp towel, then a dry one. She walked up to me and gave me a big, tonguey kiss.

I didn’t puke. It was tons better than the last tonguey kiss I had gotten – Wanda Jean Johnson at the high school junior prom. Wanda Jean was pulchritudinously challenged. But she was well-known to have very hot panties. So in one of the great, early mistakes of my life, I took her to my prom in the hopes of immersing my cock in her warm, wet place.

She was so obnoxious and disgusting that even pussy wasn’t enough incentive for me to do what I needed to do to satisfy my disgusting urges. Instead, I ended up suppressing those urges so that I could pursue my endophilogical dreams.

I had to admit that my mid-40-ish, cross-dressing boss was one hell of a kisser. When Toni began a tactile inspection of my penis as we were smooching, I found myself responding with great enthusiasm. If she had kept that up, I would have spilled all my sticky cream. I think she knew that, because she stopped in due time.

Would she leave me with a hard stick and a full bag? Not at Endophile Partners!

Toni fell to her knees and began to bathe each of my testicles in her warm, moist mouth. Ohhhhhhh! Never in my life…… Then she licked up and down my hot, throbbing pole! Aaaaaaahhh! I have a big, blue vein on the right side that received a lot of special, tonguey attention from my new best friend.

Toni stopped licking and asked, "Do you like Mama to do that for you, Honey?"

"Yes, Mama, yes!" I said. Just playing along, you know.

"Good, because Mama’s going to suck the sticky cream right out of you now, OK?"

I nodded, whimpering a little as I surrendered to "Mama."

Toni applied all her considerable cocksucking skills to the large, red, mushroomy center of my existence at that moment. She looped. She swirled. She climbed. She dove. And oh my goodness. I felt a rumble like an approaching cyclone. My poor guts felt ripped open. In the greatest way the world has ever known. And I spewed, spurted, spunked, spermed and spasmed into my boss’s eager, slurping, cocksucking mouth. She lapped and swallowed and whimpered and moaned in sympathetic pleasure.

I gasped for air and wondered when the next train wreck was scheduled.

Toni stood and I noticed for the first time that she had a very nice instrument of her own peeking from the top of her pretty panties.

You know, she was a bit older than I, but perhaps I had misjudged her looks initially. She seemed to have many other truly redeeming qualities.

My mind was wildly grasping for context, when the door opened and yet another sexy, middle-aged, well-"dressed" lady appeared.

"Hello, Boys!" she flirted brazenly. "Are you taking good care of these young lads, Toni? We don’t want them to be unsatisfied."

Toni chuckled, "No, Emily. These are very good boys and their cum is delicious."

 

"Emily" smiled sweetly at Howard. Then at me. I looked at Howard. We knew the horrible truth. Emily was Norman Billings, our CEO. That clinched it. I was in a nest of lunatics.

Still, it had been cummy fun so far. Maybe I would just stick around a little to see what else happened.

Emily said, "Toni, look at the state these naughty boys have you in. Come to me, Sweetie."

Toni smiled and sissied over to Emily. Emily hugged and kissed her tonguily. Then Emily got on her knees, peeled Toni’s panties down just below her ball bag, and took her pretty cock deeply into her warm, wet mouth.

Toni seemed to be enjoying the ride tremendously. She purred. She whimpered. Then, she squealed girlishly as her cum blew into Emily’s sucking mouth.

OK. So now I knew the score. Everyone in the company I had always dreamed of joining dressed as women and sucked each other’s cocks. And who knew what else. And expected me to do the same. Yuck. I mean, how could I? Right? The odd thing was that they seemed to enjoy it. And thus far, so had I.

You can’t just ditch your dreams over technicalities. I decided to see what else was going to happen.

Then I realized that my pants were still around my ankles and my cock was hard, hot and throbbing from the exciting scene I had just witnessed. Howard was similarly aroused.

Emily wiped the cum from her red lips and looked our way. "Are you enjoying training so far, boys?"

"Yes, sir," Howard said. "I mean, yes, Ma’am."

Emily laughed. It was kind of a cute, tinkly laugh. "Good," she said. "But you both seem somewhat excited. I don’t think you’ll be able to pay attention if you’re in that condition. Do you?"

 

Howard and I shook our heads. We had figured out how to succeed at this already. Agree with everything and wait for the cum explosions.

More of those appeared to be imminent.

"Toni, can you help me make these boys more prepared for training?" Emily asked innocently.

"Certainly, Emily. After you, my dear."

Emily locked eyes with me and before I knew it, I was soul kissing our CEO as she stroked my cock to an enflamed state. Howard was similarly engaged with Toni. I wasn’t an experienced kisser or experienced anything really. All I was trying to do was hold on for a very interesting ride.

Emily got on her back and beckoned me to her. Her legs were spread lewdly and I could see her lovely prick straining at her packed panties. "Would you remove my panties please, Lenny?"

Oh my. She didn’t want me to suck her….I mean…..

Reluctantly, but dutifully, I removed the silky pink teasers. She had a very nice cock. Her balls were pink and pretty too and her pubic hair was trimmed and powdered. She smelled very nice. And she was imploring me to fuck her.

"I’m all lubed for you. Lenny, Dear. You won’t hurt me. Just let Mama put you in me."

That Mama thing again. It was kind of sexy. So was the feeling when she grabbed my throbbing cock and put the wet tip at the sphincter of her anus. Golly! She had her ankles on my shoulders as she grunted and told me to push forward. I figured that much out by myself. I pushed. She squealed as if some big stud was fucking her. Maybe I wasn’t such a nerd after all. The feeling of my cock in her warm, tight, enthusiastic bottom was the greatest feeling I had ever had.

I was lost in a sexual haze, but managed to hear some giggling and squealing from a couch on the other side of the room. Howard was apparently immersed in Toni’s warm pit de poop and Toni was making some very enthusiastic sound effects.

Like all virgins, I later learned, Howard and I moved too quickly to our blissful conclusions. My poor cock had never been so happy. And the idea of fucking our CEO didn’t seem all that weird to me. I’ll bet new employees and CEOs fuck all the time. I mean at places other than strip clubs. You can probably find a Web site on it somewhere on the Internet, don’t you think?

I shuddered and lost my load in a gut-wrenching orgasm. Then I was concerned that I had committed a faux pas, because my CEO’s clitty was still stiff and unsatisfied. Sensing an ignominious end to my career, I did the only thing I could. I leaned over and kissed Emily with all the passion I could muster. Even though she was in her 50s, she was fit and sexy. As I kissed her, I stroked her little girl the way I had stroked my own the last 286 Saturday nights. I was proud that my kissing and technique had Emily gasping and whimpering. My newfound feelings of studliness did something else to me. It stiffened my cock, which was still nestled in Emily’s warm pussypit. I began to move it again, as I stroked Emily’s sticky clitty head with my thumb and kissed her hot, red lips.

"You’re good for a new boy, Lenny," Emily said. "Very good. You’re Mama’s special fucker. You fuck Mama very well. Oh, you naughty boy. You’re going to make Mama cum. Cum with me, Naughty Boy. Cum now in Mama’s warm place."

Emily squealed in rapture and came all over my hand. I felt so aroused by her enthusiasm for me, that I joined her in paradise. My balls blew their biggest load of the day and Emily kissed me throughout my sticky, spasmy spurts.

Shocking myself, I extra-naughtily licked Emily’s hot juices from my hand. She smiled and tongued my tonsils, licking up some of her own hot cum from within my mouth.

Why didn’t more companies have training like that?

 

Chapter Three – More Training

Howard and I were ready for a nap, but it was only 9:45 a.m. when Emily and Toni released us from our sweet bonds of love. My cock was satisfied for the first time I could remember. Howard looked happy for the only time in his life. And we had at least 39 hours and 15 minutes of training yet to go!

Emily and Toni rearranged themselves a bit, kissed us and wished us luck in training. They would be "checking in on us often" they said. We invited them back any time.

Our instructor was to be Jordan Jeffries, they said. The name didn’t register with either of us. Then Howard said, "Clark?"

Clark Jeffries was not a boss, but a co-worker we had met once. He was from a branch office and, if anything, was even more of a nerd than Howard was. He was only a couple of years older than us, 26 or 27 maybe. But a real loser personality. He was our instructor?

The bosses left and seconds later we saw……Clark?

Imagine the most gorgeous babe you ever saw, then double it. Clark/Jordan was that hot! The hornrims were gone, exposing brilliant blue eyes perfectly made up. The rest of her face screamed "Kiss me! I’m your dream girl!" Her hair was a honey-colored crown. Her soft, white neck invited men’s lips. Jordan’s legs were the shapeliest, sexiest I had ever seen and were made even more attractive by her impossibly high-heeled, stiletto sandals. Jordan’s bottom promised other-worldly pleasures and, was that cleavage I saw through her deeply cut blouse? Was Clark Jeffries a natural-born babe? No. I could see a bulge in her skirt that could only be a pork package. Somehow, that made her many times more exciting.

Were we going to fuck Jordan too?

I loved Endophile Partners.

Was Jordan going to fuck us?

On second thought.

The most beautiful, feminine person in the world spoke to Howard and me. "So nice to see you again gentlemen. Are you enjoying training so far?"

Howard and I were naked from the waist down. Our cocks were dripping goo. I guessed that the question was rhetorical.

So did Jordan. She smiled at us and my cock got hard all over again. She giggled sweetly when she noticed. What a cute giggle. Like a little tinkle. Cute. That giggle.

Anyway, Jordan said, "It’s good you’ve begun undressing because the first thing we’re going to do is work on your appearance. To do that, we have to essentially start over. So boys, off with the rest of your clothes, everything. That’s it."

I was humiliated standing naked before a goddess. But she was really a guy. In a way. But not. I was confused already.

"Follow me, boys," the goddess said.

Into the jaws of Hell if you say so, Honey, I thought.

She led us into another room that must have seemed unfamiliar to Howard. It had a huge bathtub with warm, scented water.

"In you go," Jordan said.

Now that was a nice order to follow. The water felt wonderful and the soap was very therapeutic for Howard. I must admit I was a bit surprised when Howard offered to wash my back. But I kind of liked it and returned the favor. I was sure it was just a mistake when Howard’s hand brushed against my cock a couple of times during the bath.

When we were squeaky clean, we got out and, on Jordan’s orders, toweled each other off. Howard spent a lot of time making sure I was completely dry.

Then she took our clean, but naked bodies to another room, where two apparently real, good-looking, twenty-something girls shaved every hair from our bodies with the exception of a neat little pubic patch and our cranial hair. The girls were so clinical about everything that neither of us even got a stiffie.

We were given a choice of bras and panties. I went simple, choosing white, but silky and brief. Howard chose pink and sexy. I can’t describe to you how good those panties felt going on. The silk caressed my cockhead, balls and nipples. No wonder the lads at Endophile Partners wore them every day.

They also fixed us up with our first stockings and garter belts. Forget the panties as a source of delight. The feel of those silky teasers on my smooth legs made me fill my panties with a creamy load. I was embarrassed, but was treated good-naturedly by Jordan and the ladies.

Then we were fitted for wigs. I chose a long, blonde wig. OK, I wanted to look good, even if it was only for a week. Howard chose a long, red wig that set off his green eyes sexily. Did I say sexily?

The two women and Jordan then gave us the first of many make-up lessons. Howard and I were back to back, so I couldn’t see what he looked like, but I made another cummy mess just from looking at myself. This was getting embarrassing, but I was so hot! I had never felt any sexuality before, and now, suddenly, I was a babe.

But when I turned around and saw Howard, I felt like the cleaning lady who fell into the sewer. Howard was the Ugly Duckling come to life. As a guy, he was a nerdy little, wimpy, super-myopic slob. His glasses had been replaced with contacts. He had been thoroughly cleaned up. And the Howard I saw would have given a saint an erection.

He was spectacularly pretty! His legs were toned and shapely. He had put on a cincher which gave him a small waist and bigger hips. And his attitude said, fuck me. Just what every guy wanted to see and hear. I hoped I would get the opportunity to accept that invitation. Even if I didn’t look like much of a guy at that moment.

Chapter Four – Friends

Jordan loved the transformations we had made already, but cautioned us that there was much yet to do.

"You have to learn how to get yourselves into the state of beauty you now occupy. You need to learn feminine mannerisms, voice, carriage and bearing. You need to learn how to walk in impossibly high heels. You need to learn a lot more about pleasing men and each other. [I winced at that one, but listened] But first, you need some feminine names."

Jordan gave us a list. The beauteous Howard became the exquisite Chrissie . And I became Victoria. That was kind of cool. Kind of like having a secret identity. Just so I didn’t have to suck any cocks to earn it.

Jordan put us through our paces that day. We didn’t finish until after seven and then were told for the first time that Chrissie and I would be sharing a room. Normally, I would be repulsed, but under the circumstances……

We kissed Jordan good night, then went to the hotel restaurant for a light dinner. Chrissie and I were confused but excited by all the lusty looks we were getting from men. Especially Chrissie . No one had ever given me half a look, so it was incredibly stimulating. Still, most of my focus was on Chrissie. It was shallow of me to only go by looks, I know, but I wanted into her panties very badly.

We went up to our room after dinner and found it fully stocked with the feminine items we would need. Including a pretty babydoll nightie with matching panties and stockings for each of us on the bed.

Chrissie modestly went into the bathroom to change, as I changed in the bedroom. Why had they given us a room with only one double bed?

I considered my look in the mirror and saw an incongruous erection tenting the panties. But otherwise, I was a babe and a half.

Double that for Chrissie, who brought me within a hair of cumming, just by emerging from the bathroom.

 

Her light purple outfit was a stunner. She looked so darned femmy already, how could I stand it if they spent the rest of the week femming her up?

Her shyness made her even more attractive, but I could see her sneaking peeks at my newfound beauty.

I guessed I would have to take the initiative, so I yawned and said, I was going to bed. Looking down, Chrissie said that she was tired too. Sort of.

We got in bed, but left the lights on. I didn’t want to miss any of it.

I sort of moved next to Chrissie and snuggled. She eased into my arms comfortably.

 

"You’re very beautiful," I said.

 

"So are you," she agreed, then she kissed me.

Oh my. I am extraordinarily ashamed of this, but in the interests of full disclosure, I must admit that I creamed my panties when I kissed Chrissie . She could tell, since I was spasming like a wild man. I think she was very pleased, but didn’t want me to be embarrassed.

I didn’t think Chrissie had it in her, but she reached into my cummy panties and used my own sticky goo to stroke my limp doodle back to a rock-hard pole. Kissing me as she did so was helpful as well.

So I was ready to go again. The question was where? Again, Chrissie surprised me by taking the initiative and slipping down to take my cummy soldier in her mouth. She didn’t have the skill of Toni and Emily. But she had great ardor. And her looks would have made most Cosmo girls pout with jealousy.

It was an incredibly strange turn of events, but a delightful one. That morning I was a nerdy endophilologist with a colleague nerd named Howard. That night, the two of us had been cumming all day and were in bed together, dressed as girls. I was half in love with my nerdy friend, who was now a supermodel look-alike and had his or her or whoever’s hot mouth wrapped around my pantied cock.

Things happen, right?

It sure felt good, no matter how odd the circumstances. Chrissie licked all the gooey spermies from my lovepole, making sure to slather some along the oh-so-sensitive testicular region. She was a natural cocksucker and I was the beneficiary. It was fantastic to be witness to Howard/Chrissie’s awakening of capability beyond endophilology. And extensive sensuality.

Despite myself, I reacted as a girl would to getting her privates slobbered upon. I wiggled my hot little, pantied ass. I whimpered when it felt good and squealed when it felt great. Chrissie was a relentless lover and I was her eager victim. I said, "I’m cumming again, Chrissie, Honey. Watch out."

Chrissie soldiered on and took the charge of my hot blasts in her mouth and on her gorgeous face. I was in a new land beyond erotic delight. I believe I’ll call it, Chrissie -land. The former nerd looked so cute with a face-full of my goo, that I impulsively kissed her and licked it all off. I enjoyed flying by that stop sign so much that I thought I had better go through the next one before I was pulled over.

Despite my solemn vow to myself as recently as five minutes earlier, I kissed Chrissie’s cock. Right on the leaking peehole. Then I put my tongue right on the tiny pee lips. And dug a little. I took her whole cockhead in my mouth. It tasted pretty good and Chrissie’s reactions were pleasing me as much as when she was sucking my pretty pole. She was so grateful, you know? That morning I was sure she was a faggot. But with her cock in my mouth, what did that make me? That evening, I decided to swear off labels for life.

It didn’t take much to get my sweet training partner into deep erotic distress. Just as an experiment, I entered her tight anal ring with my middle finger, just to the first knuckle. Chrissie squealed bloody murder and came a bucketload into my slurping mouth. A rush of sticky cream rushed down my throat, I swallowed it happily, kissed Chrissie good night, and cuddling her, fell off to sleep.

 

Chapter Five – More Friends

The next morning, I awoke with Chrissie’s warm, pretty bottom rubbing against my morning woodie. Oh my, I wanted to fuck her, but was afraid of what she might expect in return. I was not ready to have my pooper stuffed, and didn’t think I ever would be. I did put my pole between her warm thighs and, reaching around her hip to fondle her girlie stick, rubbed us both to an excellent cumstorm.

What a sex maniac I had become in 24 hours. I wondered eagerly what the next 24 would bring.

Chrissie and I only had about ninety minutes until breakfast, so we had to rush like lunatics to get ready. The previous day, which seemed like a different era, I had been out the door fifteen minutes after the alarm rang. But girls are different. Especially girls who had to create something from less than most girls begin with.

We got in the elevator with two men who were undressing us with their eyes. It was all new and exciting to Chrissie and me. I wondered if they would run away screaming if they saw we were packing pork in our panties. Somehow, I didn’t think so.

We left those men to their masturbatory fantasies and met Jordan in the hotel lobby for breakfast.

She kissed us each on the cheek, then asked, "How was your evening?"

Chrissie giggled and looked at me guiltily. I wasn’t quite as obvious, but Jordan said, "So, you sucked each other’s clitties, I see. Good."

We didn’t deny it, so she pressed on. "But no porking of the bottoms would be my guess. That’s all right. I’m guessing one of you is willing, but the other still has a ‘gay’ hangup. That’s perfectly normal. Maybe you’ll change your mind this week, whichever one of you it is. Maybe you won’t."

I already knew the answer to that. I wasn’t getting cornholed by anyone!

We spent the morning in lessons in voice and walking in very high heels. I was getting the hang of both of them by lunchtime and was kind of proud of myself. Chrissie was a natural for both. She did an excellent girl’s voice and could walk in stratospheric heels – up to six inches – but only wore five-inchers to lunch that day. Men were fainting as she wiggled in. Her ass invited cock and her legs spoke of the delights of where the two stockinged masterpieces were joined.

After some light lunchroom teasing of men and a skimpy, girlie salad, I realized that my ball bag was full of cum and we hadn’t done any sex stuff. We didn’t in the afternoon either, when we learned a lot about make-up. I was amazed that I was able to grasp all that too. Did I have girlishness in me that even I didn’t know about?

By five o’clock, I couldn’t wait to get Chrissie up to the room and rotate her tires. But Jordan had other plans.

"Ladies," she said, "I have a special treat for you tonight. You each will have an escort for dinner. Victoria, Darren from our Atlanta office will escort you. Chrissie, you’ll have Barney form Dallas."

I vaguely knew those guys. They were in their late 20s and nerdy, or so I remembered. I guessed that would be all right. I sure hoped we would be changing for dinner. I wanted to get Chrissie into our room and get into a hot, hour-long 69 with her.

But it wasn’t going to happen. "For the rest of the week," Jordan said, "You’ll each have a room. Your gowns, stockings and sandals are on the bed and you don’t have much time, so you’d better get going."

Suddenly we’re celibate? What the heck was going on?

The clothes laid out on the bed were adorable, a lovely, form-fitting black gown that seemed made for me, once I put the waist-cincher they left for me on. I loved the slit that exposed my silky legs and silver sandals. I did my "night-time" make-up, even attaching some false eyelashes and I was fatally aroused, but too time-crunched to even tickle the wiener.

I made it to the lobby on time and my raging hard-on got worse when I saw Chrissie. She was the object of lustful stares from every man within a ten-block radius. They were circling her, hoping for eye contact or a smile. She was smiling a little, but gave the men no hope for a ball-draining. She was wearing a white gown, stockings and five-inch sandals. Her face was beauty itself and her big, red hair and green eyes spoke of the pleasures men only dream of. When she lit up a 1,000-watt smile for me, I almost creamed my silky, black panties. We hadn’t made cum since the morning. Why were they torturing us?

Two men in eveningwear approached us. I was ready to tell them to carry their hot little cocks somewhere when I saw that they were our escorts, Darren for me, Barney for Chrissie. But they didn’t look like nerds at all. In dinner jackets, they looked more like James Bond. Wow!

Darren kissed me on the cheek and gave me a lovely corsage. Wow again. I was enjoying all the male attention, although I knew it was all make-believe and part of our training. Wasn’t it? Darren pinned it on me and I felt his warm fingers against my shoulders. They felt very nice. Why did I sort of bat my eyes at him when he finished? That was odd.

Chrissie seemed to like the attention too. She was such a randy little tramp, she was probably thinking of taking Barney’s schlong up her pooper. That would hurt! And be gay! I knew that I would play along with the training, but wait to relieve my "tensions" when I was alone that night. Although my tensions did seem to be gaining in intensity.

Darren and Barney offered their arms and we were led by our handsome escorts to a waiting limo. It was then off to Fromage’s exclusive club, "La Plume de ma Tante" for dinner and, I guessed, dancing. Dinner was delicious and our men couldn’t do enough for us. They were charming and funny. I guess whatever goes on at Endophile Partners makes you a better man too. I loved how the waiters fawned over us and men would sneak looks at us. It was a huge leap from nerdy anonymity and I loved it.

After dinner, Darren asked me to dance. I thought about refusing, but he had been so nice. And was paying for dinner. Darren took me in his arms and I was floating. Dancing in heels wasn’t even difficult, but keeping from cumming all over my panties and dress had become more and more of a problem. Despite myself, it was all getting me very sexually excited. Darren sensed that and, when he asked if he could kiss me, I nodded yes. Enthusiastically!

Why did I do it? It was so gay! But when Darren kissed me, I felt as if all the bullshit of my life slinked away at once. It was a heavenly kiss, full of admiration and understanding. I was a nerd no more and Darren knew it. I felt Darren’s hand brush my bottom and my clitty was in serious distress. I didn’t want to embarrass myself with a big cummy stain. Darren understood and walked me over to Chrissie and Barney, who were also in a kissy clinch. Oh, my.

The lads summoned the limo and somehow, Chrissie and I managed to make it to the hotel without messing our panties. We eagerly invited the lads to our rooms for "a nightcap" and by the time I was in my room with the door shut, I was perspiring and gasping for air. I had never been one-hundredth this horny and all Darren had done was kiss me. And look at me. And look so darned good in that tux.

Now it was time to get serious. I stopped worrying about silly gayness rules and asked Darren to unzip me. He did and I stepped out of my frock. Darren ripped off his jacket, shirt, tie and pants and I wanted what was left. That night, he was man and I was aroused woman.

Darren told me how beautiful I was, the simple truth, but every girl loves to hear it. Then he set about really kissing me. His tongue explored my mouth. I panted and whimpered for more. He cupped my bottom with his hands, then lifted me until his mouth was even with my nipples. He pushed my bra aside with his nose and sucked and licked my right nipple. I shuddered, squealed and came, releasing all the cum of the day and the tensions of my life thus far. It was the greatest moment of my life.

I surrendered to Darren completely. From that point on, he could bend, fold and staple me. I didn’t care. He laid me on my back and continued my sweet agony by adoring my nipples for a long time, reaching into my panties and rubbing my own cum on my balls and sissypole until I was squealing with delight. Inevitably, I felt the rumbles of ecstasy and came, arching my back and soaking my sopping panties for the second time.

Enough of that. I wanted Darren’s cock. I wiggled off my soaked panties, then got on my knees on the bed. Darren got on his back and smiled. He had a cute smile. His cock was even cuter. It was long and fat, with a big mushroom, whose acquaintance I was about to make.

I had kissed and sucked Chrissie’s cock, but this was different. It was a man’s. And it was very slick and sticky from the messy stuff that I had obviously excited him enough to drool.

I kissed the head. Darren moaned softly. What power I had! I had felt more power in the last two days than in the sum of my life before that.

The peehole drooled some more and I giggled girlishly as I licked it, spreading an even coat over Darren’s most sensitive spots. Darren was getting close already and I wanted to watch the spurts as they happened. So I licked the head without capping it, then began to suck his balls. First the right one. Darren moaned. Then the left one. Darren arched his back as if to avoid torture. Or to encourage it. It’s a fine line. Then I gave the whole wrinkly bag a really good licking and that did it. I could feel his balls contract under my tongue as Darren’s cock sent rockets of hot jism into free air. It was like the Fourth of July, except all the fireworks were a creamy white.

Oh, Darren enjoyed that. That’s the reward men should get when they treat a lady right, but few ladies think men worthy of it. Darren pulled me to him and kissed me, telling me what a treasure I was as he worked his middle finger up my bottomhole.

I had never felt anything up there before and I was shocked at how much I enjoyed it. Was Darren going to put his cock there too? And fuck me? He was so big and strong. How would I ever stop him?

Darren kept kissing me and I was sure that a second space invader was playing its little game. Was I gay now? I thought. I decided to consider that after my ass was plowed by Darren’s cock. You must collect lots of data before answering some questions.

I was really hard and uncomfortable, because the fingers in my pooper had me very excited. I was hoping that Darren would do something gentlemanly and he did. Seeing my distress, he eased down to my pricklet and, without removing those probing fingers, took my cummy jewel into his experienced mouth.

The lad was a world-class cocksucker. And the combination of stimulations sent this girl into orbit. My gut wrenched. I ejaculated all that nasty sissy juice I had been storing up for almost 15 minutes. I squealed like a little girl on a rollercoaster. And Darren, the new love of my life and imminent deflowerer, licked up every creamy drop.

My bottomhole was still tingling when I came back to earth. Was Darren going to fuck me now? If I screamed, maybe someone would rescue me. I decided to wait and scream when I had my next orgasm.

But I had some apprehensions. I wasn’t ready. My hole was too tight. It wasn’t wet enough. Darren’s cock was too big. It was Tuesday.

Then, all my fears eased. It turned out that Darren’s tongue was just right for the job.

Girls, if you’ve never had your back door licked by a handsome young man, I highly recommend it. Darren was an erotic genius. And his tongue must have been three inches long. In some ways, it was so pleasurable, that it was intense torment. I felt my senses ready to lock up on me and refuse to reboot. I needed more RAM! I was sobbing from sexual fury and didn’t think I could take it for long. But he licked my butthole for 32 minutes and made me his forever. I would go anywhere, and do almost anything to have that man eat my pootie. But that’s another story. I actually came twice while he was eating me and thought I would expire both times. But apparently the expiration date on my carton was for some other time, because I lived through it and wanted Darren to replace his tongue with his cock. I told him so, quite eloquently, I thought, by saying, "Fuck me, you big, fucking stud. Fuck meeeeeeee!"

Darren flipped me on my back, hitched my stockinged legs onto his shoulders, kissed me, and, without ceremony, stuck his big cock into my little hole.

I screamed a bit early. From passion. Not pain. I was so loose from Darren’s loving preparation, I could have taken in a Genoa salami. But a warm, throbbing, pistoning cock was a lot better. Darren fucked me hard, making my limp doodle flop with every thrust. I had come so often that I couldn’t possibly…..Oh……..I felt it…….But I was limp and………Oh, it was going to be a big one and it was gaining momentum with every one of Darren’s skillful strokes. It was going to be a really big one. Why wasn’t my cock hard? I was………….Ohhhhhhhhhhhh! I doubled up with the force of my orgasm. My ass contracted on Darren’s cock and I could feel every one of his veins and nerve endings. My eyes lost focus. I threw my head back and squealed. And three watery drops drooled from my cocklet.

Darren was so moved by my appreciation that he gave me an exquisite assful of the juice of life. It was so hot, it burned a little, but I was beyond the pain of this world into a land of pure pleasure.

Darren pulled out, lay on his back and cuddled me until, exhausted, we fell asleep.

At around three in the morning, I awoke and began to sob. Darren woke up.

"What’s the matter, Victoria? Are you all right?"

"I’m a faggot. I’m gay!" I bawled.

"No you’re not, Honey," the sweet man said. "You’re exploring your female side. All men have a male and a female side. Part Ginger. Part Fred. So we’re all Gingerfred Men."

I sniffled. "Are you a Gingerfred Man too?"

"Of course. Sometimes I’m Darci. I’m hoping you’ll meet Darci soon."

I stopped crying and cuddled with him. Since we were wide-awake, I proposed we make good use of the opportunity, now that I knew I wasn’t gay.

Darren gratefully accepted the opportunity. He spooned up behind me and fucked my sissy ass and frigged my clitty until we each came twice. I felt much better then and went back to sleep.

Darren woke me at six by lubricating my buttocks one last time before I had to get ready for class. Well almost the last time. We took our shower together and one thing led to another. Then another.

We kissed for a long time and I never thought that the first time I fell in love it would be with a man. But what a man!

 

Chapter Six – Lots of Friends

When I finally got to class, Jordan was smiling slyly. Chrissie arrived nanoseconds after I did.

Jordan said, "Did you enjoy your evenings?"

Chrissie and I gave Jordan shy looks, then guilty little looks at each other.

"It’s OK," Jordan said. "You two have the most obvious ‘just fucked’ looks about you that I’ve ever seen from anyone. Tell me and each other all about it."

We did. For the next hour. Giggling like little girls. Apparently Barney was quite the lad too. Chrissie was fucked so many times she forgot about two of them and had to go back to her story to fill in the gaps. What great first dates we had.

Then Jordan sort of broke the rules a little. She had gotten so randy from listening to our stories that her panties were bulging. Chrissie asked Jordan if she needed a little relief. Jordan checked the hallways to make sure that none of the higher-ups were around. Then she gratefully lifted her skirt. Chrissie got on her knees (a position the little tramp seemed born to – not that I was much better) and unwrapped Jordan’s pretty package from her filmy white panties. Oh, Jordan had a pretty set of privates. She was shaved clean and smooth all around and her clittyhead was pink, wet and sticky. If we didn’t want gooey splashes on the floor, Chrissie and I figured we had better get to work. Chrissie licked Jordan all over her pubes, ending up with a nice sucking of her delicious balls. As Chrissie’s teammate, my position was center kisser. I went lipgloss to lipgloss and tongue to tongue with my beautiful teacher and colleague as Chrissie took Jordan’s cockhead into her talented mouth. Jordan was whimpering and shivering, barely able to stay erect in her towering stilettos. I tongued her pallet and stroked her fine ass, then entered her anus with my single fingertip.

"Mmmppphhh," Jordan said, then she ejaculated jets of sweet cream into Chrissie’s voracious mouth. From the volume, it must have been HOURS since poor Jordan had made cum. I couldn’t imagine why, since there was a Shriners’ convention in the hotel next door and Jordan was a stone babe! And what’s sexier than a man in a fez?

After things settled down, we pressured Jordan to tell us what we would be doing that night. She smiled, but told us it was a surprise.

Then we got to work practicing our mannerisms, make-up, and walk and sharpening our fashion sense, something we never had as men. Did you know that you don’t wear stripes with plaids? So many rules!

The three of us had lunch in the hotel dining room and I began to notice all over again what a little tramp Chrissie was. She was flirting with every male in the place and they all, to a man or boy, wanted to fuck her more than they wanted to draw their next breaths. Now, I did a little flirting too, but it wasn’t trampy flirting like Chrissie. It was dignified flirting. You know what I mean, right?

Anyway, Chrissie’s dwindling virtue wasn’t compromised yet again, because we went back to class. Although Jordan did suck each of us off in succession, just to make sure we weren’t injured from excess sperm entering our bloodstreams. I had never heard of that, but I was sure Jordan didn’t make it up. We endophilologists have a strict code of ethics.

We learned a lot about hair and personal hygiene that afternoon. I was hoping Chrissie’s alter ego, Howard, was listening, but I’m pretty sure it was getting through.

At around 4 p.m., Jordan said, "The last thing I want to cover in personal hygiene today is enemas."

Enemas? I had never had one of those in my life and they sounded nasty. Of course, Chrissie was eager to try anything, the little ass-kisser. I hoped to get the opportunity to kiss Chrissie’s ass and the rest of her in the very near future.

Jordan gave us a pretty thorough discourse on the theory and practice of enemas. Then she had Chrissie and me strip to our lingerie and lie next to each other on a padded table.

I was naughty, leaning over to kiss Chrissie and rub her clitty through her pretty panties.

Chrissie squealed with delight and would have blasted cummies, had not Jordan broken it up.

Following Jordan’s directives, Chrissie and I pulled our panties down and off. We were still in our very high heels, bras, garter belts and stockings and looking at Chrissy’s bare, erect prickie had me drooling. I could tell that Jordan was getting hot behind the ears too, but she filled an enema bag for each of us, lubed the nozzles and began to fill us with the warm, cleansing liquid.

At that time, I had only begun to discover that the body was a theme park, with lots of pleasure-giving and receiving sections. There were Testicle Territory and Mouth Mountain. Penis Park and Nipple Neighborhood. Bottom Borough and Toe Town. That day we would be concentrating on Anal Acres.

The anus offered a great variety of pleasures. I added enemas to the list. I loved the warm, full feeling, although I was beginning to feel strong urges to void. Jordan saw my distress and began to skin my pricklet very nicely. I had to poop. I had to cum. Poop. Cum. Cum won. Whimpering and straining, barely successfully, to keep my sphincter closed, I splashed sperm all over my tummy and garter belt. Oh. The combination of pleasure and pain was not one I would face again quickly, but it was pretty devastating when it happened.

Cum drooling down my belly, I sissied quickly in my big heels to the toilet. The joy of release almost knocked me silly. What an experience.

Moments later, I heard Chrissie open the door, stagger to a stall and explode into the toilet. I felt cold beads of sweat and knew that there were places I wanted to explore that others may never even imagine. That was the endophilogical spirit!

Chrissie and I cleaned ourselves (and each other) off with the cleansing materials provided for our use, then staggered out to see Jordan. She was fussing around with some papers or other, then asked if we had had enough classroom instruction and wanted to do a little hands on.

Hands-on what? was my reaction, but Chrissie rushed in, saying, "Let’s do it."

"First," she said, "I could use a little clean-up too."

Jordan got up on the table on her back, lifting her skirts to reveal an absence of panties. Chrissie filled the enema bag as I kissed Jordan and diddled her bottom with three naughty fingers. Chrissie applied the lubed nozzle and administered the enema. I kissed Jordan some more. When Jordan was all-full and beginning to be uncomfortable, I sucked her cock very slowly and teasingly as Chrissie kissed and licked Jordan’s balls.

Jordan really had to poop, and if she did, Chrissie would have needed quite a cleanup. How Jordan ever held it in, I’ll never know, because she was spasming from the enema cramps as she spasmed from the erotic teasing. When Jordan delivered her payload, she cried out as if she had been shot, emptying her balls, then tearing off to empty her bowels.

Chrissie and I were pretty proud of how we had made our teacher happy. She was sitting on my lap and we were kissing and skinning each other’s prickies when Jordan staggered back into the room.

We smiled sweetly and asked if she would like to join us.

Jordan looked at us as if she had created two oversexed monsters. Then she smiled back at us.

"We have a nice night planned for you, ladies. Leave your things here and just follow me."

Jordan led Chrissie and me into an adjoining room that was a meeting room, but had been outfitted with three king-sized beds and a buffet table with light snacks. Attached to the room was a large bathroom with two deep, large tubs, a shower stall and three toilet stalls. What the heck was that all about?

"Now it’s time for that practical work I mentioned," Jordan said. "Lie on your stomach, Chrissie, then raise your bottom by getting up on your knees, but keep your head on the bed."

Chrissie did so. Her bottom and its winking rosebud, framed by black stockings and garter belt, were adorable. Then Jordan told me to adore them. With my tongue. I hesitated.

"It’s perfectly clean," Jordan reminded me. "It was just completely evacuated."

Now that she mentioned it, it was. And it looked delicious. I stood behind Chrissie and opened her bottomhole slightly with my thumbs. Clean, warm, intimate flesh, with millions of nerve endings. Yum!

I tentatively licked her hole with the tip of my tongue. Chrissie quivered and moaned. I stepped back and observed that her cock was hard enough to break bricks.

I stuck my tongue in for a good licking. Mmmmmm. It was tasty. And it seemed to excite Chrissie. She was whimpering and wiggling her perfect ass, pushing back to get all of my tongue. I never thought I would be doing this in my life and I was resolving to do it for someone at least once every day for the rest of my life.

I dug a little more deeply with my licker. Then I gently massaged Chrissie’s tender, wrinkled sack. The little doll squealed as if I had pushed her off the swing set. Then she blew four thick, sticky ropes of her precious cream across the bed as I continued to eat her out. I couldn’t resist making her cum again. And six minutes later, she came again, sobbing out, "I love you, Victoria!" as she ejaculated heroically.

The best friends are always the ones you meet in school, don’t you think?

Chrissie began to satisfy me in like manner when there was a knock on the door, announcing, "Room Service." There we all were in garter belts, bras, stockings and heels. Cum flying around and bottoms dripping saliva. And Jordan said, "It’s open!"

Were the room service waiters going to fuck us? Was Jordan nuts? Chrissie and I squealed and tried to cover ourselves up. But those kidders at Endophile Partners were only playing games with us.

It was only Toni, our direct boss, and Emily, our CEO. So much had happened since we had met their feminine sides 57 hours earlier. I could tell that they were very pleased with our progress thus far. I mean, I could really tell. I wasn’t guessing. They were only wearing garter belts, bras, stockings, big heels too, but they still had their panties on. Stuffed, strained panties. With stiff lumps yearning to breathe free.

Emily saw that Chrissie’s anus was in full preparation for what Emily had in her white, filmy panties. Emily kissed Chrissie sweetly, then faced her against a wall. Emily dropped her panties and, in CEO-take-charge fashion, pushed her very nice cock into Chrissie’s well-lubed bowels. Chrissie liked it a lot and so did Emily.

I supposed that I was to be fucked by Toni. That sounded surprisingly good. But Toni knew I needed some prep work. She hungrily ate my anus for a time I couldn’t quantify. Time had lost all meaning and only pleasure existed for me. When she ate my sensitive poopie hole until I came, screaming with release, she spooned up behind me and filled me with her hardness. It was incredible! She skinned my prickie to another full stand, then made me cum the same time that she did into my squishy butt.

I needed a break and so did everyone else. We ate a little from the buffet table, visited the bathroom and then, darned if the door wasn’t knocked on again. This time it was Darci, my sweet Darren’s girlish side, and Tina, Barney’s girlish twin.

Darci was hot! Despite my hard work, I was stiff and drooling when Darci introduced herself to me with a tonguey kiss. After several hot minutes of that, Darci got onto her stomach and hunched her bottom up for some ass-eating from me. I looked around at a blur of carnality from the other five girls in the room and bathroom, then willingly and eagerly ate Darci’s ass until she screamed and blew two sticky loads. She begged me to fuck her, so I scooted up behind and plunged the pork into its natural habitat.

Darci was as hot a girl as she was a man. What fun it would be to take business trips together. Which was the point of all the training. I was looking forward to life at Endophile Partners, both during and after work hours.

Darci really loved cock. Heck, so did I. So did all of my colleagues. But Darci seemed to really love my cock. So I gave it to her – in and out and in and out. She made a lot of noise and I stroked her clitty and kissed her neck and ears to enhance her pleasure. She turned her head to give me her mouth and tongue, then winced and spurted her cream into my milking hand. I held my hand to her mouth for a licking then came from the dirtiness of it all when she gobbled every drop of her own creamy load.

It was a night of anal adoration and sexual exhaustion. I learned all I would need about male lesbian love that night.

I also learned a lot more about how things worked at Endophile Partners.

Originally, the theory was that two endophilologists would be assigned to a job. After work, if they agreed, one would femmy up and the other would stay en homme. The "man" would fuck the "girl’s" brains out. The next night, they would usually switch. That was the theory.

In practice, the two consultants would return to the hotel each night and both would want to be girls. So they would femmy up and love each other that way, fucking each other’s brains out.

Still, something was missing – men. So now and then, the "girls" would entertain traveling salesman. Or Shriners. Or pizza deliverymen. Which evolved into entertaining clients. One of those unspoken little extras that left Endophile Partners’ competitors wondering why EP had market leadership.

The service was very popular with clients and the EP consultants adored it. No consultant was ever pressured into fucking any client. The knock-down-drag-out sex made for good working relationships with clients. It also made clients knock off work a lot earlier every night, so that the consultants could femme up for a cum-filled evening. The system benefited everyone except EP’s competitors.

Too bad for them.

Another thing that EP discovered was that several of EP’s clients wanted to explore their own feminine sides, which the consultants were only too willing to help them do.

A lot of the EP people who had been in the "travel companion" program for some time had been taking female hormones and had budding boobies. Emily and Toni each had nice AA to A-Cup nippies, which we had honored appropriately during lesbian orgy night.

I wondered how it would be walking in heels and balancing C-cup love pillows. Hmmm.

 

Chapter Seven – Graduation

The training curriculum, a bit antiquated, still called for orientation in being a male sex partner for the EP girls, so Thursday was spent teaching Chrissie (who became Howard once again) and me (Lenny once more) how to dress like a manly man and treat a lady. We wore those drab old men’s clothes again, but naughtily wore lacy panties underneath. I knew I would never wear men’s underpants again. Yuck!

I missed being a girl, but I enjoyed our double date that night with Darci and Tina. I took Darci back to my room and fucked her like the stud I had never been. It was very cleansing and exciting.

For our final training day, we were Chrissie and Victoria again, learning more about acting like ladies and pleasing men. We were to be escorts that evening for two important EP clients, whom we were to know only as Jack and Dan.

Jordan giggled when she told me I would be dating Jack. "He’s a well-known cum hound, Sweetie," my sexy teacher said.

"What’s a cum hound?" I asked innocently.

"He loves to make his dates cum until they can only make little watery dribbles. And he laps it all up."

Oh. That didn’t sound bad at all.

"What’s Dan like?" Chrissie asked Jordan.

"Very nice. He likes to make girls’ butts very squishy. They’re both very good dates for you. But remember, you don’t have to do anything you don’t want to."

Let’s see, I thought. Do I want a lover to make me cum so often and so well that I’m firing blanks? Or would I rather stay home and watch "Andy Griffith" on "Nick at Night?"

I thought I would rather lift my skirts and get my clitty sucked.

Jordan helped Chrissie and me dress extra femmy that evening. Our stocking tops had tiny ribbons and lots of lace. Our panties were filmy and transparent, showing our pretty bulges to best advantage. We had the strappiest, high-heeled sandals that showed off our lovely feet and succulent toes. Look out Jack, Dan and the world’s cum hounds!

Our dates picked us up at 6:30. They were VERY dishy and very taken by us in our pretty dresses and flirty manners.

The men were in their early forties, very self-confident and very cute. Jack was blond and had a big bulge in his Brooks Brothers trousers as he chatted me up. Chrissie seemed very taken as well with Dan, who was dazzled by her searing beauty and eagerness to please.

We all went to a lovely restaurant and had Champagne cocktails. As if we needed anything to lose our inhibitions. Did they think they were dealing with women? Women are the ones who pretend they don’t want to fuck until they’ve had a few drinks. If it weren’t for alcohol, the entire population of the world would be about two or three million.

Then they bought us the best, low-calorie, high-taste dinners and smothered us with attention.

It felt so good. We were desired. And we could make others and ourselves very happy.

Chrissie and I were very comfortable in our sexy new roles with these sexy new men. And just a few days earlier, I had been the nayest of the naysayers. It felt very good to be wrong.

It also felt very good when the couples separated and Jack took me to my hotel room, kissing most of my lipgloss off in 20 minutes of eager smooching. My panties were an early casualty and my dress left the field soon after. Jack had me on the bed, on my back, kissing the breath out of me and stroking my little jewel. I was very hot and panting and gasping. Jack sensed I was near cumming, so he left off from the exquisite kissing and began to swirl his tongue all over my pink cockhead. He was very good at that, the obvious veteran of many EP consultant relationships. I wasn’t jealous. I was impressed! And darned excited.

I felt my tummy rumble and gave a sissyish little squeal. That spurred my handsome licker on to increased tempo and some lovely stirring of my wrinkly bag with his manly fingers. Oh, it was good!

No one could endure much of that, so I gave a sweet little scream and made my first sissy cream of the night, right into Jack’s very happy mouth. He WAS a cum hound!

But so was I. I removed his clothes and kissed his naked body up and down until he was in a proper state, hard as iron and moaning for relief. I had him sit up on the edge of the bed, then I hit my knees and applied all the cocksucking theory Jordan had taught me and I had been able to test over the past week.

Lab was always my favorite subject.

That experiment had a very gooey, sticky conclusion. The bad boy even pulled out of my mouth as he was cumming, so he could spray my face. But there was method in it, because he then pulled me to him and kissed me voraciously, licking off his own cum from my face in the process. Jack was even a hound for his own cum!

He sucked me off three more times that night and fucked me twice, catching my sissy goo in his hand each time and licking it into his cum-starved tummy. We fell asleep, exhausted, but I awoke at six to the joy of yet another of my loads leaving my balls and entering his mouth. Imagine an ongoing relationship with that guy. You’d need to drink 20 glasses of water each day and eat a lot of raw meat to get enough protein. But it was a great night.

I kissed him and sucked him to another cockstand, offering my squishy bottom to him one last time. He fucked me deliciously, making me cum into his hand twice. He lapped up all my sticky cream both times, then filled my bottom with his copious goo. On second thought, maybe I could date a guy like him regularly. But there was all the world’s variety before Chrissie and me, so we didn’t need to decide on any man right then. Or soon.

The next morning, in a formal ceremony attended by Jordan, Emily, Toni, Darci and Tina, Chrissie and I were given training certificates that proclaimed us full travel companions of Endophile Partners.

Then we had a debilitating, but delightful eight-hour lesbian orgy to celebrate.

Chrissie and I couldn’t wait for our first road assignment. We were determined to do our company proud.

No one inspires company loyalty like Endophile Partners.

 

 

 

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