For Their Pleasure Pt. 04

Story Info
A new client of Alexis has a familiar face.
5.6k words
4.77
10.1k
11

Part 4 of the 4 part series

Updated 06/07/2023
Created 02/11/2016
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

The next few months went by in a whirlwind. I met so many new men and was opened up to so many new ways of seeing the world. Plus so many different ways of being fucked and feeling pleasure. It was incredible what some of these men could do to me and what they wanted done to them. I never could have believed the depths of the male sexual mind until I became a girl that they could ravage for their pleasure.

Each date couldn't have been more different than the next. And the men. Oh goodness the men. Some I never saw twice. Some I began to see a little too much. I couldn't believe how much my life had changed since I became Alexis. I hardly ever dressed as Alex anymore, and the only times I did was to assure people I wasn't dead or whatever. Otherwise I was happy as I was now, as the call girl tranny with the hair of gold.

And Henry was right. The dates typically followed the same set up. It would usually start with a fancy gift or a lux shopping spree. Then dinner would follow, wherever they wanted, I never got to choose. It was one light and delicious meal after the next that was usually followed up with them fucking my ass all night long; or as long as they possibly could anyway. In these last few months, I've worn so many different sets of lingerie, so many thongs that tickled and rode up the crack of my tight little ass. By now I've been fucked in every color teddy and nightie you could imagine. And God have I loved every minute of it.

I've loved every hard cock up my hole that couldn't help but spurt and cream inside of me. Every hand up my dress in a limo that lead to me on my knees and licking every inch of some rich and powerful man's manhood. It was all an ecstatic blur that I was only beginning to bite into. And the biters, now they were an interesting bunch. But hey, a few licks and some hard bites here and there and I could pay five months rent.

I was in my apartment, in the midst of recalling my most decadently debauched experiences, when I turned and looked at the clock. It was getting into the late morning and I needed to rouse myself out of bed soon as I had an appointment with Henry in the early afternoon.

I finally rolled myself out of the warm and silky thread count of my sheets and began to prepare for the day ahead. First I cleaned my face and applied enough makeup to give it those perfect feminine features that could trick even the craftiest detective. Applying my makeup was still my least favorite thing about getting ready so I always knocked it out first thing. But I found over time that it really didn't take long to turn my face into that of a cute and highly desirable girl. Guess I really was born for this.

Next came the choosing of the wig. I still preferred to wear wigs to actually growing my hair out naturally and then cutting it into a feminine style. For one I just didn't want the hassle of managing the hair style, and also I was getting known for my wigs. I think the gentlemen much preferred them because, as I can only guess by their reaction to them, they made me look like that much more of a slut. My preferred cut was the bob cut, and I had one in about every color now. I decided to go with a shiny white one today as it was a sunny and warm spring day. I placed the wig atop my shaved and bald head and adjusted it into position.

Now was the fun part that I always saved for last; the clothes. Going along with the bright and sunny day outside, I decided on a pretty little red sundress. It wasn't the sexiest thing I owned but the fit was tight. I mean would I have it any other way. But to make sure I wasn't feeling any less sexy than usual, I slid a pair of pink panties up my smooth to the touch legs and didn't stop pulling until they fit snug against my tightly tucked cock. And for a pinch of extra sexiness, a lacy pink bow sat right above where my asshole was. God I was getting hard just thinking about a thick manly finger flicking it.

I snapped myself from getting lost in a lusty haze and put on a pair of matching pink heels. On my way out the door I grabbed my only other essential, my purse, and I was off to meet my man, Mr. Grant.

When I got to the office there was no surprise in seeing Candy behind her desk. Her eyes lit up when she saw me and she got up from her desk. She rushed as fast as she could on her own high heels and slipped me into her strong embrace. Her hands kept me close to her as they soon slid down to my ass and cupped both of my cheeks and didn't dare let go. I loved Candy.

"Alexis! God! Its been too long."

"Sweet, sweet, Candy. I know."

I practically purred as her hands released me but not without a finger or two grazing and pushing against my panties and the dead center of my asshole. Fucking naughty ass Candy.

"Are you here to see, Mr. Grant?"

"Who else, my dear."

"Have a seat. I'll let him know you've arrived."

Candy went back around her desk, and again, I couldn't help but look at that perfect ass of hers. I didn't come into the office much anymore now that Henry could trust me and since I was doing so well with the clients. This was fine by me, but I did miss seeing my randy piece of Candy. You never forget the first girl to force you into a dress and make you realize how much you love taking good, hard dick.

I wasn't alone in the reception area though. When I turned to take a seat I noticed someone already sitting and waiting. A young man, a young boy really because God he looked fucking young, was sitting and practically shaking in his chair. I sure knew that feeling. I decided to sit next to him and see if I could coerce something out of him. His eyes gave me a good once over as I slowly slid into the chair next to his.

His eyes darted away and he pointed them the other direction. A move like that meant he was halfway to being a sissy as it was. Mr. Grant would make sure he got that final push.

I decided to break the ice with a simple yet seductive, "Hi there."

He finally looked my way and his eyes were two nervous balls of energy.

"Uh. Hi."

"I'm Alexis."

"Nate."

Let's see, Natalie, Nikki, maybe Natasha. But I'm getting ahead of myself here.

"So what brings you here?"

I could practically here the gears turning in his head on how to describe the circumstances of him sitting in this room. I probably could have made a good guess but I was dying to hear his response.

"To be honest I don't really know. I met uh, Mr. Grant, kind of randomly. I don't know if he knew or not but he kind of caught me at a low moment in my life. Almost seemed like he could sense it or something."

"Oh, I know the feeling."

"You do?"

This seemed to pique his curiosity a bit and turned his body more towards my mine. I flashed him a flirty smile of my pearly whites.

"I was in the exact same position you were just a few months ago. The exact same."

"I really can't see how."

I let out a little giggle and then I placed my hand on his knee. His faced turned redder than my ass after taking a bare ass spanking. I had a few guys that just loved putting me over their knee like that.

"Oh, you'll see soon enough."

"Alexis."

Hearing my name said in that deep burr of a voice meant it could have only been Mr. Grant. I looked towards his door and I was correct. He stood there smirking at me and my antics with poor Nate.

"Why don't you leave the poor boy alone and come in my office."

"Yes, sir, Mr. Grant."

I smiled and bit my lip a bit as I removed my hand from Nate's knee and felt myself practically pulled towards Mr. Grant by the strength of his powerful energy.

"I'll be with you as soon as I can, Nate. Just hang in there. You won't regret it."

"Oh, okay."

As I crept past Mr. Grant, his hand was already working its way up my back and began massaging my neck. He closed the door to his office and his hand became like a vice upon me as he pulled me into a deeply animalistic kiss. He released me but he knew I wanted more. I always wanted more.

"God I've missed you, Alexis."

"It's only been a week."

"A week too long."

He motioned for me to have a seat as he went to sit at the edge of his desk. I sat before this man among men and awaited his command.

"I knew you wouldn't be able to help yourself out there."

"With who? Young Nate?"

"Already getting your claws out for the fresh meat?"

"I could say the same for you. How old is that poor boy?"

"Old enough, but also, young enough."

I just had to smirk at him. But he was a man. A man who definitely took what he wanted with no questions asked.

"And I'm sure you can't wait to get a taste of that delicious hole of his."

"Can you blame me, my dear?"

"I can't, of course. But also, I know you."

This time he had to smirk, but for once I wasn't completely sure I knew what the smirk meant. And he wasn't going to give me the answer either.

"I think I know you better. A whole lot better at that."

I didn't know how to answer him so I decided to change the subject.

"So why did you want to see me?"

"Because I wanted to see you, of course."

There was that sly grin of his again.

"But I also wanted to talk to you about a very special client I'm going to set you up with for this evening."

"How special are we talking?"

"You'll know when you see him. I think you will quite enjoy yourself."

"Can't wait."

Henry was so good at teasing me. Even with all the men I'd seen throughout these past months, Henry was the one I wanted to be with the most. But alas, he had a stable of girls that probably all thought the same thing. My problem is I've just always hated having to share.

"He wants to meet you at the bar of his hotel first. And then he'll take it from there."

"Don't they always."

Again, that God damn smirk of his.

Unless I am expecting an exceptionally wild night, I have a pretty set routine for preparing for my dates. I shower myself, paying special attention to the cleanliness of my cock, and most especially my tight little hole. Then I make sure to moisturize my entire body until I feel as smooth as silk.

From there I'll reapply my makeup, doing it up a bit more than I did earlier to at least give the impression that I went all out for him. I decided to stay with the same wig that I had earlier as I was still really feeling the extra shiny white of it. And then onto my most favorite thing in the world; the clothes.

I always dress sexy for my men, there's no question about that. But I make sure it doesn't go too far into slutty. These men are paying high dollar and they want their girl to look the same. Slutty will only get you so far. I decide on my panties first, and of course I choose a thong. I go with a deep red one held together by barely there thread, it's practically floss. I pull it up my legs and the thin string barely kisses my hole and I'm already wobbly with ecstasy. My dress for the evening is also red and ends well above my knees.

I grab my purse as I head out the door, and as I give one last look at myself in the mirror, I know I look like sex on a stick. Just the way I like it.

I get to the bar early and order a drink. If we meet at a bar, I always like to be the first one there so I can enjoy one drink on my own and get loosened up a bit. It's not but five minutes later though that I feel a hand on my bare shoulder and I turn to see my man for the evening. That's when my blood suddenly runs ice cold.

I know this man. I know him well. It's Mr. Peterson. This was one of my father's best friends. Now I knew what Mr. Grant meant when he said he knew me more. But how did he know everybody that I know? And how did he and Mr. Peterson get hooked up?

"Are you Alexis?"

I sputtered out, "Uh, yes. I am."

"So lovely to meet you."

His hand moved down from my shoulder and his fingers slowly caressed their way down my arm. That, as well as the surprise of a family friend, sent a shiver down my spine. Is it possible he could recognize me even through all my get up?

He sat down next to me and ordered a drink for himself and another one for me. We started to chat, and if at first I was mistaken it was him, after talking for a while I could completely confirm he was the same man that I knew as a kid. He still did the same job that I knew he did when I was younger, and there were other minor details I was able to patch together that gelled with what I knew about him.

It was such a surreal experience having someone you knew from your past life as your date. I had never even considered that this could happen. What was even more surreal was that our relationship had gone deeper than just a casual family friend. We had actually spent a decent amount of time together, just the two of us. My father and I didn't share many interests, but it turns out Mr. Peterson and I shared a lot in common. More specifically movies.

He would take me to the movies a lot when I was in my early teens. Something my father would have never bothered doing, so he was glad to pawn me off for a couple of hours to his friend. There was one theatre we used to go to the most. It was a single screen theatre and we would always sit in the very back row. He would always buy me popcorn and a strawberry soda, but he would insist that we share the soda, as he loved strawberries. Another thing we had in common.

There was also another thing we shared. Something that I suppressed for a very long time and had really only thought about again after now seeing him for the first time in such a long time. Mr. Peterson had sucked my dick once before.

I couldn't even remember how old I was exactly. My family would often throw a weekly barbecue at our house during the summer, and Mr. Peterson was almost always in attendance. When I was in my later teens, I was kind of tired of the whole thing so I often just grabbed a hot dog and some chips and went to the basement to watch a movie.

Mr. Peterson would sometimes come down and say hello or to chat with me for a bit. But he always left after a little while and rejoined the party in my parent's backyard. There was one time though when he came down after it was getting pretty late and the barbecue had all but wound down. He still had a beer in his hand and he definitely seemed like he had had a few already.

"Your parents are calling it quits, I guess."

"Oh," I said meekly.

He saw that I was watching Halloween. The original one from the 70s, not those dumb fucking remakes.

"Oh, this is a good one."

"Yeah, I just started it about twenty minutes ago."

"Mind if I join you," he slurred.

"Not at all."

"Thanks. And I got something here to thank you with."

He pulled a beer out of his pocket and tossed it to me.

"Uh, I don't know..."

"Just don't tell your parents, okay?"

"Okay."

He sat down next to me on the couch and took the beer from my hands and cracked it open for me. I guess he definitely wanted me to drink it. I took it and smiled and started to sip on it. I didn't much enjoy the taste at first but it started to grow on me.

When we got halfway through the movie, we had finished our beers. I thought he might call it quits then but I was surprised when he got up, went outside, and grabbed us two more. He came back in and cracked open mine again for me and handed it to me. I was already feeling a slight buzz from the first beer, but thought what the hell and started drinking this one instead of sipping it. He sat down right next to me again and we continued watching the movie.

The movie came to a part where two people started to have sex. These kinds of scenes always made me feel uncomfortable when I had to watch them with someone else. Even more so when that person was my father's friend and he was sitting so close to me.

"Do you think he has a big dick?"

"What?!"

I couldn't believe he would make this that much more awkward than it had to be by asking me that.

"I mean she seems like she's enjoying it. It's probably pretty big, right?"

"Mr. Peterson, I don't know if I..."

"Here, let me show you mine and you say if you think it's big or not."

Before I could say anything to protest, he had pulled out his dick, which was quite big, and already quite hard. There was already some cum glistening the tip of it as well.

"What do you think?"

"Ummm..."

"Let me see yours. Is yours big?"

I didn't know what to say or do. I just looked down sheepishly.

"Come on, Alex. Let me see it. I just want to see how big you are and then you can put it away."

Thinking that might somehow end this whole awkward situation, I slowly started to undo my belt and then my zipper. Mr. Peterson continued to keep his own dick out, and he even began to gently stroke it. I slid my dick out from beneath my boxers and into the dim lighting of the basement, but it was neither very big nor very hard.

"Oh now come on, Alex. How am I supposed to know how big you are if you aren't even hard?! Everyone knows you have to be hard to see how big you are."

"I don't know, Mr. Peterson."

"Here, let me help."

His hand quickly moved from stroking his own cock to stroking mine. I don't know if it was the two beers swirling around my head but all I could do was look from his hand, which was now furiously stroking me off, to looking him straight in the eyes. His eyes stared deep into mine, as if staring into my inner being. I was suddenly getting bigger and harder in seconds flat.

"Wow. You're bigger than I thought."

"I...I...Please."

"Sure. I can help you with that."

All of sudden he was on his knees and right in front of me. He didn't say another word before my dick disappeared into his mouth. The sensation was beyond description. He was working his mouth and tongue all the way down my super hard cock and it was too much for my teen mind to comprehend. I think he knew I wasn't going to last long, but he didn't even flinch as I started to cum down his throat. He took all of me, and I couldn't believe how much joy this brought me.

My eyes glazed over in the haze of ecstasy and alcohol. As I barely started coming to my senses, I noticed he was gone. I opened my eyes fully and found I was all alone.

Soon after that Mr. Peterson ended up getting transferred to another city, and we never had a night like that again.

I snapped out of a memory long lost but now suddenly crushing every single one of my senses. Mr. Peterson's hand was now rubbing my bare thigh and he had that deep look in his eyes again as he looked into mine. Had he possibly recognized my eyes from a time so far past?

"So what do you think?

"Um...Sorry?"

"I said I wanted to take you somewhere special to me. Would you come?"

"I'm guessing you don't mean your hotel room."

He snorted a short laugh as he grabbed his drink and downed what remained of it. I followed suit as my legs were starting to feel a bit wobbly and demanded some liquid courage if they were going to carry me anywhere.

"It's not far from here. And I promise you'll be safe in my hands."

His eyes looked genuine, and since I knew him, I did feel safe. Plus this was his night, and how could I resist the whims of a paying customer, and a dashingly handsome one at that.

"I'd love to."

"Fantastic. I have a car waiting in the garage, if you're ready."

I grabbed the olive spear from my drink and sucked each one into my inviting mouth. Most men seemed to get a kick out of that, and Mr. Peterson was no exception.

"Now I am."

He held out his hand and helped me from my seat. Then we walked arm and arm towards an elevator. I held onto him tightly as jealous looks fell upon him in abundance.

He led me to his car in the hotel's garage, a nice black Mercedes, a rental, but still. He opened the door for me and I got comfortable in the passenger seat. When he was behind the wheel he pulled out a blindfold and tried to put it over my eyes.

12