The Male Escort
Chapter 1

Caution: This Romantic Sex Story contains strong sexual content, including Ma/Fa, Consensual, Romantic, School,

Desc: Romantic Sex Story: Chapter 1 - My life from high school, through college where I was a male escort, to meeting the woman of my dreams. What if she finds out? Lots of categories, I don't want to give anything away.

Life sure pulls a few fast ones on you. Ever since I was a little kid I wanted to be a teacher. I know it's not a great paying job but I always believed it would be rewarding. I'll tell you more about it later. Right now, I have a dilemma.

I'm trying to figure if I should tell my girlfriend Amy about my past. I've told her all the main-line type stuff but not about my sexual side. There's a good chance it will end our friendship. I did wonder about not telling her, but if she found out from anyone besides me, I know it would be over.

You see, I became a stud and found a job during college where they paid me for sex. I'm now twenty-eight and a computer consultant. Let me go back and tell you how it all began.

In high school, I was the somewhat gawky geek. I wasn't really ugly or anything like that. It's just that I was on the slim side, some say I was skinny. I ran cross-country for the school. It was the only sport I participated in ... At 5' 11" and 140 pounds I wasn't exactly a masculine specimen.

I did have the smarts. I graduated in the top five percent of my class. We didn't have a valedictorian or a salutatorian but they did honor the top five percent. I was an all A student so I guess I earned the honor. I received a number of scholarships and grants to pay for my college education and I chose one in Miami. Could be this was my first mistake; if it was a mistake at all.

As I mentioned I wanted to be a teacher so that's what I majored in and had computers as a minor. It never hurt to know a lot about computers and I will admit it did come easy to me.

The problem I had in college was I had money for the education but not much for spending. My parents gave me a little money but it barely bought food. For the first year I lived in the dorm. After some of the students found out how smart I was they started paying me to do different reports for them.

I dated some but didn't really have any girlfriends; guess I was somewhat of a loner. I started going to the gym at the school to run and exercise. Finally I was firming up and put on a few pounds. During the summer months I went home and got a job as a teacher's aid and helped the summer school students. I really enjoyed the work.

The next year I still did some papers for a few of the guys for some extra spending money. I had to ask myself where were they were getting their money. I charged anywhere from twenty-five dollars to a hundred for doing a paper depending on detail. I only made a hundred or two a week for doing all those reports for students. So one day I asked my friend Bob where they made all their money. He told me he and a few of the other guys danced at lounges on Friday and Saturday nights. He made some big money, mostly in tips.

He said he could talk to the lounge owner if I was interested. I auditioned a couple of days later. One thing I could always do was dance; maybe it was because I was thin, I really don't know. I had filled out and had six-pack abs but it only showed because I now weighed 160 pounds. I got the job and was to start the following Friday. Jim, the lounge owner, gave me some tapes and told me to practice and get my routine down. He also gave me my first costume - it was a cowboy outfit. I do have to say at first I felt about half-naked with the tight pants I would be stripping down to.

I was a little embarrassed my first time on stage, but once I got into the music I started to just let it all hang out and did my thing. I did get a lot of tips. Bob told me the way it worked was we would give ten percent of our tips to Jim. Out of the remaining ninety percent, he would write half off as a wage and we kept the other half under the table. That way the IRS was happy and stayed off our backs. Of course, they didn't know we pocketed half the money.

I couldn't believe how much money I made for two days dancing. It was over three hundred dollars for a few hours of work. I did this for three weekends when Jim the lounge owner called me into the office. I was worried that I wasn't doing good enough.

"You're doing fine, Jeff," said Jim. "I have a proposition for you. I run an escort service besides my many other businesses. I am in need of a few more young men since a number of my guys have graduated. It's a lot different than dancing. You can still dance if you like but you can triple or quadruple your money working for the escort service."

I became very interested. "How much could I make?" I asked.

"Most guys make a thousand to fifteen hundred dollars per weekend. Of course, it all depends on the services provided. I'm not going to play games here with you, Jeff. You will basically be a male prostitute Women come from out of town and most are older women. They want an escort for the night and sometimes the full weekend. I need young men who are willing to give these women what they want. Do you think you would be interested? No hard feelings if you just want to continue dancing."

Wow, I never thought about being a male prostitute. I loved dancing for these women on stage. While I danced, a lot of them would pull down their tops and show me their tits. The women with short skirts and dresses would spread their legs and show me their pussies. I thought most of these women just like being exhibitionists. Some had panties on and others didn't.

It was a safe outlet for them. Most came in groups and went back home after the show. Some were even girls from the college. Jim didn't allow fraternizing with the customers when we were off stage; we were strictly dancers. Of course, we got close to the women while we did our act. It's how we got our tips.

At school, the girls acted differently toward me. Some would tease while others really did want sex. I guess it was a job with benefits. The one thing about being in Miami was all the young women. I had a big decision to make. Did I want sex with younger women or with older women for money? You have to understand that once you start taking money for sex it really does change your outlook on life.

Jim gave me a week to think about it. He needed to get his roster of men ready. He did tell me a few of the rules. Once I accepted a date to be an escort, I couldn't back out. He didn't want to insult the customers. I was to do whatever they asked me but could turn down S/M and BDSM. He didn't want me to get injured or scarred in any way.

I gave it a lot of thought. The money would be so damn good and I was already showing off my ass anyway when I danced. I told him I would take the job. He did tell me I could quit at anytime but most of his guys stayed till they graduated. After that, he found new men. To be honest, I knew he liked to keep a group of young men. It's what older women wanted.

I need to tell you a little about being an escort. First, I needed a manlier name. I ended up with Zack Stone. My boss told me never to tell any customers where I was from or my real name. Being an escort was not an easy job. On TV they always showed some beautiful twenty or thirty year old models asking for male escorts. In the real business, I never saw anyone like that. I figured the clientele ranged from age forty to seventy-five; you heard me right seventy-five.

A lot were older businesswomen coming into town for meetings and conventions. They liked the idea of having a young stud as an escort. We were basically eye-candy on their arm, but in most cases the women wanted sex at the end of the evening. A lot of the others were usually older women who came to Miami for vacation.

We were always very discreet and mature women could have sex with younger men in a city where the young women were plentiful. Most guys in college didn't want to brag about making it with an older women the age of their mother and in a lot of cases their grandmother.

Jim made my first date one of his repeat customers to help me with my nerves. She was a divorced businesswoman in her forties that came to Miami a couple of times a year. She also liked a young man on her arm.

She said her name was Madeline. I found out after a few weeks that most women never gave their real information. Madeline had a nice body for a woman old enough to be my mother. She had firm tits that she told me were implants. They felt real while I sucked and squeezed them. She shaved most of her bush off and it was easy to get at her pussy.

I learned a lot from her. All I did was follow instructions. Gentle on the tits, liked her belly rubbed and kissed, and wanted to be teased. I was a quick learner and gave her what she wanted. She tipped me by giving me two one-hundred dollar bills.

The customers always paid Jim up-front through his office. I think some actually had accounts with him. I never had to ask any of the customers for money, which I was grateful for. It was interesting how some women wanted to pay for dinner and drinks while others slipped me the cash to pay for things.

Before I explain some of the things I did with more of these women, I want to jump ahead and tell you how I got in trouble. My third week being an escort I was out with a woman in her fifties. She had already paid for the night and we went in my motel home. She said her husband and she had an argument because all he wanted to do was watch all the young girls in bathing suits. He told her he was there to check out the young bodies and that's exactly what he was going to do.

She was pissed and called our escort service and made arrangements with Jim how she would pay for the night. She told her husband she was going to go have fun and left him in the room. I met her in the lobby and we had a couple of drinks and then went up to my room. While I was finger fucking her for all I was worth her cell phone started ringing. She looked at it and said it was her husband. "Don't stop, Honey, I'm about to come," she told me.

I added another finger and fucked her harder until she screamed out. Of course, her phone had stopped ringing. When she came down off her high, she told me she had better call her husband back. I was still rubbing her clit while she talked to him. She was so damn wet.

When she hung up she told me he felt bad about arguing and asked her to come back to their room. I had already heard her agree to meet him in about half an hour. She told him, "I am in another lounge down the street listening to music and will see you soon."

Truth be known, we were in the same motel but on a different floor. She smiled at me and asked me if I would give her pussy a tongue-lashing? Of course, that's what she paid for plus much more. I got down between her legs and ate her out till she came again. She thanked me, gave me three-hundred dollars and left the room.

The night was still early and I stepped outside to enjoy the lights of the Big City. A young woman approached me. She was maybe thirty and extremely sexy. I've only been doing mature women for weeks now and would love to have sex with a siren like this beauty.

She smiled at me. "Hi, Honey. How much for a real hard fuck?" she asked me.

She blew me away. I've been with a few young girls but never with one that looked like this. I would have fucked her for nothing but why not make a few bucks I thought. "For two-hundred dollars I'll fuck you all night long," I smiled.

She opened her purse and handed me two one-hundred dollar bills. When I took it she said, "You're under arrest for open solicitation on the street." Two uniformed officers got out of a car and put me in cuffs. I felt really stupid. They took me to the precinct station and booked me. I made my one call and Jim came down and bailed me out.

I told him everything that happened and that I saw this beautiful woman and she told me to make an offer, which I did. The rest was history. Later he explained that's why he handled the money situation. He said he would be my proxy and his lawyer would get me off the hook. I was in school on my court date. Jim pleaded no contest but the verdict was still guilty. They had me dead to rights. All I wanted was for it to go away.

"I got thirty days probation and a fine. Jim paid it but took it out of my next check. I had learned a valuable lesson. I never tried going out on my own again.

Here's where I wanted to tell you how that incident ruined or at least changed my future. I usually didn't go to college during the summers. I took the summer off and went home to see family. I applied for the summer teaching job as I did the year before. I figured with my grades I'd be a shoo-in. I got a call from the superintendent; "Jeff, I can't hire you this year, I'm sorry."

I was dumbfounded. I asked why and he told me that they ran a background check on me and my solicitation record came up. They wouldn't be able to hire me to teach kids with this on my record. I was devastated. It's what I wanted to do with my future. Would I now not be able to be a teacher? It kind of turned my plans upside down.

I told him it must be some type of mistake and I would have to get it checked out when I went back to school in the fall. I couldn't let anyone know about the solicitation charges. He did tell me after I got it straightened out he could give me a position the following year.

I just told my parents that the position in summer school wasn't available and I went to a computer shop and helped out there for the summer. I really didn't need the money but my family didn't know that. I had thousands of dollars already put away in investments.

I went out with a few gals while I was home. It was nice having regular dates with women my age; I didn't realize how much I missed that. Don't let anyone tell you all pussy is the same. Take it from a man who's been with, let's just say, a whole lot of women and they are far from being the same. I will say you can't beat the pink of a younger pussy if you're just out for sexual release.

Also, I had become so much more knowledgeable on what women like and I know my experiences helped me with the summer dating scene. My problem now was it was all about just getting us off. I had no desire to start a relationship. To top everything off, I had to wonder about my future as a teacher. Would my record for solicitation follow me forever?

When I went back to school, I told my parents I had a job at the college fixing computers. They wouldn't need to send me any more money. There's no way I was going to take any more from my parents. I was making one to three thousand dollars a weekend. I didn't tell anyone that I was basically a male whore. I wasn't proud of it but the money really was great.

I started back to college and switched my major to computer science and a second in education. I needed to protect myself for future employment, not knowing how my past would affect my teaching career.

On the escort job I started where I left off. I usually worked from Friday night until Sunday evenings being an escort. I would be with either one woman or up to three every weekend. I need to explain more about the services that we offered.

As I mentioned earlier, most of our clients must have had decent financial means or they couldn't afford our services. I think back on how many hundreds of women I have been with and certain things really stand out.

So many were afraid of aging or their husbands didn't pay attention to them or no longer found them attractive. Most were probably beautiful women in their younger days. Almost all still worked on looking attractive but age does do its number on everyone. I have to say that at times I felt sad and sorry for some of them but of course I couldn't show it.

I could feel that many were really lonely or dissatisfied with their situations in life. I guess everyone puts on a front of some sort. I know I did; I had to. I guess I could have become an actor. Here I was trying to bring a little happiness into these women's lives and getting paid big bucks to do it.

I mentioned earlier that I was a very intelligent person. I wasn't trying to be arrogant; I wanted to let you know to be an exceptional escort, it took brains. Of course that's if you wanted to have a good savings account and money for your future.

Once I started in the business, I started taking night courses on the side in classes that would help me be a better escort. I took massage therapy and extra courses in psychology. I wanted to understand what some of these women needed and were going through. Most needed more than a quick fuck. They needed attention and assurance that they were still beautiful and desirable regardless of their age.

Another problem I had was getting and sustaining an erection. There is nothing worse than not being able to perform when a woman was paying me big bucks to do so. I talked with Jim and he was able to supply me with the needed drugs to do the trick. He had enhancement type drugs like Viagra, and also pills like Ecstacy and others to enhance the sexual urges. I sometimes even used relaxants to help calm some women down.

Again, studying the effects of all the medications was important, especially in older women. I didn't want anyone overdosing. Ever since I was a kid, my dad had told me that whatever I did in life, to give it my best. His advice in this business paid off very well.

My life at college was anything but typical. My second year I moved into a rooming house with six other guys. Three were still dancers for Jim's Lounge and the other two were wealthy enough that they didn't work. They were pretty much partygoers. They invited me to some of the parties but I had to refuse since it clashed with my work schedule. I told them I was a computer programmer for Jim and helped in some of his other businesses.

Sometimes during the week, I would come home and the guys would have women visiting. I would usually say my hellos and head to my room. Sometimes I would talk with everyone. I do have to say I missed that part of college life. It was either free sex with the coeds and party on down or make thousands of dollars every weekend. Impossible to do both.

I did have female friends in my classes. The problem is I couldn't get close to them. My life just didn't permit it. I just felt I couldn't take the risk and I sure didn't need any complicated relationship. I sometimes had lunch with my female friends. The problem was I just couldn't put myself out there and let everyone know what I did.

When some wanted to date or have a relationship, I told them I was engaged and wasn't going to cheat on my fiancé. I just couldn't get involved in a relationship. I didn't have a problem in running into most of the young women from college that knew me. The mature women I escorted went to the fancy restaurants, plays, operas and other rather costly places.

It was easy enough to explain if anyone saw me with a business date. I just said they were a friend or relative visiting from out of town. I knew a couple of guys in our rooming house eventually knew what I did but they didn't talk about it. I told them it was something I didn't want spread around, hopefully they weren't telling anyone.

Toward the end of my senior year, a few of the young women called me Zack. I knew then a few of the women knew about my job. They actually told me they wanted to know how good I was. They would come over and sit on my lap or actually show me their bodies. When I was alone with them, I would laugh and maybe kiss their necks or even massage their clits until they came.

I knew they wanted more but that was the best I could do. I had all the sex I could handle and it wasn't a fun thing for me anymore. It was business and I only had a few months left before graduation. I guess that's what they meant when they said you could have too much of a good thing. It's sad when you can't get turned on by a nice pussy.

I wanted to tell you exactly what I did with most of my clients. I could probably write a chapter on every woman I was with. I did pretty much follow the same style with most of them. Of course, every now and then I might get a woman wanting something different like fucking in front of her husband or her ass spanked.

I had toys, lotions, dildos and vibrators at my disposal; as well as the uppers, downers and others. I didn't deal in coke or crack or even marijuana. I wasn't a user or a seller of illegal drugs. The pills I took or gave the ladies were strictly enhancement drugs.

I'll tell you about one of my clients. Her name was Mary. She was in her fifties and came to Miami for a class reunion. She was married and owned her own publishing business. Her husband said he was too busy to join her.

That was a story I heard time and time again. The husband was just too busy to spend time with his wife. Mary was assertive but I could tell she was lonely. She told me she had kids but didn't want to go into detail about them. I respected her privacy and didn't ask questions.

I asked her what made her contact our service and she told me that her reunion turned out to be rather drab. Most of her friends either didn't attend the reunion or were with their husbands. She was hoping for some excitement and a bellhop at the hotel mentioned our service and she was intrigued. She didn't want to be making it with her divorced classmates since she was still married.

She thought five hundred dollars was pretty steep for an escort but money wasn't really a problem for her. I asked her what she wanted to do and we started by going out to a nice restaurant. We had a wonderful conversation and I asked her if she liked dancing. She said her husband hadn't taken her dancing in a long time. We headed to a nice lounge I knew of where I ordered drinks then asked her to dance.

I held her close but I wanted her to feel comfortable. She smiled and told me she hoped they played a few of her favorite songs. I asked her what she liked after we sat down. While she slipped into the restroom, I headed up to the band leader and put in some requests.

"I wish my husband was half as nice as you," she said to me.

"Mary, whatever you want I'll see you get, if at all possible."

She had a tear in her eye saying her husband never paid her compliments anymore. He was probably screwing some young bimbo right now. I knew this was bothering her. I needed to say the right thing.

"Mary, let me be your close friend tonight. I'll do everything in my power to make you happy."

I told her I was going to refresh our drinks. When I came back Mary had just hung up the phone and told me I was hers for the night. I smiled and told her I had to use the rest room and we would start with a little more dancing.

While in the restroom I called the service and was told Mary paid for the whole night I went back out and asked Mary to dance, only this time I held her close and told her how nice she smelled and how soft she felt. She may have been a mature woman but she felt good in my arms. We danced for about an hour before we left.

We stopped at her hotel so she could pick up an overnight bag. She asked why we didn't stay in her room. I explained it was to preserve her privacy. Too many of the people from her reunion were most likely staying at the same hotel she was and I didn't think she would want to try to explain why she was with me.

I took her to my motel room which I leased every weekend. It had a hot tub and two queen size beds. Mary stepped in and wondered if she was doing the right thing.

"Mary, all I'm going to do is make you feel good. I want to give you a night that you will always remember."

First I suggested we get in the hot tub but Mary said she didn't bring a bathing suit. She looked at me and said, "I'm not ready for you to see me naked. After all I am quite a bit older than you."

"Mary, just go in the hot tub with your bra and panties. They cover more than a bathing suit does. I'll go in my boxers and we will be even," I smiled.

She agreed and stripped down to her bra and panties and I stripped to my boxers. She got into the hot tub and I made us both a drink. I remember she liked screwdrivers and had the vodka and orange juice sent up. I did make her drink a little more potent than mine.

"Oh, I feel so relaxed with these bubbles and my drink," said Mary. "Zack, I don't usually do things like this. I just needed to say it."

Mary was a little bit drunk but had her senses. Some women talk more after they have been drinking. They also have a tendency to tell the truth more. I felt Mary was one of them. I just let her talk.

"Zack, I'm not saying I've never been with other men. Christ, that bastard husband of mine sleeps with every young girl he sees. Our marriage is more of convenience anymore. Our kids are grown up and I put all my time in my business now. My youngest daughter is in college."

I didn't want Mary to start down a negative track so I put her feet on my lap while in the hot tub and started rubbing them. I've met a lot of women who liked their feet massaged. I could tell Mary was one of them when she smiled as I slowly rubbed her feet.

Mary's feet were soft from being in the hot tub. I started rubbing the balls of her feet and worked my way down to her heels; rubbing and massaging as I lightly squeezed her feet. I lifted her foot up and actually sucked on her toes.

"Oh, God, Zack, no one has ever done that. It feels so warm and nice."

Let's face it, her feet were as clean as possible and I knew most women loved it. It's very sensual and warm on the toes. After doing both feet, I worked my way up her calves, massaging and caressing her leg. I could tell she was now ready for more. I suggested we get out of the hot tub and onto the bed.

I got out, discarded my boxers and slipped a bath towel around my waist. I took Mary by the hand and as she stood up she said, "Oh, my God, you can see everything through my wet bra and panties."

I held a towel for her and suggested she remove her wet things and wrap in a towel also. I lightly patted her dry and she wrapped the towel around herself. She said she had to use the restroom so I went and got the room and bed ready for us.

I put on some romantic music from the sixties and lit three scented candles and dimmed the lights. It makes women much more comfortable and sets the mood...

Mary came back in the room and smiled. I always listen to what women say so I can choose the right music and situations. I might say here that I don't kiss women hard on the lips. It's just something I don't feel right about and a lot of women don't want it either. I will give them light pecks on the lips and spend a lot of time on kissing their neck and body.

She had her towel wrapped around her. I asked her to sit on the bed, which she did. I began to massage her feet again. I have to tell you most women like the foot massage almost as much as the sex. I could almost bet that most husbands don't do that for their wives. Mary loved it.

I had her lie back on the bed and after massaging her feet, I did her calves and thighs. As I lifted her leg and put it on my shoulder, I could see her pussy as the towel opened up. Mary moaned and told me how good it felt. After massaging each leg I had her legs spread and moved my mouth onto her pussy.

She had a sparse amount of dark hair on her mound and I rubbed my fingers through it. I rubbed the nub of her clit with my thumb; at the same time, I began licking the opening of her lips. She brought her hands down and held onto my head.

"Eat me, Zack, please keep eating me. It feels so good; my husband hasn't done it in a very long time. Please tongue fuck me, please."

I did as Mary asked and she had her first of many orgasms. Her pussy was oozing with her juices as she moaned over and over. When she came down from her first orgasm, she said she had to pee again. She explained to me she had somewhat of a bladder problem.

When she came back I had us both another drink ready and I asked her if she wanted a pill to relax her so she could go all night? I could tell that she wasn't sure so I took one and cut it in half and put it in her hand. I took the other half and swallowed it myself. Mary smiled at me and took hers, too.

Mary was one of the few women that I didn't have to take an enhancement drug to stay hard. I did want the relaxing pill to help me stay in the mood. It kind of sets your nerves on edge. It's why we only took half a pill.

I took out a condom and asked Mary if she was ready? We got in the middle of the bed and I started by making love to her breasts. She must have already been feeling the pill because her nipples became hard instantly.

"Fuck me, Zack. I need it. Pretend you love me and fuck me gentle and then hard."

"Mary," I said. "While having sex with you I do love you. I love kissing your breasts and sucking on your nipples. I loved sticking my tongue into your pussy till you came and now I want to put my hard cock in you till you come again."

Of course this was all part of the mind game. My clients wanted to be admired and loved. I set my mind to do just that. I had to if I wanted to be as good as I could be.

I slipped on a condom and slowly rubbed my cock up and down Mary's slit. It was something watching a woman's cunt lips opening and closing every time my cock pushed against her. She moaned and groaned and her pussy got wetter and wetter. I needed to push my cock into her.

She screamed out, "Oh, God! Oh, God, it feels so damn good. Fuck me, love me, fuck me, give me every thing you have."

I just let her moan and groan while I pumped in and out of her. She had a few small spasms and then she screamed out, "OH FUCK, OH FUCK, SO GOOD, I'M COMING, I'M COMING." I felt her pussy lips squeeze my cock over and over again.

When her spasms started to recede, she had squeezed my cock so much that I started coming. She began to smile at me. Of course, I was shooting into a condom but she said she felt my jolts and spasms as I pushed my cock deep into her.

After pulling out of her, she told me she needed to rest. I covered her with a light blanket and went into the restroom and removed the condom. I came back out and lay next to her and cuddled up to her back. I held her in my arms with her ass against my cock.

We both must have dozed off. When I woke up the music had stopped and I had a woody pressing against her ass. I got up and put some more mellow romantic music on. Mary looked over at me and told me what a wonderful lover I was. She told me she couldn't remember the last time she felt so good. I told her I had something special for her. I had her lay on her back. I reached into my nightstand and pulled out a small vibrator.

It was just a little bigger than a finger and it had small rings on it so it could fit over my middle finger like a ring. I started first by putting the vibrator on low and ran it over Mary's breasts. Her nipples became hard almost instantly. While rubbing the vibrator over one breast I sucked on the nipple of the other.

Eventually I lowered the vibrator to the nub of her clit. She screamed out almost instantly, "Oh, Christ, I've never felt anything like it. I don't know how much of it I can take."

I rubbed it over her nub and down her clit. While holding the toy against her nub, I pushed two fingers into her pussy and finger fucked her as fast as possible. When she started making loud noises, I turned the vibrator on high. She was now screaming out. "Oh, God, I'm coming again. No, not now, I have to pee again. Oh, God, what am I going to do?"

"Just come, Mary. Go ahead and pee also, let it all out, don't be embarrassed. Let yourself go Mary, just relieve yourself of all the tension."

She screamed out and as she was coming, she started to pee at the same time. I kept finger fucking her and smiling at her as she came. I didn't care about getting her pee on my hand. I just wanted her to get total release. You have never seen a real orgasm until you've seen a woman completely let herself go and pee and come at the same time.

Mary began to apologize and I told her it was no problem. We had the other bed to rest on.

Mary said she needed to take a shower. She didn't want to smell like cum and urine. While she was in the shower I had housekeeping come up quickly and change the sheets. It was nothing new for them and I always tipped them fifty dollars for the extra visit.

I called room service and had them send up something to eat. I ordered each of us a sandwich and of course strawberries and whipped cream.

I turned up the lights while we ate and talked. Mary told me this was the nicest time that she could ever remember. I thanked her and reminded her the night wasn't over. I had some strawberries I needed to dip as soon as she provided the location for the whipped cream.

Before our date was over, I used the vibrator on Mary's asshole. She told me it felt so different. Anal sex had always hurt her but the small vibrator brought her to new pleasures. She asked me if she could put whipped cream on my dick and lick it off.

Mary told me she wouldn't do it for her bastard of a husband but she really did want to do it for me. It was her way of thanking me for the best night of sex in her life.

This was one of the many memories from my being an escort. Mary was a special woman to me. She did come back for a couple of repeat visits. It was always good to see her.

Maybe you can try to understand my lifestyle at that time. I would have repeat performances like that for nearly four years. Sex filled every weekend. It wasn't always as good as it was with Mary but I had to pretend it was. It wasn't always easy.

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Story tagged with:
Ma/Fa / Consensual / Romantic / School /