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I was married to Amy my high school sweetheart. We were friends through elementary school and dated all through high school. We made love for the first time after the prom. We wanted to get married right after high school, our parents said we were crazy. Like most 18 year old kids we thought we knew everything. We lived near an air force base and Amy got a job as a receptionist and I got a job at the garage on base. That gave us enough money to rent a small trailer. We were so in love and sex was once or twice a day, not that we knew what we were doing.
Amy found out she was pregnant a month later. We wouldn't be able to afford to keep the trailer on just my income so I ended up joining the air force, at least Amy would have access to the medical care she needed throughout her pregnancy. I hated being away from her while I was in boot camp in Texas.
I was lucky to be home when she gave birth to our daughter Jenny and then Chris 18 months later. I had a 14 months left on my enlistment and they were sending me to Germany for the remainder of my enlistment. It would be the longest Amy and I would be apart since we started dating as freshman in high school.
Germany was a whole new world for me. I was working on the engines for the air force's largest jets. Amy and I wrote to each other almost every day.
These were the days before internet porn and Europe was much more easy going about porn than the states. We had two-man rooms and my roommate had a trunk full of porn of every possible kind. I never jerked off so much in my life. One day my roommate said I need some real pussy and he took me to the local red light district and I had sex with an older woman. I felt horrible that I cheated on Amy, but that didn't keep me from going back. She taught me many things on how to please a woman. I even learned how to eat pussy and my roommate scolded me to never eat a whore's pussy. I would see my lady friend once a week or some of the other women there.
And then it was time to head home, my enlistment was up. I was so glad to get home and see Amy and my two daughters who were now a year older. My girls were afraid of me when I got home and Amy seemed distant. My happy home coming wasn't. Amy and I made love that night, I showed Amy a new trick I learned thinking it would make her happy.
"You've been with someone else," she said as she stormed off to sleep on the couch.
I apologized the next morning, begging her to forgive me. She relented on the outside but there was something between us since I got home, something that wasn't there in the nine years we had been together. It would just take time to fall into our old routines I thought. The girls were still not warming up to me.
Maybe three weeks after my return, Amy arranged for her mother to watch the kids so she could take me out to dinner. My head was filled with dreams of a romantic evening. Amy and I hadn't had sex since the night she stormed out of the room.
After we sat down at the restaurant, a young Asian lady joined us at our table. Amy introduced me to her friend Lynn. There was something wrong, why would Amy invite her friend to what I thought was a romantic dinner unless it wasn't a romantic dinner. Amy and Lynn were chatting away like I wasn't there, occasionally Amy would ask me something but I was the third wheel at this table. By the time we were done eating I was feeling angry, Amy sensed it. The waiter had cleared the table and we ordered some coffee.
"What's going on Amy? Why is Lynn here?"
Amy pulled some papers from her purse and laid them on the table in front of me. I glanced inside and saw they were a petition for divorce.
Amy and Lynn held hands as Amy said, "Jack I know you were lonely while in Germany and that's probably why you slept with another woman. I was lonely also Jack. For a long time, even before we were married, I was confused about a lot of things. I truly loved you Jack and you have been my best friend forever but I never found the idea of sex with you appealing. I did it because that's what the world expected. After I met Lynn I realized why, I am a lesbian Jack, always have been and I just didn't realize it. Lynn and I have been in a relationship since our second daughter was born, even before you went to Germany. Now that you're back, I have to choose between the two of you and I am choosing Lynn to spend the rest of my life with. I am sorry if I'm hurting you but I could never be me or truly happy married to you. I've tried to be very fair in the divorce. The girls and I will move in with Amy and you can keep the trailer."
Amy and Lynn stood up to leave, holding hands. "Most of my stuff and the girls' stuff was already moved to Lynn's. My mother took the girls and the other stuff to Lynn's while we were eating."
Lynn picked up the check and left me there.
The divorce left me financially whole but emotionally wrecked. After finding a job with one of the major airlines 1,000 miles away, I walked away from everything, even my daughters.
The one thing the service teaches you is how to adapt to a new location and I soon became good friends with my coworkers. I mentioned to Joe, one of the guys I worked with that I needed a hooker. He took me outside and started pointing to the hotels around the airport.
"Jack there are lonely women in every one of those hotels who are traveling for work. Some are married, some aren't, but you're a good looking guy and there's no reason you should have to pay for sex. There's also some higher end hookers working the lonely businessman. That hotel in the middle has a huge dance floor and it's rocking on Thursdays through Sundays. If you can't get laid there, you can't get laid."
Joe was my wingman or I was his and I did get laid there, women traveling for business, some divorced, some just lonely and most looking for a thrill. I was happy to oblige. I wasn't the only man hunting in this night club but I usually went every Thursday, Friday and Saturday night. Sometimes even Sunday evening. I wasn't always lucky but I was getting laid at least once a week. Three months in and I had my first repeat and Joe and I doubled teamed a woman at her request.
Three months in was also when Joe caught the clap or some other STI. He found a place where if you donated plasma, they would test for diseases and keep it quiet. Every Wednesday we were donating plasma.
There was one woman who frequented the night club who I found very attractive. There was something about a tall woman with small breasts and nice hips that I was my ideal woman. She was rarely alone in the night club and I never wanted to intrude on some other guy. She would frequently catch me looking at her and respond with a smile. It became a game between us, whoever was leaving first would make eye contact with the other and wink. More often she would be leaving first.
Then there was Sara. She wasn't a business traveler like the others. She told me that she had an open marriage with her husband Bill. Sometimes they swapped with other couples they met online. But sometimes she just wanted to pick a guy up and fuck without her husband around. Sarah and her husband also played a game where she would bring another man home and have her husband "catch" them in bed together. Her husband and her lover would double team her and she got off when her husband started slapping her ass and calling her a slut and a whore.
I agreed to try it once and when her husband appeared, we both began calling her names while I fucked her and he was burying his cock down her throat. We switched off several times, when she was on her knees, we slapped her ass, when she was on her back, we slapped her tits.
Sara was the first woman who I began fucking outside of meets at the night club. She would send me a text on random days and times, telling me she was available. I would invite her over and we would have a fuck fest in my apartment if I wasn't working.
And then there was the night the attractive woman sat down next to me and introduced herself as Jesse, I told her my name is Jack.
"I've seen you leave here with Sara a few times. She is a kinky girl."
"How do you know her?"
"I've done the threesome thing with her and her husband a few times. It's been awhile. They always had a thing about keeping things even. Maybe she found another third."
Jesse and I chatted about picking up people in the bar. She normally had prearranged dates but she told me what she looked for in a man depending on her mood. Jesse said she could tell by my hands that I worked for a living which she usually found more attractive than a guy wearing shoes that cost more than a grand. Jesse gave me some pointers into what women were approachable and which ones were hungrier for a fuck. Jesse had a room in the hotel and led me upstairs.
God, I was so in love with her body as I slowly peeled her clothes off, and she tasted so sweet. She came on my tongue twice before I started fucking her. Her tits were so sensitive, I could make her come by twisting her nipple, but not too hard. We swapped positions a few times and came together.
As we were laying there she said I was pretty good. I told her about my experience as a young man with the hookers in Germany.
"That explains somethings," she said. I had a questioning look on my face. Jesse continued, "The hookers want you to come faster, time is money for them, but their tricks won't help you satisfy a woman, even though you're pretty good at that."
We spent the weekend with Jesse teaching me new tricks, like how to make my cock rub the roof of her pussy. The way Jesse was coming told me they were working.
Over dinner we swapped stories and I told her about Amy and Lynn. Jesse was convinced that Amy was always knew she was a lesbian and was only looking for a sperm donor. I asked Jesse about her story.
"I'm a "kept" woman Jack. This hotel room is booked long term by my friend's company. He lets me stay here in return for certain favors. He married a new trophy wife a few months ago and I think he may have forgotten me. I am also an escort, and those are my prearranged dates. Are you ready to run out the door?"
"Why would want to do that, you are the most beautiful woman I've ever known."
"Bull shit Jack, I've seen the woman you've left with and their tits falling out of their dresses or blouses."
"Would you be surprised if I told your tits are absolutely perfect, way nicer than any other woman I've met at the night club. I worked a farm one summer milking cows, big tits always remind me of cows. And the bigger the tits, the more they droop. My grandmother's tits sat in her lap looking like she had a big beer belly."
"I'm barely a 'B' cup Jack."
"And perfect," I said as I started licking her nipples which were soon rock hard. "So perfect and so sensitive, I made you come last night by twisting your nipple."
Jesse let out a soft moan, "Yes but your cock was buried in my cunt."
"You don't think I can make you come just my playing with your tits?"
"I do think you could, but once you start playing with my tits I want your cock in me."
"What if I played with your tits as I licked you?"
"I'm not clean down there Jack,"
That didn't stop me, I would lick Jesse to the edge and tweak one of nipples and send her over the edge. I was having fun as she bucked her hips onto my face.
She pushed me away, "Time for you final exam Jack, show me what you've learned."
And I did, I had already come a few times so I had staying power. We swapped position a few times, Jesse giving me reminders how to position my cock in her pussy. After coming for the umpteenth time she pushed me away.
"You haven't come in my mouth yet Jack"
Jesse proceeded to give me the best blow job of my life and I've had professional's suck me off before.
And then it was time to say goodbye.
"Jack, you can't approach me in the nightclub as I might have a prearranged date. If I don't, I'll approach you or give you a come hither look." I smiled and kissed her goodbye. On the way home I started thinking I could fall in love with her. Now I understood how men could fall in love with their hooker.
Joe was all over me at work on Monday asking about Jesse. He said he heard that she was a pro. I told him I didn't know anything about that and I didn't pay her anything.
We got together several more times over the next few months. We got together one Thursday night. The sex was fantastic but I had to work in the morning so I had to leave early.
"I have a client tomorrow night Jack, a woman who has a serious submissive kink, do you want to join me. I don't know how you feel about S&M."
"I'm in as long as no one is hurting me." We made arrangements as to what time I should come up to her room.
Jessy let me in, I was wearing a suit as she requested and she had me sit on the sofa. She brought out an Asian woman crawling on her hands and knees, led by a leash attached to a leather collar that said 'slut.' The woman also had slut written across her forehead and a tail attached to a butt plug in her ass. Jesse had a camera out and was filming her.
It took me a long minute to realize the woman was Lynn, my ex-wife's lover. By the look on her face she recognized me at the same time. I gave her a wink.
Lynn was at my feet, "My owner has given me to you tonight. I enjoy being used and abused, so please use me and abuse me, all my holes are for you tonight. May I suck your cock sir."
I nodded yes and Lynn unzipped my fly and pulled my cock out. She went to start sucking me but I grabbed her hair and held my cock out of just out of reach.
"Do you really love cock?"
"Yes, it has this incredible power over me. Please let me suck your cock sir."
Lynn started sucking me and I felt some anger building up in me. She stole my wife from me, professing she was a lesbian and here she was sucking away on a cock. I stood up, grabbed her hair and started fucking her face. Jesse handed me a riding crop with a flat end about two inches square. Lynn had what I would call perfect tits. I used the crop on one of her tits and she squirted and collapsed on the floor.
I had Lynn lay on her back, with her head hanging off the arm of the couch and shoved my cock into her throat. I was mauling her tits as I fucked her throat. Jesse was holding Lynn's legs apart, giving me a clear shot at her clit with the crop. I pulled my dick out before I slapped her clit with the crop. Lynn squirted again and rolled off the couch onto the floor.
"Who owns you slut?"
"You do mistress."
"Then why are you laying on the floor and not sucking my friend's cock?"
"I'm so sorry mistress, where do you want me sir," she asked as she got back on her knees.
We repeated having her lay back with her head laying off the arm of the couch several times. I'd either smack her clit, thighs or tits with the crop. If I wasn't slapping her, my cock was buried in her throat. Jesse was working a dildo into her cunt. I was taking great pleasure fucking her face.
"I think it's time for my friend to start fucking your cunt. You love his cock don't you my little pet. Or are you a lesbian?"
"I'm a lesbian mistress, but I've always loved cock."
"You're not just a lesbian, you're a cheap cock loving slut,' Jesse whispered into her ear as she pulled her upright with the leash. Jesse put the camera to her face.
"Tell us what you are."
"I'm a cheap cock loving slut. I love cock, I love the feel of a cock in my cunt. But I also love pussy, can I lick your pussy mistress?"
Jesse pulled Lynn's face to her pussy and I pushed my cock into Amy's pussy. I wasn't being gentle, fucking the woman who stole my wife. Jesse was singing praises to having a lesbian lick her pussy.
Then I pulled the tail and butt plug out of her ass and slammed my cock in as hard as I could. Lynn screamed I thought in pain but she was definitely coming hard. I had to hold her up. I didn't last long in her very tight ass and came, Lynn came again and collapsed on the floor.
"I think that's one very satisfied customer there. Thank you Jack, lets get a shower."
Jesse covered Lynn with a blanket first. While we were in the shower Jesse made sure my cock was clean and I made sure her pussy was clean. We climbed into bed and were quickly asleep. Sometime during the night, Lynn climbed into bed with us.
In the morning, I woke up with my morning wood pressed between Lynn's ass cheeks, her hair smelled like soap so she must have grabbed a shower before we climbed into bed. Lynn was sucking on Jesse's tits and I started working my cock into Lynn's pussy.
"Is my man fucking your cunt again Lynn."
"Yes mistress, he is."
"You like his hard cock don't you my little lesbian."
Lynn shuddered in an orgasm as she moaned out a yes.
"Then you should ride him, do it, do it now, climb on top of his magnificent cock."
Lynn was riding me hard, Jesse came up behind her and started pinching her nipples and nibling on her neck.
"You might say you're a lesbian but we're women and nothing feels better than a hard cock in our cunts."
Lynn came again as she said, "yes mistress, nothing better, I missed it so much."
After what was at least Lynn's third orgasm Jesse said, "But I want a turn with my man my little slut."
I pulled out of Lynn, Jesse got on her hands and knees and I entered Jesse from behind. Jesse ordered Lynn to get between her legs and start licking her pussy.
"Are you watching my man fuck me Lynn, are you watching my cunt lips wrap around that big cock."
Lynn wasn't saying much with Jesse's pussy planted on her face. Jesse was occasionally lick Lynn's pussy.
"I'm going to squirt slut and I want you to drink my come."
On my next outstroke Jesse started spraying out her cunt. My groin was definitely taking a splash, I don't know what Lynn was receiving. I announced my own impending orgasm.
"On her face Jack, come on her face."
Jesse leaned forward and my cock was just above Lynn's face as my come started shooting out. Lynn held her mouth open and I made sure a few squirts hit her tongue.
We laid there exhausted, Lynn was using a finger to wipe up my come off her face and lick her finger clean.
"I don't know about you guys but I'm starving. Lets grab a quick shower and go to breakfast," Jesse said.
We cycled through the shower and sat down for breakfast. I was starving.
"How's Amy doing Lynn?"
Jesse looked shocked. "Yes, my wife left me for Lynn."
"I'm sorry Lynn, I didn't know you guys had history or I would have found someone else."
"It was probably better this way Jesse, I have a lot of atoning to do. Amy is doing fine although we are not doing well together, but she can't afford to leave me. The whole scene where we met at dinner was my idea, I sold Amy on it. She was still upset that you screwed around in Germany."
"While I as in Germany, she was screwing around with you!"
"Are you trying to apply logic here Jack. The whole thing blew up in my face. I thought I was helping Amy separate from her husband but what I did was separate her from her best friend and for that she'll never forgive me."
"I know we or I ambushed at the restaurant that day, but please give Amy a call. I'll get down on my knees right here and beg you if it will help. I can't remember the last time I saw that deep smile on her face unless she's with your girls. She has your picture by their bedside and tells them about you all the time."
I was feeling bad about the way I left Amy but Amy and Lynn really kicked my teeth in that evening.
"Are you going to tell Amy about your little adventure this weekend?"
"She knows I came here for sex. You have to understand how she is now, unless it has something to do with the girls, she has little interest in what I say. She listened to me once and she got hurt real bad."
"Amy wasn't the only one that was hurt Lynn."
"I know Jack, I saw it on your face in the restaurant, I saw it on your face when you recognized me last night and I felt it when you pounded me. A pounding that was well earned. I think knowing I earned it made my orgasms more intense."
"Will you call her Jack, not for me but for her?"
"Yes Lynn, I'll call her. Would you rather I wait until you get home?"
"If you don't mind. I know your call will light up her face and I would love to be there to see it."
Lynn and I made arrangement as to when she would return home. After Lynn left, Jesse and I were laying around her suite acting lazy on a Sunday afternoon.
"You really are a good guy Jack and I'm sorry I have to dump some bad news on you." Amy laid her head on my chest. In the beginning we rarely got into that type of romantic position and I don't remember when it started.
"Your leaving me aren't you Jesse."
"You know I'm a working girl Jack. One of my clients has offered me a ridiculous amount of money to go on a around the world cruise with him that will take six months. I'll be able to retire when I'm done."
"That much money?"
"Well, I live here for free with all my meals covered too. My sugar daddy also gives me an expense account for clothes and other necessities. I'm also listed as an employee of his company so I have medical insurance. All the money I receive from my other clients goes into my investment account. I'm going to be 40 when I get back and I don't want to do this anymore. Maybe I'll find a good guy when I get back and settle down."
I wondered if I was that good guy. Since she was an escort and I was a pussy hound, I had no idea if she had other romantic interests. We had a long hug and a kiss as I got ready to leave.
The following night I called Amy. It was a little disjointed in the beginning and then we were talking like we always did. Amy had a lot to tell me, she spent a half hour just talking about the girls. I spent another hour talking to the girls. In total, we were on the phone for over three hours. At the end, we agreed I would call every Monday evening unless something came up.
I received a test message from a number I didn't recognize. It was from Lynn telling me how happy I made Amy and thanking me. I told her I hoped it would help heal her relationship.
Monday phone calls became the norm between Amy and I, she started adding other calls during the week, just to bullshit. If the girls did something special she would have them call me.
We made plans for me to visit over the holidays. I would frequently ask Amy how she was getting along with Lynn. In the beginning she told me they had hit a rough spot. But as the calls continued, she started telling me things were better. I assured her that I was happy about that, I didn't want her to be alone.
My nights of being a pussy hound at the night club began to dwindle. Chasing empty sex is a game for the young I think. I didn't stop completely but getting lucky once a week turned to every other week. I wasn't even trying that hard when I was there and the few times I got lucky were with women I had been with before and they were hitting on me.
Lynn came to see me again and I spent a weekend abusing her ass, cunt and face. I made her sleep on the floor and eat out of a pet bowl or some scraps from the table. I fucked her almost continuously from Friday to Sunday morning.
"This is the last time Jack, I do love Amy and I feel bad stepping out on her. She is smiling all the time now."
Three months after Jesse went on her trip, she was sitting on her car outside my apartment.
"You're back early Jesse," I said.
"Let's go inside Jack and I'll tell you all about it."
I grabbed a bottle of scotch and poured two glasses. It looked like she would need it.
"My friend had contacted me months earlier about the around the world cruise. Just some loose thoughts on his part in the beginning. As I said, he offered me a lot of money to go with him but then I hadn't heard anything for awhile so I assumed he found someone else or changed his mind all together. I was shocked at the man who met me on board. He was dying of pancreatic cancer and had a year left to live. He wanted a big bang before he left the planet. I didn't think he had a year left. Two months into the cruise it was obvious he wasn't going to last the year. He died two weeks ago."
Jesse began sobbing before she finished and I held her to me. Her sobbing died down, I felt her fall asleep and laid her down on the couch.
Later we went out to dinner and I asked, "Do you have any regrets Jesse?"
"He was a really nice guy so I'm sad he's passed, but I did my best to make him happy during his last two months."
We went back to my place after dinner.
"Would you mind if I stayed here for a bit Jack, my sugar daddy moved a new sweety into the suite. The girl's not twenty yet. I think I said before that lifestyle is for the young, or that I'm too old for that lifestyle. What about you Jack, still the pussy hound at the nightclub with Joe?"
"I realized I'm too old for that lifestyle. Maybe I'll find a woman looking for a good guy to settle down with."
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