Ay

When I was seventeen, I meet a girl that I feel in love with the instant, I laid eyes on her. We only went out for a few months before she started seeing someone else. Due to my shyness, my heavy involvement and sports and lack of a car. Kay meant the world to me and losing her broke my heart. But as luck would have it, I found out that Kay's boyfriend couldn't take her to the prom at the end of the year. He graduated the year before and was caught sneaking booze into his prom. So, he was banned from any school functions.

When I asked Kay to be my prom date, she accepted and I was thrilled. When I went to her parent's house to pick her up, her mom was very happy to see me.

As I was waiting for Kay to finish getting ready her mom told me: "Kay's dad and I do not like that Lenny she has been going out with since the two of you broke up after Christmas. We hope this means the two of you are back together."

I told her: "So, do I."

It was seconds later Kay came down stairs. She took my breath away she looked so beautiful. My best friend Steve's father owned a car service and Kay and I were double dating with Steve and his girl Lea. Steve's dad had given us a limo for the night and arranger reservations for us at the Top of the Hub for dinner before the prom. Plus, reservations at Bob Lee's Islander for after the prom. Kay and I had a wonderful time and I felt we reconnected. The prom committee had arranged full day passes for Canopy Park in New Hampshire as part of the prom weekend. Again, we would be going with Steve and Lea in a limo, but when I rang Kay's parent's door bell.

Her dad answered it and by the look on his face I knew something was wrong, he told me: "I am so sorry Dave, but she left with that punk Lenny fifteen minutes ago."

I went back to the limo and told Steve and Lea: "She is not coming; she left with Lenny. You go and have a good time I am going to walk home."

Lea said: "Get in I need to tell you something."

I did and Lea told me: "Kay and I were friends when we were at the Bate's from kindergarten through sixth grade. But in junior high we drifted part. In high school these last three years we would say hi, but we had different friend groups. Any way last night Kay and I reconnected and she was thrilled to be with you. We were in the lady's room and when I asked her if that meant the two of you were back together. She said no, that Lenny owns her and after today she can never see you again."

I asked Lea: "What did she mean he owns her?"

Lea told me: "Kay told me Lenny knows something about her and if she doesn't do what he wants he will tell her parents and everybody else she knows. That if he tells she, will kill herself. Evidently it is something very bad."

Steve said: "Don't go home just come and have a good time. I know there are other girls that are going that their dates must work or went to the prom stag."

I told him: "I don't think I would be good company just go."

As I went to open the door to get out Lea put her hand on my shoulder and told me: "I know my cousin Mary has a thing for you. If you don't mind being seen with a girl older than you, I am sure she would love to be your date today."

I sat back and Lea gave the driver Mary's address. When we got there, Lea went in and talked to Mary. Ten minutes later she and Mary got in the limo and Mary pulled me to her and kissed me. Not just a peck on the cheek and full-on tonsil tag deep kiss. When we got to Canopy Lake Park when Steve and Lea got out.

Mary told them: "Go ahead we'll catch up later." She then told the driver: "Take a walk."

Mary then asked me: "How far did you get with Kay last fall. I know from Lea you two made out last night, but that was as far as you got."

I told her: "That is between Kay and myself."

Mary said: "You must know if she says that asshole owns her, he is fucking her. Now did you get there first?"

I started to get mad and said: "No, other than kissing I only felt her boobs once over her clothes."

Mary then asked me: "Have you ever gone further with anyone else?"

I was wondering why she wanted to know, but I told her: "No, Kay was my first girlfriend."

Mary smiled and said: "So, you're a virgin, well before this day is over, I will change that."

Mary then kissed me again like the first time as she started to undo the shorts I was wearing. When I went to feel her tits, she stopped me and said: "All in good time, first I am going enjoy sucking you off."

I thought I had died and went to heaven, Mary sucked licked and devoured my cock. When I thought I was about to cum, she would stop and let me calm down. Mary did that four more times before she let me cum. When it happened, I was surprise she let me cum I her mouth. All the guys I knew that their girlfriends gave them blow jobs would stop and finish them off with their hand. But Mary not only let me cum in her mouth she showed it to me before swallowing it. I had no idea a woman would do that.

Mary then said: "Now if you don't kiss me, you will not get to fuck me or me teach you how to pleasure a woman. So, if you ever get in Kay's pants she won't care what that asshole Lenny has on her. She will kick him to the curb and eat shit from your ass not to lose you."

After another ten minutes of make out we went into the park. It was around two o'clock when we meet up with Steve and Lea. Steve asked: "Have you two been in the limo all this time?"

Mary smiled and Lea said to Steve: "I doubt it, I bet she gave him a blow job and is saving the rest till later."

Steve asked Lea: "What makes you think she did that?"

Lea smiled at him and said: "Mary is the one that convinced me that sucking a guy off is the best way to keep him coming back for more. She even told me after I sucked you off the first time, you would be putty in my hand afterwards."

Steve turned six shades of red and I wondered if it was what Lea said or that she just told Mary and myself that she had him pussy whipped.

The four of us stayed together the rest of the day. About eight we decided to leave, when we were in the limo. Mary asked the driver to close the glass partition between the drives seat and the rear where we were sitting. Steve was sitting against on door and I the other. The girls then switched places so Lea was beside me and Mary beside Steve.

Before Steve or I could ask what was going on Lea told us: "We want the two of you to decide who is the better at giving blow jobs. Now get your dicks out and sit back and enjoy."

Mary then said to Lea: "Cousin if you are going to be a proper whore. Call it a cock not a dick."

Steve didn't pick up on it as I think he was so excited to having Mary suck him off. But it struck me that Mary told Lea if she was going to be a proper whore. Did that mean that Lea was thinking about being a prostitute and was Mary already one. By the time I filled Lea's mouth with my cum, I felt she was every bit as good sucking cack as Mary. To me it was a tie, but Steve felt Mary was better.

Lea told him: "I guess you're not getting laid tonight."

Mary tried to soften the blow by saying: "Steve is use to your blow jobs so, mine was different. Dave on the other hand only was sucked off by each of us once so, his opinion is the better judge."

Lea then told Steve: "I guess I will let you slide, but you do it how I want tonight,"

Mary then asked Lea: "Have you told Steve about you wanting to work with me to pay for college?"

Lea seemed pissed and said: "Did you have to bring that up now."

Steve asked: "How can you work there I thought they only hired girls to be bunnies that were twenty-one?"

I asked Mary: "Are you a bunny at the Playboy Club?"

Mary said: "To answer both questions, Lea can work the coat check now since she is eighteen and yes, I am a bunny. Lea won't be able to go into the lounge or anywhere liquor is served."

Lea and Mary changed seats and we were quiet the rest of the way back. When we got to Mary's house, Lea said: "Let's all go in."

The limo driver asked if he should stay and Mary told him: "No, go I will give who ever needs a ride later."

I thought it odd that we were going into Mary's parents' home. But it turned out it wasn't her parents' home. Mary and two roommates live there. Then it got weird when one of her roommates walked into the living room, we were in with just an open silk rope on and was with a man that she was showing to the door.

The girl closed the door and said to Mary: "A heads up would have been nice. I think my client was a bit embarrassed."

As I waited for Mary to say something, it was Lea that spoke saying: "Steve Mary's only job is not only working as a bunny. She also turns tricks with business men she meets there. And I am going to be taking the open bed room here and do it also. It is how she is paying for college and I need to do it too. I hope you can understand it is the only way I can afford college."

Steve looked like he just got kicked in the balls, Lea then reminded him: "Steve we are not going steady and see other people. You have sex with other girl and I fuck other guys. It is just now the other guys I fuck will be paying me."

Mary told him: "Look I am supposed to see a client in an hour that I was going to cancel, to spend the night with Don. How about Lea take my place. When he gets here, I will tell him I over booked and Lea would be happy to service him. He will think Dave is my client Steve is waiting for one of the other girls."

Mary then aid to steeve: "If when she takes him into her bedroom, if it is too much for you leave. If you stay reclaim her after he leaves. What do you say."

Steve looked at me and asked me: "What would you do?"

I told him: "You already know she sees other guys, the only difference is these guys will be paying her. Plus, she is not going to fall in love with any of them. The guys she has been seeing she could and you would lose her. You are screwing other girls and I bet if some woman offered you money to fuck her you would. Am I right."

Steve thought about it and said: "Your right I would fuck a woman that paid me. Ok, Lea, do Mary's client and I will stay and see if I can handle you being a paid whore."

Mary's client showed up fifteen minutes early and was disappointed when Mary told him she double booked. That is till Lea came out nude and he was more than happy to see her instead. Mary and I went to her bed room and she told me: "Lea will be a while he booked an around the world with anal."

I asked her: "What is that?"

She smiled and told me: "She will give him an enema before giving herself one, then they will shower. Next, she will lick him all over followed by sucking him then have him fuck her. Then she will suck him clean and then she will lick his ass before fingering his ass an massaging his prostrate. For the finally she will let him fuck her ass."

I asked her: "So you let guys fuck you in the ass?"

She smiled and told me: "They pay double to do that. After I take your virginity you can do me there next if you like."

I asked Mary: "How much is Lea getting to do that with him."

Mary told me: "Seven fifty plus a tip. It will take two hours and she most likely end up close to a thousand dollars."

I asked: "That much, do most guys have that kind of money to pay for sex? "

Mary said: "No, he is from a very wealthy family and he is very kinky. The whole time he will call her mommy ad she needs to refer to him as her baby boy. I think his mother molested him when he was very young."

Mary took my virginity and sucked me clean. Followed by getting me hard again and rode me cowgirl as she called it. We then went back into the living room. Mary in a silk robe she left open and me in a second robe with my boxer's underneath. Steve was still sitting there waiting for Lea to finish with her client. When Lea and the client came out, Lea was naked and the guy was smiling.

He looked at Mary and told her: "Is it alright if I see Lea going forward?"

Mary told him: "That is fine with me."

After Lea showed him out, she said to Steve: "Do you want to find out how sloppy seconds feels like. Then you can have my ass as I know you have wanted to fuck me there. Only thing is that guy was the first and he showed me handsomely how grateful he was that he got my anal cheery."

She turned to Mary and said: "When I told him I had never done anal he offered me an additional thousand if he could fuck be there first. He handed over the grand and get this he didn't want me to clean my ass out first. After we did the session, he had already booked. When we were done, he told me he liked fucking my dirty ass better than the second time after I cleaned out. I expected him to give me the seven fifty, but he gave me that and another five hundred."

I said to Mary: "That guy gave Lea two thousand two hundred and fifty dollars for two hours of sex. That is unreal, no wonder you have sex for money."

Mary told me: "That was a rare occurrence, we usually only make a couple of hundred for what she did. That money to him would be like you paying fifty for a blow job. I told you his family is wealthy they are one of the wealthiest families in the country."

Lea then added: "When he asked me if I was legal, I told him what you told me to say."

Steve asked her: "What did you tell him?"

Lea said: "I asked him if it made a difference if I wasn't. He said not really."

Mary told us: "He is always asking if I know any girls that are in high school that do this. He doesn't come right out and ask, but I know he likes underage girls. I used to wear catholic school girls' uniforms for him. I knew Lea could pass for being under age, so I knew he would assume I found him one."

Mary turned to Lea and told her: "Don't ever tell him you were eighteen the first time he had sex with you. Or we will lose him as a customer."

Steve went to kiss Lea, but she stopped him and said: "Wait I need to brush my teeth and gargle with Listerine. I sucked his cock clean after he fucked my ass the second time."

Mary let me spend the night with her and taught me how to pleasure a woman even if I got off before the woman did. I learn to not rush things when starting, that foreplay can be very important to make sure a woman will orgasm more than once. For the next year Mary and I would get together on Sunday afternoons to practice what she taught me.

Steve and I got called for the draft, he qualified to serve and I was classified 1Y. I had a heart murmur from when I had Rheumatic Fever when I was six. Before he would be drafted Steve enlisted in the Navy. He felt that would keep him out of Vietnam, didn't work. Steve ended up a gunner on a river patrol boat and died three weeks after he arrived there. The boat he was on was sunk and it took a month before his and the other crew members bodies were recovered.

I enrolled in college and Mary moved to New York and worked for a high-end escort service. All though that is not it was referred to back then, the term was arm candy for visiting business men. Lea made enough money in two years to cover her education and ended up marrying a nice guy she met from LA and they settled there. I often wonder if she ever told him how she paid for college. I met a girl and married her when she told me I knocked her up. Nineteen years later we were still together till, I was on the net researching where to move some of my money. Insurance companies were a good place to invest in so, I was researching different ones when I came across an article about a division of one of them. The article was about a person being honored for being the under writer of the year. It had her name and picture. It was Kay, she was older and wearing glasses, the long blonde hair was a shorter, but I still recognized her.

At the end of the article there was a box from comments. I congratulated her and signed it with only a D. I didn't give it much thought other than I wished I had looked for her before I knocked up my wife. I loved Kay and a thought about her every day of my life since the day I first laid eyes on her. Kay is the only woman I ever truly have loved. I love my wife, but I am not in love with her. I have never told her, 'I love you' and her name together. The sex, I fuck her I don't make love to her. Early on in our marriage I encouraged her to enjoy sex with others. I was a workaholic and we were way more than comfortable financially.

I started a security company a year after I graduated with my master's degree. Though my wife told me she could never have sex outside our marriage. I knew it was only lip service, three days after I told her I was ok with her having sex outside our marriage wen I saw her with a man. It was at the Boston Park Plazza Hotel, I know because I was in the bar when she picked up the room key from the front desk. The Hilton was one of my first clients when I started installing video security. Hotels and banks were my bread and butter.

From that day on I assigned new hires to keep tabs on her. My wife had become part of a group of ladies that often are referred to as lady's that lunch. Her group consists of some of the wives of the major player in politics and business in the state. She is on boards of charities and a woman's shelter. She is often seen in the paper in the society section on Sunday.

At last count my wife has had sex with close to three hundred men and a hundred forty-two women. I have several external hard drives of her on video and still picture along with the reports of who she was with going back fifteen years. She has done threesomes, and gang bangs, three bachelor parties where she was the paid whore. I give her credit she gave the money in a gift to the bride at the reception. If you are wondering if I am a voyeur getting off looking at my wife's sex romps. The answer is no, I have them, but I have never looked at them. What I have kept track of is how many times she caught an STD and who she got it from. I always use a condom if I fuck her which I haven't for a few years.

It was two weeks after I saw the article about Kay that I got an Email from Kay. It simply said: "Thank you for the comment, I was in Boston last month and as I drove past your old house I thought about you. I hope you are well." She signed it K.

I replied immediately and wrote: "How did you know it was me? (I knew how I just wanted to see if she would tell me. She had the IT people check the met data to track my IP address)."

Then I wrote: "Kay from the time I laid eye on you I fell in love with you and have loved you every day of my life since then. The woman I am married to, I married because she was pregnant with my child. I do love her, but I am not in love with her. When we have sex which I haven't done with her for a few years. I never made love with her, I just f__k her. What about yourself, did you and Lenny get married. This is my cell phone number xxx-xxx-xxxx please call me I am in the office most weekdays."

I hit send and sat back hoping she will call. It was ten in the morning and I knew the company she worked for was based in Connecticut. I figure she must live near there. It was two in the afternoon when my cell rang. The area code wasn't Connecticut and I had no idea who it could be.