Part 3
Story number 2
A few weeks after I interrupted Bill and Tracy's night out, I thought it was time to see how far she would go. Dave had given me the web address of his swinging group and I went online to look at some of the ads. The one that said "Does your wife love ass play?" got my attention.
"Does your wife love to get fucked in her ass? My husband has been begging me to do it for years. We have decided that for his birthday this year we would go out and find someone he could do anal with. I would be more than willing to blow you as long as he fucks her in the ass."
The ad went on to say that they were looking for a one shot deal, were virgins to swinging and included a phone number. I called her and we traded stats on everyone (height, weight, tit size, etc). She wanted to know if I was sure Tracy would allow ass play.
"She will do whatever I tell her to do. She isn't my wife, she is my sub. I tell her to bend over; she bends over and lifts her skirt."
"Well than it looks like you got the world's best blowjob to look forward to, while he is pounding her ass."
We made plans to meet that Friday. We met up at the hotel bar where they were staying. After a quick introduction we headed up to their hotel room. When we walked in I sat in the chair near the bed, unzipped my fly and pulled out my cock.
I pointed to Tracy and said "Bed".
She got on the bed on her hands and knees, lifted her skirt and pulled her panties to the side.
I told the husband "Make sure you lube the area first so you don't hurt her jamming it in".
As he salivated, he walked over and stuck his tongue in her ass. While he was tongue fucking her ass, his wife got on her hands and knees and crawled over to me. I guess it was all the fucking I was doing with Tracy but it was a bit difficult getting a hard on. The wife had spit on her hand and started jerking me off. When her hubby got behind Tracy and slowly passed his dick through her ass, she engulfed my dick. Things were going good. Until about 45 seconds later. Then it all went downhill fast. The husband pulled out, grunted once and came all over Tracy's back. After he came down from his orgasm the wife took my cook out of her mouth.
"I really want to thank you two for this. This was exactly what we were looking for" she said.
"What do you mean was? It's over?"
"I said I would blow you as long as he was fucking her ass. He is done and so am I" she replied.
To say I left there pissed would have been an understatement. Not for me of course. Her blowjob skills were sub par at best, but I really wanted to give Tracy a good time out of this. I apologized to her on the ride home. Since it was still relatively early on a Friday night, I told Tracy that I would drop her off where ever Bill was so that they could get some quality time. I would give her the rest of the weekend for herself.
"Have I disappointed you sir?" She asked.
"Not at all but I am just a little mad at the situation, especially since I put us in it. I told you about this experience hoping that you at least had an enjoyable time. It was disappointing for both you and me. I just figured I would make it up to you by setting you free this weekend to spend with Bill. I have been taking up a lot of your time lately."
Tracy was completely quiet for about five minutes, just staring out the window. Then she said:
"Bill left me two weeks ago. He told me he had hoped that I would have this out of my system by now, but since I didn't, he couldn't continue dating a no good whore. I told him that I loved him and regardless of how you have used me that only he had my heart. He didn't care and walked out. I gave up calling and emailing him after a week. He is gone."
What had I done? I never wanted this for her. I assumed the same thing as Bill had. That she would get tired of it and just stop accepting my calls. I could play a good Dom, pretend I didn't care but the truth of the matter was I did. I couldn't stop being a nice guy. It really got to me when I heard a sniffle. I looked over and even though it was dark, I could see a tear.
"OK. Change of plan. I am taking you home and you are getting changed into something nice. We are going out and I am going to show you off."
"Should I put on something low cut? Maybe a skirt without panties?"
"Not that kind of shows you off. I want you to dress classy. I want you dressed like a million bucks."
She seemed confused but she went along with it. She wore a nice red summer dress, with small heels, her makeup done really nice to accent the good and hide the bad. We went to a nice steakhouse, had a few bottles of wine and then went to a nightclub. Neither of us dance but we did some people watching and had a few more drinks. I took her back to my place. She blew me and then I fucked her doggie style. Then I made my next mistake. I gave her a kiss and fell asleep. It was the first (and only) time I ever kissed her.
When I woke up, I knew she had spent the night with me. Another first. She wasn't in the bed but I could hear the radio on in the kitchen. I went in there and she was making breakfast in nothing but a t-shirt. I knew right then I had to do two things. Break it off with her, and fuck her where she stood. I had to fuck her to take back control. She started to turn to me and I pushed her back facing away from me. I put her hands face down on the counter, told her not to move, spit in my hand, used it to lube up my cock and shoved it into her. I jammed my cock into her pussy repeatedly. She started to get into it and rested her head on the backs of her hands. I pulled her hair and said:
"Who the fuck told you to put your fucking head down you fuck slut?"
I shot my load into her as a look of confusion came across her face. I pulled my dick out, told her I was going to shower and walked away. I thought I saw a look of sadness on her face but I turned away so I didn't have to face it. After I washed in the shower, I just stood under the water for a few minutes. All the mean things I did to her, all the nasty names I called her, this was the first time I felt really bad about it. I felt like such a shit. I knew I was right when I decided that morning to end it with her. I had crossed a line trying to cheer her up and I thought she was taking it the wrong way. Like there was more to it then there was. I was working on something for her for about three weeks later and decided that I would go through with that, and then come up with a way to get rid of her. I figured I owed her that one last hurray and it was going to be a good one.
Story 3
I fucked Tracy only twice over the next few weeks. The second time I told her that I was not going to fuck her for the next week cause I had something planned for her and she should be ready at 1:00pm Saturday morning and not expect to be home till about noon the next day. I picked her up and we went shopping. I bought her a nice little maid's outfit complete with thigh highs, the lace fingerless gloves and CFM pumps. I took her to a salon to get her hair and makeup done. When the woman asked what type of look she was going for, I replied:
"Make her look like a whore. You know, a street walking hooker. We are going to a costume party."
When I came back to pick her up she looked great. Her hair was teased up. Deep red lipstick and nice eye shadow which really brought out the exotic Latina look in her. We showed up at our final destination, walked up and rang the bell. Dave answered the door in his No Fat Chicks t-shirt.
"Dude, you aren't supposed to be her for another hour. I was cleaning up."
"I know. Her salon appointment took a lot less time than I thought it would. By the way Dave, this is the fuck slut. Fuck slut,Dave. Fuck slut, why don't you go into Dave's bedroom and put on the outfit we bought today and hang out there till I come get you. I will explain everything to you later."
She took the bag from my hand, smiled at Dave as he showed her where it was, went inside and closed the door. Dave looked at me and said:
"You know, a little part of me thought you were full of shit. That shit like this doesn't happen to guys like us. Like me finding Lisa was all the luck that anyone in my circle of friends was going to get. But this takes the cake."
"Glad you like Dave. How many?"
"I was able to come up with three extra guys. Although one guy said he might be able to bring another guy. So including you and me that 5 maybe 6 guys."
"I am not partaking tonight. These guys all cool?"
Dave said "At least two of them are for sure. Joe my brother is coming. Jerry is a guy I met when I was with Lisa and have seen him quite a few times since. Ron I don't know that well. Met him once at a swing party. He said he might be able to bring someone else. You wouldn't believe how hard it is to find single guys or guys who wives will let them play around to come to something like this. Most guys with wives or girlfriends hear and right away they want to bring them. I knew you wanted this to be all about Tracy."
The doorbell started ringing and after about 40 minutes, the gang was all there. Ron was able to bring an extra guy, Paul. They all sat down around the poker table. I went to go get Tracy. When I walked in the bedroom, even I had to admit, she looked like a solid 9 all done up that like. I brought Tracy out to the living room where the hooting and hollering began. When it quieted down I did my speech;
"Gentlemen. Thank you all for coming to poker night. Buy in is a $1000 a guy. Winner takes 60% with the house, that's me tonight, taking the other 40% to cover drinks, food and entertainment. This is Tracy by the way. She will be the hostess this evening. If you want anything to eat or drink, just ring the bell on the table, Tracy will get it. If you need to cop a feel or a little luck for a particular hand I am sure she will be happy to sit on your lap and help you out with that as well. Anyone loses all their money; they are out of the game. After two hours, anyone still left in will play one last hand to decide what place everyone falls into. Fifth and fourth place will receive a blowjob from Tracy, third and second get to fuck her and first place gets her for an hour...ass included. That's right Tracy...you are going to be a "prize" for all these men."
I could see her panties getting moist almost instantly. She did a little twirl and wished them all good luck and skipped into the kitchen. It took about 4 seconds for guys to start ringing the bell. I sat off to the side bored for about twenty minutes before Jerry lost. He came and sat down next to me.
"You want me to call Tracy? You can claim your fifth place prize?"
"There is no rush. I am going to hang out all night," Jerry said.
I got to know a little about Jerry and Dave was right. He seemed like an ok guy. Mid 50's, salt and pepper hair and he kept in shape. He had told me that he and his wife were swingers for almost 20 years before he lost her in a car accident about a year ago. He had just got back on the horse 6 weeks ago and told me that all the chicks from the swinging groups were real sympathetic and trying to fuck his brains out to forget. He told me it was a little weird since he was used to going to groups as a couple and now he was a single guy in the group and it just felt weird. We exchanged numbers and decided to go grab a beer one night and trade some more stories.
