My Best Friend’s Wife

I’m Rick and my best friend is Stephen. Stephen is married to Lisa who is the sister of my now ex-wife. The 4 of us used to do most everything together, vacations, going clubbing, trips to the beach, and often just hanging out playing cards. My Ex-wife, Nora, and Lisa are polar opposites. I’m sure they weren’t always that way. When Nora and I first started dating she was fun and loved to party. We were married for 16 years but things started falling apart about 7 or 8 years in. That’s when Nora became bossy and never wanted to do anything.

Lisa, her younger sister, is the most fun person I’ve ever known. She’s good looking, tall, brown hair, large breasts, great legs and ass…she’s maybe 20# overweight but on her frame it doesn’t really show. Stephen is tall, all the women think he’s good looking, and has a good personality. He’s a huge flirt with the ladies but that’s another great thing about Lisa, she’s not jealous. She also enjoys flirting and so she and Stephen make a good couple because he’s not jealous either. Lisa is several years younger than Nora, and she is several years younger than me. Stephen and Lisa are about the same age. At the time of this story they were about 38 or so and had been married 4 years.

Nora eventually all but quit going places with us but Lisa, Stephen and I would still go out regularly to clubs and even to New Orleans a few times. We would share a room when we did and, over time, Lisa seemed to get more relaxed around me to where she would walk around the room in her underwear and would even let me hug her when she did. I used to tease her all the time telling her “One day, I’m going fuck you silly!” She usually would just laugh and shake her head no or tell me that wasn’t gonna happen. I don’t know why, but I always felt like it would.

I knew Stephen well enough to know that he didn’t care as long as she was willing and it wasn’t behind his back, I know this because we talked about it. During our trips to New Orleans, Lisa would flash her boobs and drink to excess like everyone else. I even began lifting her top for her and holding her tits for people to see. I really felt on one trip that this was the time I’d actually get her to fuck. Sadly, though I tried several times, she’d let me feel her tits, her ass, kiss her, but when I tried to go further she always said “Uh uh….your married to my sister and Stephen is your best friend. Forget about it.”

Nora and I finally separated, though we still haven’t actually divorced. Again I thought maybe NOW she’d agree. But, despite getting her near naked at the beach, she wouldn’t budge. We had a group of friends that we hung out with that were fairly wild, a few of them were swingers but didn’t try to push themselves on anyone. We would go out with them on occasion and I had all of them over at my house for parties sometimes. Carl, one of the swinger friends, called me and invited the 3 of us over for a pajama party at his house on Saturday, 2 days away. I asked if he’d talked to Lisa and Stephen but he asked me to do it.

I called Stephen but he didn’t answer so I called Lisa. I told her they were having a party and we were invited. She said she’d get with Stephen and call me back, but she felt certain that would work. We live on opposite sides of town so I told her if they had too much to drink they could stay at my apartment. A few minutes later, she called and said it sounded like fun and they would be over around 6:00 Saturday. The next day, I called Stephen and told him I’d just found out this is a pajama/lingerie party so I hoped it was ok. He laughed and said it was fine with him, he’d just bought a new nightgown for Lisa that would be perfect. I asked if she would be ok with it and he was sure he’d convince her to go.

Saturday rolled around and Stephen called and asked if they could get ready at my place, of course I said yes, and they came over around 5:00. We all took turns showering, first Stephen and then me, and finally Lisa. When she came out, she had on the shorty nighty I had bought. It was white with lace at the bosom and came down probably 4” below her ass. It wasn’t actually see-thru, but it was close and when the light hit just right it was pretty much completely see-thru. It did come with some tiny panties…they were VERY see-thru which caused her to be a little anxious. At first I didn’t think she’d wear it, but Stephen poured her a couple of drinks and she finally calmed down about it.

Around 9:00, I drove us the 2 miles to Carl’s house and we went inside. If Lisa was afraid she’d be the only one exposing herself, she was wrong. In fact, she had the most conservative nightgown of all. The other ladies were almost all topless in a g-string, though 1 actually had on pajamas but they were 100% sheer. We all had some drinks and played a few games. Stephen was playing a drinking card game and was totally drunk in short order. I was playing pool and Lisa was watching. After I lost, she started playing and I was surprised to see her winning.

By around midnight, Stephen was extremely drunk and nodding off on the sofa..the party was starting to wind down anyway with the exception of the swingers who I think planned on staying. I looked for Lisa and finally found her outside on the patio with 2 other wives…and they were smoking a joint! That’s something I don’t think any of us have done since our teens so I was shocked. I asked Lisa if she was ready to go and she said she wanted to kick my ass at pool first, so we went back inside to play. I beat her easily the first game, and barely the 2nd. But, by then everyone was ready to leave so we helped Stephen to the truck, laid him down in the rear seat, and headed home.

Lisa was ragging on me telling me I was lucky and she’d have beat me had we stayed. We argued for a bit and then, when we pulled into my complex, I asked if she wanted to see…our clubhouse has a pool table and weight room in it and we could go see who’s best. She said she didn’t bring any other clothes except what she had worn over and I convinced her no one would be there anyway, so we left Stephen sleeping in the truck and went inside.

We were 1/2 way through our game when 2 young guys walked in to work out. The look on their faces hilarious when they saw Lisa, who had removed her small coverup and, in the well lit room, might as well have been naked. They stayed there talking to us for a few minutes but, when one of them tried to put his arms around Lisa, we left.

Back at my apartment we woke Stephen up long enough to get inside where he then sat in my recliner and passed out again. I told Lisa they could use my bed and she jumped in the shower first. The bedroom door was open and I saw she was naked as she lay down. I turned on the tv and made another drink before taking a shower myself. When I came out, Stephen was lying passed out on the sofa. I spent the next several minutes trying to wake him up, but he was OUT! So, I did the only thing I could think of and got in bed with Lisa.

I was drunk, she was drunk and high, and I intended to go straight to sleep, some people may scream bullshit, but that’s the truth. The bed had a sheet and heavy comforter but Lisa apparently tossed it in the floor because it was too hot, so all there was is a sheet over her naked body. I turned the lights out around the apartment, just leaving a light in the bathroom on in case anyone needed to use it, and slid into bed.

I was beyond horny and Lisa lying naked next to me in my full size bed was hard to handle. It was even worse when she started moving her legs and moaning slightly. I actually forced myself to go to sleep, but I don’t think for long. I rolled over in bed and realized I was practically spooning with her! My hand was on her side and she pulled it across her chest and slid her ass back against my cock! I started squeezing her breast without even thinking. I heard her laugh softly and then i moved back slightly and she rolled onto her back. I then slid my hand down to her crotch and began to play with her pussy. She almost immediately began to respond by grinding into my hand and then she began squeezing her tits and spread her legs wider.

I slid my fingers, first 1 then 2 and eventually 3, into her now very wet pussy. She still had her eyes closed and moaned “Mmmmm…that feels good!” I was beside myself but it hit me that she probably thought this was Stephen and I didn’t want to take advantage like that, even though I’ve wanted to fuck her for YEARS. So, I rolled toward her and kissed her neck and then her lips. She kissed me back and I whispered, “Lisa…you DO know who this is, don’t you?” She chuckled for a second and said “Yes…of course.”

I kissed her again and she kissed me back eagerly, but still her eyes were closed. So I whispered again to her “Are you sure you want this?”She said “Oh my God! What do you think?” She was squeezing her breasts and I kissed her some more as I fingered her. I then whispered once more “Just tell me you know this is Rick”.

She said “Whatever, I know who you are!”. I then slid down between her legs and went down on her bringing her to a quick orgasm before sliding up to fuck her. She was grinding her hips against me and I was afraid I’d come as soon as I entered her, but I fought to calm down. I didn’t have to ease into her, her pussy was leaking Iike a water faucet. As I entered her she gasped out loud and moaned “That’s it! Oh God!” And she started humping me like crazy. As I pounded my sister-in-law’s pussy, she was moaning louder and louder before she started shaking all over. I shot my load and then rolled over. At some point, I woke up and she was on top of me again.

When they went to leave, she came to me and said “You were right, huh? You did fuck me silly! Fucker!”

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