Owning My Sister In Law!



What’s your gender? Man
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Houston, TX
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Engineer
What’s your current relationship status? Married but we don’t spend time together anymore
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Voyeur, exhibitionist, dominant, hedonistic
How many sexual partners have you had in your life (including oral sex)? I’ve lost count
How many hookup stories have you here posted before? None

Owning My Sister In Law!

How long ago did this hookup happen? 1 year ago

What was your relationship status at the time? Married but only occasionally did things together

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For more than 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Lisa is tall, about 5’10” with long brown hair, great legs, and huge tits. She weighs maybe 150lbs and has a very pretty face. She is also my wife’s sister!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It began about 12 years ago when she first came to our apartment to visit her sister, Robin. Robin wasn’t home yet from work so we sat and talked while we waited. Robin is older by 5 years, and she’s 13 years younger than me. Lisa had just turned 36. I was immediately attracted to her and made it clear that I thought she was sexy. She mostly ignored my come-ons and didn’t show any interest at all. She was dating a guy named Stephen, whom she later married, and was only interested in him.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We hung out with Lisa and Stephen quite a bit for the next few years. I like Stephen, but don’t consider him a good friend. I like Lisa a lot, which is why I’ve made it a point to be friendly with Stephen. My wife and I have been drifting apart for a few years now. We still have the occasional roll in the hay, but only once every month or 2. But I continued to spend a lot of time with Lisa and Stephen, almost every weekend.

Whenever we were around each other, I found myself flirting a lot. Lisa would joke, but never what I called flirting. I remember cornering her in their kitchen one night and when she pushed me away I told her that one day I would have her. Last July, Stephen and Lisa bought a house with a nice pool and hot tub. I helped them move in and Lisa cooked dinner afterward.

When we finally called it quits, Stephen and I sat by the pool drinking while Lisa cooked. She called to tell us it was ready but was taking a shower when we came in. We ate dinner then went back out by the pool. Soon after, Lisa came out in her bikini. She had a drink in one hand and a joint in her mouth. We helped her smoke and each had a couple of drinks. Lisa said she was getting in the pool so Stephen stripped down to his underwear and jumped in too. I sat there drinking until Stephen told me to come on in.

It was around 7:00 or so and still hot out. I stripped down, showered, and jumped in naked because I am not in the habit of wearing underwear. Lisa looked shocked but didn’t say anything. Stephen laughed and then commented to Lisa, “See? I told you he has a huge dick!”. We all cooled off for a while when Stephen asked Lisa to get us another joint. She went inside and he got us each another drink. When Lisa returned, Stephen decided to strip completely and jumped back in the pool with me. Lisa was shaking her head as she passed us the joint, then went to lie down. He and I passed the bottle of tequila a couple more times and I whispered to him “Do you think it’s right that we’re naked and she’s not?” He looked surprised then called to Lisa telling her to come over. She walked to the pool and got in and he handed her the joint and then the tequila.

When he got back, he moved over to her. I could tell he was drunk, and she was quite buzzed herself. He told her it wasn’t fair for her to be wearing a swimsuit when we were naked. Her top was strapped around her back but she had untied it from around her neck while she was sunning. Before she could answer, he unhooked the top and snatched it away. He then tossed it across the pool and into the grass! I was now seeing her tits up close for the first time.

I expected more of a reaction but she really didn’t say much. She eventually told him to behave but never went to get her top back. I got out and made us all another drink, then sat on a towel with my feet in the water forcing them to come over to me for their drink. I did that so Lisa would now have her face near my cock, which was starting to firm up a bit. I gave them their drinks and we talked, lisa eventually turned away looking like she was uncomfortable staring into my penis. I finally got back in the pool and Stephen said we needed another joint and went to get one. I asked Lisa if she or I should go roll one for him but she said she had already rolled several earlier. Still, he was gone for a while. It was turning dark out and the outside light came on, the light in the pool was still off because you had to manually turn it on. Lisa got out a hit the switch then jumped back in a few feet from me. I swam to her and said, “You’re still not naked!” to which she replied, “Yes I am! Naked enough anyway.” I disagreed. I was standing behind her and put my hands on her hips, carefully grabbing hold of the strings on her bottoms so she wouldn’t notice. She was talking about the house and yard when I gently untied both sides. When she realized, I jerked them away before she could grab them, just as Stephen walked back out. I backed away and yelled to him waving them in the air. He was staggering as he walked but started laughing out loud. Lisa came after me yelling for me to give them back. I tossed them to Stephen, who dropped them in the pool. He jumped in with the joint in his mouth and grabbed them before she could get to them. He then through them in the yard by the rest of her suit. Somehow, the joint was still lit and he passed it to her. He then got out and lay down on a lounge chair nearby. She and I smoked the rest of the joint by ourselves.

She gets talkative when she’s stoned, and she was VERY stoned. I was standing so close her breasts would sometimes be touching my chest. I glanced at Stephen and could tell he was passed out cold. I turned to lean against the pool and pulled her closer to me. She was talking still and hardly seemed to notice that my erection was pressed up against her pussy and my hands were on her ass. At some point, she did notice and looked down as she grabbed my cock and said, “Oh my! Did I cause this.” I laughed and said, “of course, but it’s not the first time.” She was smiling and looking down while she stroked my dick then said, “This is impressive! Have you ever measured that thing? It’s like a third leg!” We both laughed and I pulled her in. She looked up at me and I kissed her. She kissed me back for a minute or two then said, “We’re drunk! We better go to bed before we do something we’ll regret! Help me get Stephen in the house please?” We tried to wake him up but he was out cold. We managed to get him to his feet long enough to each get an arm around him, then we half dragged him to the house. I knew we’d never get him upstairs so we took him to the couch and lay him down. Lisa went upstairs and got a blanket and pillow, I was surprised she was still naked when she returned.

I asked if we could smoke another joint so she went back to her room and got one. This time when she returned she had a large towel wrapped around her. We talked as we smoked, and sat there talking for another hour or so. I could tell she was getting sleepy, and I actually was myself. I looked at the clock on the stove and saw it was 11:15. I asked he if she was ready for bed. She said yes and we decided to just let Stephen sleep. When we got upstairs I grabbed her and asked where I should sleep. She pushed me away and said, “In the guest room of course!” and smiled. Shen then kissed my cheek and said “Sweet dreams,” and dropped the towel and closed her bedroom door.

I went to the guest room and tried to sleep. I couldn’t get the image of her standing against me naked out of my head! After about half hour I got up and went down to the kitchen for some water. Stephen was snoring like crazy so I finished the water and went back upstairs. I was drunk enough that I nearly fell back down. Fortunately, the rail was there and I didn’t. When I got upstairs, instead of turning toward the guest room, I turned to the master bedroom. I tiptoed over and checked the door knob, it was unlocked. I eased it open and went inside. The bathroom light was on causing a fair amount of light in the room. I looked at the bed and saw Lisa lying there on her back. She had a blanket that covered her from just below her chest. Her perfect tits were right there and were simply too much to resist. I walked over and eased onto the bed, sliding the cover off as I did. Her shaved pussy, with a small “landing strip” at the top was partially spread due to one leg cocked to the side. I crawled between her legs and eased my arms under her thighs and gently spread them apart. I then began to kiss and lick at her clit, while inserting my finger inside her. I was shocked at how wet her pussy already was, my finger slid right in. I heard her moan saying “Mmmm….” and she spread her legs further apart. She was soon lifting her hips as I ate her pussy and she reached down grabbing my head with her hands and pulled my face tight into her deliciously wet pussy! She began breathing loudly as I ate her. She then squeezed her thighs tight against my ears and rocked side to side moaning. After a minute, she relaxed and just lay there. I got on my knees and climbed up her naked body, then positioned myself over her with my cock at her vagina. I pressed the head of my dick into her pussy just inching it inside. I felt her pull her legs higher giving me access. I looked down at her, she was lying there with her eyes closed and was just slightly pushing her hips up toward me. I pushed a little further, in and out, in and out, a little further each time. I was only about 1/3 of the way in when I looked at her holding myself up on my hands, and pushed all the way in. When I did, she spread her legs wide and groaned loudly “Oh my God!” She opened her eyes and looked at me for the first time. She didn’t speak, she didn’t get mad, she just tilted her head back and closed her eyes again. I started pumping harder and a bit faster. She was making a sound like “ooh…ooh…ooh” and after only a minute she shook all over and moaned out loud “Ohh my god! Ohh my god!” Her fingernails dug into my back and she held on tight. She had several more bursts of shaking then relaxed again. I continued to fuck her, speeding up more and getting harder and harder with my thrusts. Within a couple of minutes she started shaking all over again, this time loudly yelling “God almighty! Holy fuck!” She again shook like crazy, arms still tight around my back, and then she went completely limp! I looked at her, she was looking up at me biting on her bottom lip. I leaned down and kissed her, she eagerly kissed me back and whispered. “I can’t believe this! Did you finish yet?” I told her not yet and she asked “God almighty, how long can you last?” And she laughed. I laughed back and said “long enough to make you cum at LEAST one more time!” She looked at me and said “Really? Because I don’t think I can, well…I never have anyway.” We both laughed and I kissed her again. I then turned her over got on my back and pulled her on top of me. She tried to ease down onto my dick but I pushed my hips up while jerking down on her hips. She then started bouncing up and down and about 30 seconds in she leaned back and started shivering. I kept pumping into her and she finally fell forward onto me. I didn’t stop fucking her, she was now going to have to take my cum or eat it. I asked if I could cum inside her but she said she had run out of pills and doesn’t want to get pregnant. So I said, “In that case, you better slide down and take it in your mouth because I’m not leaving it on the bed!” I stopped and pushed her head down and grabbed her hair and said, “Suck it now!” I pushed it in her mouth just in time. She struggled to take it, and didn’t get it all, but she was a trooper and swallowed most of it. I then got up and got in the shower. Lisa was still on the bed, lying naked on her back. I had already shot a bit inside her and I saw it leaking down her leg when I came out. She was still breathing heavy as she lay there with her eyes closed holding her tits with both hands. I walked over to her and said, “So, I was right.” She looked at me with a confused smile on her face and asked what I was talking about. “I told you a long time ago I would fuck you, remember?” Her eyes got big and her mouth dropped open. She didn’t say anything at first but then said “Well, I guess you were right. You fucked me good!” I laughed and went outside and got my clothes and dressed. When I came back in I said, “You can walk me to my car if you’d like.” And turned toward the door and she came with me to my car. She followed me to the door and I pulled her to me and said, “Remember, I’ll call you soon.” I pulled her to me and kissed her. I was already getting hard again and said, “I better go before I fuck you again right now!” She asked “Are you serious? You could go again already?” I took her hand and placed it on my dick, which was already getting hard. I kissed her again as she stroked the outside of my pants. I then told her good night and left. As I backed out of the driveway, she was still standing there watching. She finally turned and went inside.

We have been fucking fairly regularly since then, a minimum of once a month. She’s loosened up a lot and we have experimented with new things. Stephen knows about us and has never complained. At times I stay with them and Lisa will slip into my room for a while. Other times, I bring a lady who sleeps with me. Lisa doesn’t like that, but she doesn’t say anything.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I was fine with it! She is always excited when I tell her I’m coming over. The weekend after our initial “hookup” I went back over there. Stephen wasn’t home from work so we smoked and talked and she told me she’d never experienced so many orgasms at one time before. She initially said we couldn’t do it again, but that only lasted until we stood up and I started undressing her. I fucked her over the back of the sofa. This time, I shot my entire load inside her. When we were done, I left and said I’d call her later.

I have no plans to end things anytime soon. It’s a great relationship, so to speak, for me because I get laid whenever I want. I still live with her sister and have even fucked them both within a couple of hours, though never together.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Intoxication, Power / Dominance, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Not at all

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? I’ve told several friends. They didn’t believe me at first so I had to prove it by calling her over to my house. Lisa came over and as soon as I asked her to, she flashed her tits and before the night was over they knew I was telling the truth.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? A little bit

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Getting someone that I knew didn’t really like me very much to totally give in to me sexually. She’s becoming more and more sexual. I always treat her with respect, but at times I assert some dominance over her.

What was the WORST thing about this hookup? If I had to say there was anything bad at all, it’s that I don’t really do things with them as just “friends” anymore. If I get together with Lisa and Stephen it almost always ends in sex. My relationship with Stephen has changed too. He and I never go anywhere together anymore, but I never really felt a connection with him anyway.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I never tried having a submissive partner before, this is new and exciting for me. I find I’m open to things I probably wouldn’t have been open to before. For example, a lady I’m dating and I went to a swingers club recently. We both enjoyed fucking someone else, though it required condoms, and that’s something I never would have done before. I’d like to take Lisa soon.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? This was by far the most exciting thing I’d experienced at the time it happened. I wasn’t sure if I’d ever have a chance like that again.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I like casual sex. I’d like it better if there were no AIDS, herpes, or other STDs. I didn’t think about it with Lisa that night because I knew I was clean, and she’d been with Stephen for a long time. Robin had told me she’d only had 2 partners before she married Stephen so I was sure she wasn’t sleeping around. But, as long as people are using protection, casual sex can be the best sex!

What do you think about the Casual Sex Project? I love this site! I love the stories, they give me ideas for things to try!

You have a hookup story to share? Submit it here!