My Girlfriend’s Sister In Law – Our Toy

by Carlos

What’s your gender? Man
How old are you? 22
What’s your race/ethnicity? Hispanic / Latino/a
What continent do you live on? North America
What country and/or city do you live in? Dallas
Highest education received: Some college (currently in college)
What’s your current relationship status? In a serious relationship (open)
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 1

My Girlfriend’s Sister In Law – Our Toy

How long ago did this hookup happen? 2 month

What was your relationship status at the time? In a relationship (open)

How would you best classify this hookup? Friends-with-benefits

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? I’ve known my girlfriend’s sister-in-law, Val since I was 14. Val was 17 and she was the girlfriend of my girlfriend Cindy’s brother. Cindy and I have been dating since we were 14. Cindy is 5’4″, a perfectly sexy body with C cups and a bubble butt. Val is 5’6″, D cups, and a perfect hourglass body, even though she has two kids with Cindy’s brother. Val is our toy, we’ve been with her for 9 months. We have good sex but Cindy’s brother has no idea about all of this.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Val is a stripper and escort. Cindy and I are still in college and Val asked if we wanted to go to Vegas for spring break. Cindy’s brother would take care of the kids. So we said yes to Val. Val said she was paying for everything since she got a big payday from her sugar daddy. We got to Vegas on a Tuesday and we stayed at the Bally’s. As soon as we got to our room Val gets naked. She is usually naked around us and we all decide to lay in bed to rest for a while. I start sucking on Val’s tits and she strokes my cock with her hand. Cindy watches us and tells me to fuck her since that’s what Val wants. I get on top of Val and stick my hard cock into her pussy and fuck her hard until she screams in pleasure. After Val comes, she says Cindy is next. Cindy starts stroking my cock and gets on top of me. She starts riding me until we both come and then the three of us take a shower together.

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? They decide they want to go to Gilley’s Bar at the Treasure Island. We start drinking and dancing and Val meets two other guys who wanted to take her back to their hotel. We leave the club at around 2:30 and head back to gamble. We play for about two hours and then head up to the room. Once there, I start kissing Val and get her naked and start fucking her doggy against the wall. I come inside her and Cindy puts on her strap-on and fucks Val against the wall. After a bit, I put Cindy on the bed and fuck her with her legs up over my shoulder. After we both come, Val lies down on the bed and Cindy and I take turns eating her pussy until Val comes too.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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?

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Intoxication

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

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? Very

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

To whom did you talk about the hookup? How did they react? Just my ladies

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Vegas time with my ladies and having sex with them until we can’t anymore.

What was the WORST thing about this hookup? Nothing

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