He Asked Me To Wear Pantyhose

by GRL

What’s your gender? Woman
How old are you? 18
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Some college (currently in college)
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 22
How many hookup stories have you here posted before? 1

He Asked Me To Wear Pantyhose

How long ago did this hookup happen? Last weekend

How would you best classify this hookup? Paid sex

How long did you know the person before this hookup? Just met that day

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? He sent me a message on Tinder looking for a quick hook-up because he’d be in town for a vendor’s meeting this weekend. He’s part owner of a company and liked my profile pics. I recently added a bikini pic and a risqué bra & panty pic; looking for fun, but not for free. The guy was in his 40s, with light brown hair and brown eyes. His profile had shirtless pics of him on a boat and at the beach.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He asked if I was DTF for $, and I told him F YEAH! We then messaged some more. I told him I’d meet him after band practice Friday. He asked if I’d wear my band outfit. I told him NO; we can only wear it practicing or performing and I could get kicked off or loose my scholarship if I wear it elsewhere. He said he liked women in pantyhose. I thought it was getting weird and was about to delete him, but I asked Jen. She said guys are into it and told me to keep messaging, but to make sure he’s not into stuff I don’t want to do. We messaged more and he’s not weird. The next day, I shared my IG and he loved it. I agreed to wear pantyhose, but expected extra $. He said he tipped well. I agreed to meet him for regular sex.

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? After practice, I shared a couple of joints with my roommates, put on a pair of nude practice dance tights and a dress, then called an Uber. I met him in the lobby. He was checking me out and I noticed a ring on his left finger. We went to the room and he asked me to sit on the edge of the bed. He took off my shoes and began rubbing my feet on his face. His hands rubbed my feet & legs then he slowly pulled off my tights. I thought, is that why he liked pantyhose? He then dove in and gave me oral. I liked it, he was actually very good!
Then we took off our cloths. He had smooth sexy abs. I couldn’t resist feeling his hard chest. I sucked his cock got on the bed and opened my legs. He put on a condom, got on top, and began pounding me so hard I started cumming. We fucked for a long time in missionary, cowgirl, & doggy.

He finally finished around 1am, I was so tired. I wasn’t planning on wearing the tights home, but he asked to watch me put them on, so I did. He kissed my feet and put my shoes on for me. Then handed me the $ and asked if I’d hook-up with him the next time he’s in town. I said sure. We exchanged numbers so he could send me an IM. I called an Uber and left. He paid me more than anyone so far.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? He’s a nice hot guy and isn’t weird, he’s just into pantyhose. I’d hook-up with him again. He does tip well.

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

What were your motives for this hookup? To feel better about myself, To feel more desirable, Everyone else was/is doing it, for $

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Marijuana, hashish

How intoxicated was your partner? Not at all (no alcohol or drugs)

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? My roommates. They do it all the time and we swap stories.

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? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? The best oral I’ve ever had! Getting paid to be pounded by a hot guy! He asked me to hook-up again.

What was the WORST thing about this hookup? Nothing. It was the best sex I’d ever had!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I used to think a girl was slutty for fucking around, but now I don’t. The more experience I have with different partners, the more self confidence I get. It feels good knowing I’m attractive enough for someone to look at pics of me and pay $ for sex.

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? I think he’s married, but he’s not the first married guy I’ve hooked-up with. My bf’s 3.5hrs away. I’ve driven to visit him a few times, but he’d rather binge games with his friends. My roommates told me to enjoy my college years and had me try Tinder a couple of months ago. It’s a fun/easy way to have sex without the commitment and make $.

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? It’s not a bad to have casual sex, with protection! It’s even better when you get $.

What do you think about the Casual Sex Project? Love reading the stories.

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