by Sam
What’s your gender? Woman
How old are you? 20
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: Some college (not currently in college)
What’s your occupation? student
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 19
How many hookup stories have you here posted before? 3
Good Christian Girl Likes to Ride My Strap On
How long ago did this hookup happen? A couple weeks ago
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Friends-with-benefits
How long did you know the person before this hookup? For 1 to 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 called her Emma in the last story so let’s stick with that. She’s a sweet, modest Christian girl I know through my Christian friends. I always thought she was the most Christian of the bunch until this Canada Day weekend when we hooked up two nights in a row. I’d always liked her but never thought I could have her, so being with her was an incredible surprise. She’s tiny and blonde with really pretty eyes, a nice smile, and a nice skinny body with cute breasts that look big on her.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So we had sex for the first time a few weeks ago and have been nonstop texting since. We’ve been wanting to hang out again, but the problem is she lives with her parents and my roommate knows some of our Christian group, and Emma’s not ready to come out to them. Anyway, this night my roommate was staying at his girlfriend’s, so I asked Emma to come over.
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? She came in wearing lip gloss and a skirt, two things I’d never seen her wear before. I kissed her hello and told her she looked sexy. Her hands were on my waist and she told me she couldn’t wait to see me and I kissed her again. We said a few more words between kisses, but as we talked her hands slid down to my ass, so I figured she didn’t want to talk, and I got her shirt off. She got in closer and stuck her hands down my PJs to gently squeeze my ass. She seemed to like my ass a lot, but most people I fuck do haha. We made it to the couch in my living room and she sat on my lap as we made out. I would slowly suck on her tits like I did last time and she would take low, heavy breaths. She shyly got my shirt off and her hands explored my tits as we made out. After some more kissing, she leaned in and told me she really wanted to go down on me. She said she’d been thinking about it every day since we hooked up. She got on her knees and took off my pants and undies, then started licking me. She went soft and slow at first and I told her she could go harder. It started to feel really good and I told her how good it was. She would take breaks from licking and start fingering me, and then she would look up at me in this expectant way and I would kiss her. I told her she could stick more fingers in and she stuck in three, then started licking my clit, and I was over the moon. I held her face hard against my pussy while I came.
She crawled back up and we made out some more. I ran my tongue all over her mouth to lick her clean. After we made out some more I asked her if she wanted to try something new. I went to my room and put on my strap on with a shorter dildo because I didn’t want to scare her. I walked back into the room with the latex cock hanging between my legs and she laughed. I waited in the doorway and asked if she’d be okay with that and she laughed and said “yeah” like it was obvious. I sat back down next to her and she stroked the dildo like it was a dick to get a feel for it I think. We started kissing again, and I undid and slipped off her skirt and started massaging her clit over her panties. She slipped them off and I stuck a finger inside her as we kissed. Then she moved my hand, straddled me and slowly slid down onto the dildo, making a sweet little noise as she did. She looked into my eyes as she started riding me and it was really intimate because I was sitting and her body was so close to mine. She rode a little faster and every now and then she’d lean in to kiss me. She started riding me faster; the dildo was getting creamy and she was losing it. Eventually, she slowed down and said she wasn’t sure she could go on much longer. She was too tired, but she hadn’t come yet, so we got on the floor and she got on her knees while I got behind and slid the dildo inside her. I gripped her ass hard while I fucked her and the dildo got wetter and creamier. Her little butt looked so cute and felt so nice in my hands. I started fucking her as fast as I could and she started making noises. She was bent over with her face on the floor taking deep breaths for a while, then she sat up and turned around, all red and with a big smile on her face. She told me she felt so good. We made out for a little while, then had a shower together.
We cuddled in my bed with my laptop to watch a movie, and sometimes we’d pause it to make out for a minute or two. When the movie ended, we started kissing and the clothes started coming off again. Without me asking her to she started fucking me with three fingers and as hard as she could, and I was starting to burn up inside because of how good it felt, but also because of how much she’d changed since the first time we had sex. There was nothing shy about her now. I flipped her around and started licking and fingering her pussy while she did the same to me. She came, and then I did shortly after, and when I was done, her face, neck and the sheets around her were soaked. I did what I always do and licked and kissed her clean, then after cleaning up a bit we passed out in each other’s arms. We woke up with some time to kill before either of us had to leave, so I fucked her again with the strap on. This time, it was in the bed, missionary, and when we weren’t kissing we were making eye contact. It was starting to feel a bit romantic, and after we finished she told me she really liked me.
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? So, I started writing this shortly after it happened, then I set it aside, and things are quite different now! I’ve seen “Emma” a few times since writing this and on top of the great sex we’ve been on a couple great dates… she’s so much more than I expected and I might be falling for her. She’s told me she likes me so it’s up to me now… might have to say goodbye to my FWBs! Only downside is she’s nervous to come out and I’m not sure I want to pretend we’re not together… we’ll have to see, but I really like her.
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), Emotional intimacy, closeness, connection, Thought it was an important experience to have
How intoxicated were you? Not at all (no alcohol or drugs)
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 FWB, who’s a lot older than me. She’s really encouraging even though she says she’ll be sad if we stop seeing each other. Some friends, who are supportive of course.
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? It’s so exciting learning how bold she actually is.
What was the WORST thing about this hookup? Keeping it a secret from our mutual friends.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
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 love sex, casual or not.
What do you think about the Casual Sex Project? Love it.
You have a hookup story to share? Submit it here!