by Ari
What’s your gender? Woman
How old are you? 32
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Brussels
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Secretary
What’s your current relationship status? In a serious relationship (open)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Open-minded, uninhibited
How many sexual partners have you had in your life (including oral sex)? 40
How many hookup stories have you here posted before? 0
The Guy At The Front Door
How long ago did this hookup happen? 16 years ago
What was your relationship status at the time? Single
How would you best classify this hookup? Fuck-buddies / Booty call
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? I used to wait for my friend at her front door and sometimes I arrived a bit early, so I would play music on my cell-phone and if I was in the mood, dance to it. There was this guy, a neighbor of hers, who would usually get home from work at around the same time. He didn’t seem to be able to take his eyes off me all the way from his car to the front door and we would say hi to each other as he walked inside. Some girls feel uncomfortable when a mature man looks at them, but I’ve always been quite fond of older men, so it made me feel sexy and desirable. It got to a point where I would miss him if he didn’t turn up or start dancing provocatively when I saw him coming. Usually, there were more people around, so we would just greet each other, but one time it was so hot outside that the street was empty, and he told me that if I kept dancing so sexy in his front door, he would have to invite me home. Maybe I should have thought twice before replying, not knowing if we were a nice guy or not, but I said, “OK”, grabbed my cell-phone and went upstairs with him. He opened the door of his house and for a few minutes just went about his business, putting away his work stuff, changing clothes, drinking water, as if I wasn’t even there. I followed him to the kitchen and asked him for some water; he began feeling me up as I drank it and he could tell that the situation was totally new for me. With his hands on my ass and his face just a few inches from mine, he asked me how old I was, and I told him I was 18, even though that was a lie. He could feel how nervous I was, and he told me that I was free to leave if I wasn’t comfortable, but just as he was saying that one of his hands reached my breast under my tank top, which made me even more nervous but felt great at the same time. We started making out and he made me sit on his kitchen table and he dry-humped me; I was enjoying it a lot, but I found it hard to loosen up. He stopped kissing me after a few minutes and I thought he had grown tired of my nervousness and was going to tell me to leave, but instead, he offered me a massage to help me relax. He took my hand a led me to his room. In an amazingly matter-of-fact way, he told me to take off my clothes and lie down in bed; I did, but I left my panties on. He began rubbing my back very nicely, really helping me relax, but after a few minutes, he told me to spread my legs and began caressing all the area around my vulva, getting very close to it but never enough to touch it, driving me crazy with anticipation. I was really turned on and trying to stick up my ass as much as possible; I wanted him so bad to take off my panties and touch my pussy, but I was too shy to tell him. Eventually, he asked me to turn around and began massaging my boobs, which made me feel a bit self-conscious since they’re rather small, but he was so good with his hands that I didn’t mind. My legs were invitingly wide spread and he finally complied and took off my wet panties to rub my vulva. Then he started fingering me, something I remembered as a little bit painful, but with him, it was different (or maybe it was the fact that I hadn’t been so wet in my whole life). I didn’t know whether he was going to fuck me, and I wasn’t sure if I should tell him that I was a virgin, but after a few minutes, I began feeling as if I was going to pee myself. I wanted to ask him to stop, but by that moment he had me moaning so hard that I could hardly speak and finally I realized I was going to cum. I had always thought that my first orgasm would be fucking, but this guy, just kneeling between my legs, with two fingers in my pussy and his thumb playing with my clit, made me cum in the least romantic and intimate way possible, giving me a huge physical pleasure but making me feel so empty inside. I think he could see the mix of satisfaction and sadness in my face, because he immediately leant down to make out with me. My legs were wide open, and his cock was rubbing against my pussy while we made out, so at that moment I was quite sure that he was going to fuck me. I couldn’t help getting nervous. He had always seemed like a nice guy to me, but at that moment I realized that being a mature guy who was surely used to going all the way on a first date, he was probably also used to being with teenage girls and taking it easy with them, because in the end he just straddled me and told me to give him a hand job. That was something I had already done quite a few times, but still, he had to show me a couple of “tricks” to do it better for him. And what I had never experienced was having the guy finish on my body; he came all over my belly and my breasts and it was a little bit gross, but I couldn’t help getting turned on when he used it to massage my boobs while we made out lying next to each other. I had like a thousand calls from my friend when I got dressed and left his place; at least she had no idea I had been with her neighbor. I texted him about it when I got home, and we finally agreed to meet again in his place, but from then on either on weekdays after leaving my friend at her place or during weekends in the morning. The morning thing made me fantasize about sleeping over at his place, but I didn’t tell him because I didn’t want him to know that I had a crush on him. I couldn’t wait to be with him again, but I didn’t want my friend to suspect anything. Nevertheless, as I was leaving my friend’s place, I met her neighbor as he was coming back from a run. He asked me what time I had to be home and I lied to him. We went to his place and he suggested we take a shower together. We made out in his bathroom while slowly stripping each other’s clothes and then got in the shower and gently soaped each other up. He took a razor and delicately shaved my pubes because he wanted me to be perfectly smooth before he went down on me. Finally, without even drying ourselves, he walked me to his living room, instructed me to get comfortable on the sofa and knelt down in front of me. Oral sex, (both giving and receiving) was something I had been fantasizing about for a long time, and it felt really wonderful. He did me very gently, kissing all the surrounding area for a long time, driving me crazy with anticipation, then licking my labia, slowly opening them and getting all my vulva so incredibly wet, and finally sucking my clit while putting the tip of his fingers inside my pussy and my ass, making me cum so hard that all my body shook uncontrollably. I was moaning so loud that I was sure that my friend and her parents were totally hearing me, which made me even hornier. He sat beside me on the sofa and we made out while he massaged my breasts and I stroked his cock. It was so hard and throbbing that I thought he wanted me to ride him, so I began to get up on top of him, but he held me down and told me to rest my head on his lap. I put his dick in my mouth and began sucking on it as best as I could, being my first time; like the previous occasion, he gave me a couple of tips and warned me that he expected me to “take it in my mouth but not swallow it”. I liked the taste of his precum and the feeling of having him in my mouth, so I went ahead with it. When he was getting close, he told me to kneel down and suck just the tip of his cock; he finished just a couple of minutes later, filling my mouth with his gooey, warm stuff. As I was getting up to go to spit it in the bathroom, he made me get on top of him and forced me to make out with him with all his cum in my mouth. It was so gross: he had squirted so much that some of it spilt out of our mouths; the rest got diluted with our saliva and I ended up swallowing most of it. Funnily enough, when I went to bed that night and remembered our encounter, that was one of the parts that turned me on the most.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The next day was a Friday, so there was no way I could find an excuse not to go out with my friends. I tried to call him on my way home, but his phone was off and so where the lights in his house, so I texted him asking whether we could get together on Saturday morning. He wrote me back the following day telling me to find an excuse to sleep over at his place, which wasn’t hard at all (my friend and I sleep over at each other’s place all the time) and that was exactly what I wanted.
I rushed to his place right after lunch and we practically ripped each other’s clothes off. I was so ready for him and I didn’t want to do anything that gave him second thoughts, so I “forgot” to tell him I was a virgin. He took me to bed, gave me oral for a while (this time licking my ass, too, which felt weird, but great), then fingered me until I was moaning and my legs couldn’t be more spread apart, and finally slid his cock inside of me. He stopped a little ways in and I thought he was going to pull out, but he looked me in the eyes, saw how horny I was, smiled at me and thrust his cock all the way in, making me whine in pain. He held it there for a while and then took it out to show me how it was covered in blood, but not too much, and then penetrated me again.
He fucked me very slowly and gently for a long time. The pain subsided after a few minutes and I began to really enjoy it, even though I was pretty sure there was no way I was going to have an orgasm my first time. Then he began groaning and fucking me faster and harder. I really thought that he was going to cum inside of me, but I didn’t want him to stop. Anyway, in the end he pulled out, knelt next to my face and squirted all over my mouth, my nose and my cheeks. It was so degrading, and I should have told him not to do it, but somehow I got mesmerized looking at him rubbing his cock in front of me. And it was so gross to have his cum all over my face (for quite a long time, too, because afterwards he put his cock in my mouth and made me lick it clean), but then he was gentle enough to help me clean up. We made out for a while in bed and then he suggested we watched a movie. I don’t even remember what we saw, because we didn’t put any clothes and I sat down laying my back on him, so he spent the whole time caressing all my body. I just remember seeing the title credits with my legs wide open, feeling his hard cock on my back and his fingers playing with my clit. My pussy was a bit sore, but after two hours of caressing me, I was so fucking horny that I just turned around, slid his cock in my pussy and began riding him. It felt much better than the first time, just a tinge of pain if I tried to take the whole thing in, and in that position, his lips were most of the time sucking on my nipples and he was free to play with his fingers on my clit and my butt. Actually, after a few minutes his middle finger was all the way inside my ass and I knew I was going to cum. I began riding him faster and harder, moaning louder and louder, completely covered in sweat, and after a couple of minutes got a strong and long orgasm. I just stayed in the same position until I recovered my breath; he was still hard inside of me and he suggested I tried and see if I could cum again. I had always thought it was something rare, but it didn’t take me much effort to cum for a second time, although it was smaller. He was still hard, so I kept on riding him. After a while, he warned me that he was going to finish, but it felt so good that I didn’t want to stop. As soon as he realized what was going on, he lifted me up in the air, made me lie down on the sofa, held my legs all the way back until my knees were next to my face, and fucked me so hard that the neighbors complained because the sofa was banging against the wall and one of the paintings fell off. Even so, he didn’t stop until he finished inside of me, which really felt great. We talked about it afterward and he said that being his second in just a couple of hours, he didn’t think there was much risk of getting me pregnant, but he suggested getting a test in a couple of days (I did, and it came out negative).
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 precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal, Plan B / Emergency contraception
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Submission / Relinquishing power, Making new friends, Didn’t want to disappoint my partner, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient
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? Somewhat
Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’
How wanted was this hookup for your partner at the time? I don’t know / I’m not sure
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? Nobody.
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? Incredible sex with an attractive, mature guy.
What was the WORST thing about this hookup? Soreness.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I was really open-minded about it before, but now I think casual sex should be a must for everybody.
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? People, specially girls, should be more open-minded, especially when it comes to sex with older guys. I think it’s a great experience to have, and sex is much better than with immature boys your same age!
What do you think about the Casual Sex Project? Great stories! I usually read them with only one hand!
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