Squirter? I Hardly Know Her

This post is sponsored by Trust Massage Oil.


What’s your gender? Woman
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Delaware
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? Consultant
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 40-50
How many hookup stories have you here posted before? 0

Squirter? I Hardly Know Her

How long ago did this hookup happen? 1 day 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 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? Tall, dark hair, beard, lots of soft body hair. We have known each other for years, used to hook up, haven’t hooked up in years and only yesterday hooked up again for the first time in 2-3 years. I met them through school through friends. The first time around I was very enchanted and into him, the second time we were much friendlier cause we had gone through a lot of fighting and not talking after the first hook up. This time around it was much less emotional and more casual. We have always been very open with talking about sex and the things we have done in the bedroom, experimental or not.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hook up from last night happened when we were laying in his bed together, trying to take a nap. We were cuddling and while I was very shut off to touching him outside of us holding on another he had placed his hand on my hip and slightly under my shirt so his skin was on my skin. We re-positioned a couple times while cuddling and then I was facing him and he started to moved his hand on the lower part of my back, massaging it, slowly pushing it in, really stimulating my back and moving it still slowly up and down, rubbing each part, and my breathing became deeper and my body moved closer, and then it happened very quickly but I think I was the one to go in and kiss him and we started very intensely making out.

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? During the hookup there was a lot of making out at first, clothes being taken off by one another. He was about to eat me out but I didn’t want him to (something I’ve been going through lately because I usually love it when a guy goes down on me), so instead he came up layed next to me, held me and started to finger me. He is also amazing and is able to make people squirt (the only guy I’ve hooked up with that can, even though I’ve tried with others), and he started to put pressure on the top of my vaginal wall, increase speed, and I squirted all over his bed. My vagina was incredibly wet and I felt incredibly satisfied. He then moved me on top of him and we were making out again about to have vaginal intercourse and I started crying. A couple months ago things had ended with someone I was seeing in graduate school because of distance and I’ve been working on getting over it but still catch myself very depressed about it. It also didn’t help that I saw him the night before and he didn’t talk to me. So with that being said, I cried, tried to calm myself down and he was incredibly understanding. We lay there for a couple minutes and he suggested we take a shower to get the juices off of us. As we stood up naked and he handed me a towel, he held me, and we just stood like that for a moment. For some reason it really calmed me and I reached up and started to passionately make out with him again. I had to stand on my tip toes, positioned with his cock just grazing the top of my pussy, pressed against each other. He continue making out and he moved me to the bed onto my back and we continue to just passionately make out, his cock positioning between my legs, pressing again the entrance of my pussy but not going in yet. I wrapped my legs around his, kissed the top of his shoulder, his neck, his lips and he did the same back. Finally his cock entered me and it was amazing. He told me how tight I was and we continued with my legs wrapped around him, moving from wrapping around him, back to the bed, and then back around him, moving the top to press against him and be closer. I was already so turned on and he moved my legs up around his neck and made me come incredibly hard. I couldn’t have him touch me afterwards but wanted his cock back inside of me. He moved me and pushed me into the bed face down and fucked me from behind. Then I moved on top of him, rode him, and I’m pretty sure I came but he was going to cum so I rode him until he was about to, pulled off, and had him cum on his stomach while I was hovering over him. After we came we lay down and talked for a while and he had always told me about the hitachi magic wand. He pulled it out and wanted me to try it. So he placed a condom over it, placed it on my clit, and put his fingers inside of me and made me squirt again while stimulating my clitoris. Again, amazing.

We took a break, took a quick shower. Usually I’m intimate and making out in the shower as well and helping to wash the person I’m with but since it it was only a hook up I didn’t want to do that with him. I had my walls up and still could think a lot about the guy I had been previously seeing. It was our first time showering together though from even the first times we had hooked up all those years ago. After we went back to his room, I watched him play a game and he had me sit on his lap. I had to leave soon because he had a meeting he had to get to. So with 20 minutes to spare and I became incredibly horny again (It’d been maybe 2 months and once I’m stimulated I stay stimulated for a while) I started to make out with him while we were sitting there. He told me we didn’t have much time and I told him we’d be quick. We ripped our clothes off again, I pushed him to the bed, got on top of him, and placed his cock into my pussy and rode him again. He moved me onto my back, put my legs up, and told me he wanted to show me something. He started pumping harder, with my legs crossed, around his body but still propped straight up. He kept going and made me squirt so much, like there was so much fluids on his sheets after, in that position. I had never squirted from a penis inside of me, only the hand. He again flipped me with my face into the bed, fucked me, and came all over my back. It was really hot and after it ended I asked him if he could wipe off my back, which he did. We checked the time and we had done all of that in 10 minutes, with 10 minutes to spare. We got dressed, he walked me out, I went and got some food, and drove home.

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? I’m sitting here right now thinking about it. We talked a little bit about a game we both play and I messaged him at 2:30 in the morning because I found out later after everything happened that the guy I was seeing before and we ended over distance was seeing someone else. Which is fine but to not take away from the story, we had been good friends, hooked up, I fell hard, we both moved for jobs, and things ended a couple months after that. He said he wanted to be friends and talk but he has ignored me and not talked to me in person since. I was more upset about that and reached out to the guy I had hooked up with because we had talked about the other guy I was seeing multiple times. Looking back I don’t think I should have done that but I feel okay with it. I feel satisfied since I haven’t had sex in a while. I feel hopeful that this will move me towards being able to have sex with other people, casual or not because lately I have been too depressed to have sex, and the times I have tried ended with me not being into it even before penetration. I feel thankful that I could have sex with an old fling and it makes me be able to move forward. I feel very similar to the person like I have before and don’t have strong romantic feelings like I had all those years ago.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Withdrawal, IUD (Intrauterine device), Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Emotional intimacy, closeness, connection, To feel better about myself, To feel more desirable, To feel more confident, To cheer myself up, I was feeling lonely, Power / Dominance, Just happened, I don’t know why, just went along with it

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 gave enthusiastic consent

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? I talked to my male old roommate/ friend as we were driving home from the bar later that night and discussing the other guy I had been seeing. He didn’t really seem to care and after I brought it up we continued talking about the other guy and we talked about how we wish sex and distance wasn’t a thing.

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? Somewhat

Why do you regret this hookup? I regret that we had a past that ended badly all those years ago, where I couldn’t see the person without crying, and was very mad/upset at how things ended between us. It has taken years of us not talking, talking, fighting, and now me being upfront about every feeling I had after things ended the first time. I almost had a rush of power when we hung out, or cuddled knowing we would never have sex and I didn’t want him to touch me. I think I just felt very vulnerable and really wanted to have sex that I was okay to give away that sense of power in exchange for some pretty fucking good sex.

What was the BEST thing about this hookup? The squirting. Hands down. It is the best sexual feeling I have ever had. I have been searching for someone else who can do it, as well as trying with the guy that I was seeing before hand. It makes me so turned on, is an amazing orgasm, and makes me incredibly wet for vaginal penetration.

What was the WORST thing about this hookup? The crying. I didn’t mean to get emotional and I knew that I would just because the other guy has been in my head for months now. I feel embarrassed that I did it, that I lost control, and had those thoughts over power the situation I was in.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No. I have been very okay with casual sex for a long time.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? I’m not a horny mess. He opened up a flood gate and I have to go back to a place where I don’t have a significant other or friend with benefits. (I was home visiting for the holidays)

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? Personally, I am for casual sex. The issues that I have seen come up in my person life is when I want to have a romantic relationship with a person I have casual sex with it usually ends badly. Either I do not communicate enough, am too “chill” so they find someone else, or something else comes up. I definitely use casual sex as a guard to having a serious long term relationship and don’t know how to bridge the too. I enjoy sex a lot more from a person I care a lot about and can have a more intense orgasm because my mind is so into it compared to a person I may be having casual sex. With casual sex I don’t feel as invested and as into it as I would with a person I care about. As for role in society, I feel like sex is a need that needs to be filled which is different than intimacy and loneliness. A lot of people have a lot of things they want to focus on and I think it’s fine to not think about a long term relationship but fulfill a need. I think the issue comes with casual sex is communication. I think a lot of things fade and it’s socially accepted to not talk to the other person about the hook up ending because they have no obligation to one another. I think that there should be a huge focus on communication in casual sex to make sure everyone is on the same page and to talk about that it’s okay if things ends and fade but be sure to communicate it to your partner, as with friendships and any other relationships. I have had a lot of times that a guy would start seeing someone else, ignore me, and then expect me to be okay with I find out. I would be angry and upset at first but being able to process it is much more beneficial to the friendship or relationship than if I found out through someone else. It shows a level of respect and character to let someone know and in the end it better for both people.

What do you think about the Casual Sex Project? I am very impressed with it. I have not had a chance to read the stories but I hope it provides information to people who are curious about it and to see a new perspective. I think a lot of people have questions that they are not able to have answered and it’s good to have a place where there is a collections of stories of things people have gone through and to see multiple perspectives about it.

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