World’s Longest Blowjob

 

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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? CHICAGO
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Self Employed
What’s your current relationship status? Single
Religious affiliation: Catholic
How religious are you? Not at all
What’s your sexual orientation? Bisexual
Any other term(s) that describe your sexuality or sexual identity? polysexual/pansexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 0

World’s Longest Blowjob

How long ago did this hookup happen? 10 Days

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a week

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? Let’s call him “CARL” for privacy. He was my age, blonde, on the heavier side, but overall clean cut and attractive. We met on Tinder. He was very forward about keeping in contact with me and seemed very interested. He was also very inconsistent about committing to dates we’d planned and he’d often back out, so it took a bit for us to actually meet. He had opened up about serious mental illnesses in some previous conversations, which was intimidating to me because it seemed to be a contributing factor in his overall unpredictability. I was also freshly out of a long relationship with another woman and I felt generally anxious about my performance with men.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He came over to watch a movie and we smoked weed a few times over the course of the night. Halfway through the movie, he asked if it was ok to “cuddle” which I guess meant caressing my inner thigh. I tried to nudge his hand away but I don’t think he got the hint, and eventually, I warmed up and was pretty into it. When the movie was over he asked if he could stay the night and I said “sure” and offered him a futon or my bed. He said the bed would be more comfortable, which was the most thinly veiled “I wanna fuck” I’ve ever heard. I obliged but I was hesitant, and at this point getting pretty tired. We kissed a little and he pressed his hard cock up to my thigh. I wasn’t in the mood at this point, but he led my hand down to the front of his pants as if I hadn’t gotten the hint.

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? I told him that I wasn’t sure about where this was going and admitted my lack of experience. He was reassuring and (finally) asked what I wanted him to do to me. I asked him to play with my tits, telling him to be rough about it and that I’d let him know if it was too much. He felt around for a little bit seemingly gently before pinching my nipple suddenly and firmly in a really fucking awesome way. It was probably the first thing that he’d done to me that I enjoyed but it immediately made me so fucking horny. I was suddenly much more enthusiastic and he could tell. He slipped off his pants and I started to lightly play with his penis. I’m terrible at using my hands when guys are cut so I asked, “Can I /please/ suck your dick?” with enthusiasm that seemed to surprise both of us. I went to work with my mouth, starting off extremely slow and deliberate using only my tongue. I’ve always gotten praise on my skills in giving head but this guy couldn’t shut up about it, I honestly feel bad that he’s never had someone give his cock proper attention. He kept saying “Holy fuck, how did you do that? That’s fucking incredible. This is the best fucking thing I’ve ever felt,” which was a confidence booster and got me really worked up. Gradually I started to put more of his cock into my mouth and he immediately stopped me and said “No not yet. I’m gonna come if you do that. Wait.” He then tells me that he really loves edging, especially being bossy towards the girl trying to get him off about it. I went along with what ended up becoming the longest blowjob I have ever given. I stopped and started sucking this guy’s dick for a good 50+ minutes before he let me finish him off. Around the 40 minute mark, I was no longer into it at all and it had become almost a chore. Eventually, he blew an ENORMOUS load into the back of my throat with little warning. He continued to give me extensive praise for how good I was and how he’d never experienced anything like it or hadn’t ever come that hard in his life. He fell asleep shortly after and I flipped over and slept as well, left entirely unsatisfied.

Around 4 am I was woken up by him pressing his erect cock into my thighs and whispering into my ear about how much he wanted to fuck me. Normally I would be fucking pissed about this lack of consent and touching my sleeping body like that when we had not communicated any sort of boundaries about that sort of thing, but I happened to be really turned on by that sort of shit and that combined with being just a little too pushy about it hit some fucking sweet spot for me and I became aroused unusually quickly. I wanted to hop on his dick right that second and ride with an animalistic urge that I hadn’t experienced in a long time. Unfortunately, my gay ass had a grand total of six very expired condoms in various emergency stashes around my bedroom and nothing else. Instead of fucking, I sucked his cock again, in a much more satisfying fashion because he had more stamina and didn’t need me to stop every 3-5 seconds. He tried touching me while I was giving him head but he wasn’t that good and it was more distracting to me than pleasurable, so I asked him to stop. This time I found his worship-like praise of my abilities to be extremely hot. I started egging him on about it, teasing him more, and the more over-the-top he was about it the more aroused I became. This was something of a moment of self-discovery for me, as I really hadn’t known this was something I really really liked until that moment. He came again after about 10 minutes and fell asleep immediately. I fell asleep as well, but woke up a couple of hours later and hopped in the shower with my vibrator to settle my own frustration.

How sexually satisfying was this hookup? A little

Did you have an orgasm? No, not even close

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? The next morning was fine, he said he’d had a great time and we hugged goodbye and he went on his way, saying he would be in touch. When I went to message him later that week, I saw that he had unmatched me on Tinder. We haven’t spoken since. At first, I felt a little bit rejected but I’ve moved on from that and now just feel a little bit odd about it.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, To feel more desirable, To feel more confident, Power / Dominance, Making new friends, Just happened, I don’t know why, just went along with it, It was easy / convenient

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Marijuana, hashish

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Marijuana, hashish

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? 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? Told an old friend of mine without much detail, he condemned the guy’s pushiness for the most part.

How would you best summarize people’s reactions about this hookup? Neutral

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Sexual self-discovery and a huge confidence boost.

What was the WORST thing about this hookup? Poor consent, fear that something I was much less comfortable with would happen without my permission.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’m much more open to the idea and I feel glad that I broke a streak and can move forward with more confidence in my sexual ability regardless of potential partners’ genitalia.

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

All things considered, how NEGATIVE was this experience? A little 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’m glad that my generation is generally non-judgemental about it, regardless of if you like to have casual sex or not. Most of my sexual history has been with people I was in a monogamous relationship with, and I never felt judged for that, and still wouldn’t be if I started having a lot of casual sex. I think that this is influenced by the fact that my peer group is largely queer and sex-positive.

What do you think about the Casual Sex Project? I love this, it is a resource for the audience as much as it is research. Reading other people’s stories made me feel a lot better about myself and my experience. I also found the experience of recounting this story in honest detail to be really therapeutic.

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