by Jacrou

What’s your gender? Woman
How old are you? 46
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? NZ
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Company director
What’s your current relationship status? Single
Religious affiliation: Atheist
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)? 47
How many hookup stories have you here posted before? A lot

Sick Sex

How long ago did this hookup happen? 2 weeks

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

How would you best classify this hookup? Fuck-buddies / Booty call

How long did you know the person before this hookup? For less than 6 months

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? This guy, who I generally call The Struggling Artist, has been a regular FB for some months now. He’s in his late 30s, tall, on the skinny side, shoulder length brown hair, very bright blue eyes, a big smile. We’ve got a pretty good thing going. We get on really well, both of us are really happy to have something regular and casual, and what started as great sex has become even better. He has a really beautiful thick 8 inch cock. He has become an expert in the ways to make me squirt. Our joke is that whilst we are far from perfect (he’s a bit skinny and I’m a bit old), our bits look porn movie perfect together. Generally I see him once every 2-3 weeks. I have no kids every alternate weekend and he is really flexible about fitting in with my plans. If I have something on in the evening he’ll come over in the afternoon. Our other possible time is Friday during the day as he doesn’t work Fridays and my work is flexible. He is the first FB I’ve had who is single, drama-free, and completely fine with keeping it FB only although we’re actually more like FWBs now as we have become friends and do talk about a lot of varied things.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had agreed to meet on a Friday because for various reasons (school holidays and being away at weekends) after this possible friday it would be at least 3 weeks til we could meet again. However on the day I was a bit unwell with a nasty cold – sore throat and a headache. (Haha sorry if I fooled you with that reference to sick in the story title). I texted him and said I was still up for it but understood if he’d rather not catch my bug. He replied that he was also feeling sick with pretty much the same. We’d met a week ago so figured we had the same bug. After a bit of toing and froing we decided to proceed anyway with reduced expectations – namely that we’d just hop into bed together for a few hours and see how we went.

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? He knocked on my door and I let him in. I was on the phone (a business call) so I waved him into my room. I was wearing a fluffy bathrobe instead of my normal nice lingerie. I was sick and it was also cold. While I continued with my call he got undressed and got into his own fluffy dressing gown and climbed into my bed. I was still on my call but lay down beside him and he put his arms around me and kissed my neck and stroked my legs. Then he pushed my robe aside and really gently circled my nipple with his tongue while I kept talking on the phone. It was so nice and fun.

Finally my call finished and we said hi and hugged pushing our robes aside to press our bodies together. Normally we kiss a lot but agreed not to this time with our colds. Instead we kissed each other anywhere but our mouths. We also usually do a lot of oral but again we both had sore throats so decided not to. Ordinarily we have long varied passionate sex but this felt really different and it was quite nice actually. Simple and much less energetic. For quite a long time we manually stimulated each other and it felt so nice stroking his rock hard cock and feeling his fingers in me. He knows how to make me cum, he is quite forceful and vigorous and confident and he kept going and going until I started to squirt. Then he sat up between my legs and slapped my clit with his cock, a surefire way to keep me squirting. It felt SO amazing I was in a continuous orgasm and moaning with pleasure. We both watched and then he came and it looked so cool, his cum mixing with mine and spraying everywhere. He collapsed on top of me and I stroked his back (a lovely tanned muscly back) but then he pushed himself up over me again and said he felt like he wanted to cum again and he was still hard. I put my legs up straight against his chest and he held my ankles and entered me and just fucked me super hard. I was late in my cycle so my cervix was low and I could feel him pounding into me everywhere. It felt so incredible and I came and squirted again and he came again too. We collapsed exhausted in my soaking wet bed.

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? Afterwards we lay together for another hour or so and cuddled and talked. He has a lovely way of stroking me while we cuddle which makes me feel all blissed out. Normally we drink while we chat after but being sick on a weekday we passed this time. Being a bit older than him I have a little bit more life experience and we discussed a few things he wasn’t sure about and I gave him some advice (tax and flatmates haha). We agreed that we felt a bit better after our hookup than before and that it was a good idea. We also enjoyed the different kind of sex we’d had, constrained by our illness.

I feel the same about him as before – looking forward to next time.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

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? No one

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? Great to have a FB I can count on, even when I’m sick and nice we made each other feel better.

What was the WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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

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 a big fan and longterm habitual partaker. It’s something I keep hidden from all but my closest friends. Some of them know I do this but don’t know the extent or the details. There are people I know who would disapprove and others who would label me a slut and others who just don’t understand it. I’d like to see the double standard for women gone and I’d like it all to be more accepted.

What do you think about the Casual Sex Project? I really enjoy it – writing stories and reading stories. And I think it’s very valuable in exposing the breadth of people’s experiences.

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

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