Hotel Hookup With a Surprise

by jacrou

Gender: Female
Age: 46
Race/ethnicity: Caucasian
Current location: NZ
Highest education received: College degree (eg., BA, BS)
Occupation: Co Director
Relationship status: Divorced
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 44
How many hookup stories have you here posted before? Numerous

Hotel Hookup With a Surprise

How long ago did this hookup happen? Yesterday

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One-night stand

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? My partner was a 40 year old man, 6’2”, slim and muscular, short fair hair and a broad smile. I met him online. Since my last FB (found online) left a couple of months ago, I’ve been taking my time and haven’t really been pursuing a lot of meetings.  I’ve met a couple online and have had my first encounter with them and am happy to continue that occasionally. I decided that what I need for now is to have the odd one off encounter with a man.  My former FB was very large (8.5 inches and thick) and I loved the feeling of him and was missing that so I went looking for someone with similar. This particular guy fitted the bill exactly and he was only going to be in my city for one weekend so suited perfectly.  We chatted a bit online in the weeks leading up to the hookup but I couldn’t meet him in person before the actual night.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? He was staying in a 5 star hotel in the city and I met him in the hotel bar.  We’d already discussed that the hookup may or may not happen, we would just meet first and have a drink and see. But I could tell quickly that it would happen as there was mutual attraction and it was easy to talk to him.  We had 2 drinks each and a fairly good chat.  He seemed a bit nervous and I then found out that he hadn’t had sex for over a year, since a relationship broke up.  He had actually had quite an adventurous past, getting involved in a number of MMF threesomes and talking about that (and comparing to  my FFM threesomes) really helped break the ice, and got us laughing. After the second drink we decided to go upstairs to his room.

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? Once in the room I took off my shoes and jewellery and then we lay on the bed together and started kissing.  He was a good firm kisser and I liked that.  We took our time undressing each other and kissing and touching, but eventually I got his cock out and it was as promised and beautiful.  In fact even better, as he was circumcised which is my preference.  (A note on that: I think it’s great we don’t circumcise as a matter of course anymore and my kids aren’t.  I only like it better to have sex with because the vast majority of my partners have been circumcised as it was common practice in my country  in my age group and that’s what I’m used to.  I know how to handle it.  I find uncircumcised cocks slightly mysterious and very sensitive which makes me nervous about handling them.  I’ve tried to get educated by asking partners to show me what they like but my observation is that the uncircumcised cocks I’ve met seem to have far greater variety and individuality as to what works for them – with a circumcised one it seems there’s a general approach which seems to work for everyone! Although as I said, I’m far less experienced with one than the other)  Anyway – once I had that out I sucked it for a while and he seemed to like it.  With an 8.5 inch cock there’s no chance I’m getting all that in my mouth though, though I tried.   He then licked my clit and he did a good job of that and I came fast.  We then fucked in different positions – missionary, doggie, I rode him etc, with small breaks in between and it all felt great. I just wanted to revel in that wonderful filled-up feeling that I’d been missing.  I came a couple of times, when he rubbed my clit while fucking me.  He hadn’t cum yet and was still gorgeously hard.  We got back into missionary and he started to fuck me hard and I could tell he was close to cumming.  He pulled out to cum on my stomach, but then it didn’t happen, and he laughed and said false alarm.  He started to fuck me again, then pulled out and rubbed his cock on my clit. He started to rub it a bit faster, kind of wanking himself while rubbing the end on my clit and it was kind of slapping against me.  It was an absolutely amazing feeling and I could feel another orgasm building up and I was moaning.  I came but then it built further and seemed to go on and I felt this warmth and wetness and I thought he was cumming on me but when I looked down he wasn’t, it was me and I was squirting crazily and it was just going on and on and on, spraying all over his legs and stomach and all over my legs.  He just kept going with his cock slapping my clit and for as long as he did it, I kept squirting.  I had squirted 4 times before but on those occasions it had been like a one-off squirt and to be honest it didn’t feel much different from an ordinary orgasm. This felt TOTALLY different, I could feel myself cumming, I could feel the surges from inside me like warm waves.  We were both completely blown away and were just staring down at it happening, then at each other, open-mouthed.  He did it for as long as he could because it was quite strenuous on his part, and then he came on my stomach.

We collapsed in a panting heap for a minute, hugging each other and laughing, then got up to inspect and his hotel bed was absolutely drenched.  There was a massive wet patch right in the middle of it, soaked through to the mattress.  We got some towels and mopped up as best we could as well as drying ourselves as we were all wet too.  Then we lay on the towels and cuddled and talked about it.  He said that had never happened to him before and I said likewise.  We chatted a while and kissed and cuddled and he said he couldn’t get the image of it out of his mind, and it was so hot.  He said he was getting hard again and could we try it again and see if it worked a second time?  I said for sure, although I wondered If there could be anything left for me to squirt! He ate my pussy for a little bit, then fucked me again for a short time, before withdrawing and starting to slap my clit with his cock again in exactly the same way.  To our delight, it was as simple as that, like turning a tap on and away I went again.  Again, he did it for as long as he could, then collapsed exhausted.  I felt pretty knackered too.  We cuddled and kissed a bit longer, marveling at the experience – we agreed it had been pretty fabulous.

Did you have an orgasm? Did your partner(s)? YES – several unforgettable ones.  And yes.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? I’m on the pill, plus I’m 46 and at the end of my cycle. And he didn’t cum inside me. Pretty much impossible I think.  We were going to use condoms but didn’t.  I got myself all checked up not long ago. He hadn’t had sex in a year and before that was in a relationship.  We both said we were clean and had never had STIs, I think it was low risk.

What were your REASONS for having this hookup? Both of us needed some sexual satisfaction.

Were alcohol or drugs involved? If so, how much? A couple of drinks each. I did not feel drunk at all.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? After a while I had to get up and go (had a babysitter) so got dressed and he walked me outside to a taxi.  We kissed and thanked each other for a great night.

I have no expectations for the future with him.  He doesn’t live in the same country as me.  I would be totally open to hooking up with him again if our paths crossed but also don’t mind if that never happens.

To whom did you talk about the hookup? How did they react? One online friend.  He said Wow.  I haven’t told anyone else (except the entire CSP community :-P) and probably won’t.

Was this a consensual and/or wanted experience for you? For your partner? Yes and yes

Do you regret this hookup? If so, why? NO!

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was the crazy squirting!  It felt amazing, and was totally unexpected.  I’ll be asking partners in the future to try the clit slapping thing!

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

All things considered, how NEGATIVE was this experience? Not at all negative

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