Hot Chocolate (Wink Wink)

by Elsie

Gender: Female
Age: 35
Race/ethnicity: White
Current location: Scotland
Highest education received: College degree (eg., BA, BS)
Occupation: Manager
Relationship status: Married
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 19
How many hookup stories have you here posted before? 1

Hot Chocolate (Wink Wink)

How long ago did this hookup happen? A year ago

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…)? First of a short fling

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’ve already posted my latest encounter with Ron so I thought I’d go back to where it started. I met Ron at work and a group of us were on an extended business trip. He’d helped me out on a couple on things for work about a fortnight before and I started to like him, however I didn’t think to do anything about that, after all we were there to work. However as the trip wore on I started enjoying myself more in the evenings and so me and Ron started chatting after dinner one day.

Ron is about 5’8″, medium build, light brown short hair, Scottish accent, a couple of years old than me, and typical Scot turns red like a lobster after about 2 minutes in the sun.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were chatting in the bar and I’d had a few glasses of wine, we were sat close in to each other but that was it. I had quite a long drive the next day and when people started leaving he said to come back to his room for a coffee to sober up. I don’t like coffee but said hot chocolate would work, so off we went.

We got to his room where we made the drinks and he put on some music. I was still feeling quite tipsy and we were sat on the bed with a film on talking. We were kind of cuddling when we just turned to each other and kissed. He said he was surprised and wasn’t sure if it was a good idea as I’m married. I wasn’t sure what to do, but then he put his hand on my waist and told me what he wanted to do was to rip my clothes off. In his sexy Scottish accent (I live in Scotland but am English). That sealed it – I told him to go ahead.

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? We quickly got naked (I noticed he had some really odd stretchy, clingy red boxers on but not for long!) and kissed and explored each other’s bodies with our hands for a little while, and he got a condom and then entered me. We must have fucked for about half an hour in various positions, I was pretty impressed with myself as often I’m quite dry at first but he clearly turned me on big time by being so forward. He expertly flung me around the bed into positions I can’t normally reach and I absolutely loved it. Once he came we got comfy and drifted off to sleep.

Did you have an orgasm? Did your partner(s)? He did, I didn’t but it felt amazing anyway so I wasn’t bothered. I soon found out he snores like a train and after I gave up trying to prod him into stopping I got myself off anyway to help me try to sleep.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No discussions – he just put the condom on as part of the routine.

What were your REASONS for having this hookup? I was a little drunk but I can’t deny I’d started thinking about who I might like to fuck on the trip. It was about 6 weeks away from home and this didn’t happen until halfway through so I was really up for it. Once he told me he wanted me I was totally into him.

Were alcohol or drugs involved? If so, how much? Some wine for me some beer for him

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? I had my long drive to do, so I got dressed about 5am (he was still asleep) and crept out and back to my room, which was a twin and my workmate I was sharing with was just getting up too so she grilled me.

Later in the day I texted Ron and told him how much I enjoyed my hot chocolate (wink wink) – he texted back saying it was a lot of fun (wink wink). I then spent most of the rest of the trip hanging around him which a lot of the time he wasn’t keen on as he thought his boss would have a problem with it and he wanted to be discrete so my husband didn’t find out.

To whom did you talk about the hookup? How did they react? When I saw my friend back in our room I just said we’d chatted and cuddled and then fell asleep, nothing else. I don’t think she believed me but I insisted that was all that happened. Later in the trip I confessed we’d been sleeping together.

Was this a consensual and/or wanted experience for you? For your partner? It wasn’t my intention at the start of the night, but once we realised we were both up for it there was no stopping us.

Do you regret this hookup? If so, why? A little – the trip was already a bit of an emotional rollercoaster and in all truth I needed a friend more than a fuck. But then again the sex was great – that time and all those still to come. I do wonder if we’d be friends now if I’d stopped at the kiss, but I don’t think he wanted any long term female attachment so I doubt it.

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? Best thing was being so turned on by the tearing my clothes off declaration – hot hot hot. The worst – I still had to get up after having been more drunk than I should have for driving, barely having slept because of his snoring, then I had to drive for about 2.5 hours for meetings and back again so I was totally wiped out and a bit scared behind the wheel.

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

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

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