Current location: Scotland
Highest education received: College degree (eg., BA, BS)
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? 2
How long ago did this hookup happen? One year
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…)? Mid-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? If you’ve read my last two tales (Making Up for Lost Time and Hot Chocolate) you’ll know all about Ron. We were about two thirds of the way through a business trip at this point. We’d had sex once and I really wanted to again. We had just moved hotels on the trip and he had a cool box in his car so everyone was using him to take their drinks around for them.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I found Ron after dinner and he said he had some work to do before going over to the pub. I had furnished myself with more hot chocolate and some liqueur so I went to his room and hung out whilst he had a beer and tried to do some orders on his laptop. The system wasn’t great so together we did one and then gave up and went to the pub.
The pub was actually closed by this point and loads of the group were sitting round a table in the beer garden chatting and drinking. We got the cool box and joined them, I had a cider and was feeling pretty drunk. I was trying to discreetly touch his leg but after a while he got a bit fed up and left. I wasn’t letting him get away so I took off after him, bashing myself on the table as I went. I think it was pretty obvious what was going on and I don’t think Ron was impressed.
We got back to his room and he told me straight I had a problem. He was quite annoyed and was concerned his boss would have a go at him, and wanted to know why I was pursuing him even though I’m married. It all spilled out, how I’m really unsure about kids but my husband isn’t and when I feel unstable I tend to cheat because I can get some control. He said it was wrong, if we kept having sex we would keep wanting it and things would become awkward. Or we could have it once more and that would be it.
I sat in the middle of the bed deflated and rejected. He said he wanted to go to bed but I didn’t move. He then relented and said we could cuddle – I asked what to wear for this and he said underwear was fine, but he did really like my skinny jeans and started stroking my thigh.
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? Since sex now seemed on the table again I quickly got down to my underwear and cuddled up, and very soon we were kissing and the underwear was gone.
The last time we had sex he was very masterful and moved me into all sorts of positions so I decided to take charge and took his cock in my mouth. I really enjoyed sucking his dick and then he went down on me – it was ok but not as good as when he used his fingers.
He then got a condom and entered me and we fucked missionary. Like last time it felt amazing and he kept going that way until he exclaimed in his sexy Scottish accent “my baws are soooo heavy” and slowed down. I put my legs round him and grabbed his arse and enjoyed the slower strokes but I love being pounded so I moved around until he sped up again and then repeated how heavy his baws were before coming inside me.
Did you have an orgasm? Did your partner(s)? Yes he lightened his load. I was happy enough as I was, as I thought I’d be sent packing.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? He used a condom like the first time.
What were your REASONS for having this hookup? The first time with Ron was great and I was hooked. I was spending whatever time I could with him and the chance for more sex topped it off.
Were alcohol or drugs involved? If so, how much? I had had wine with my dinner, some cider and liqueur so was more drunk than I wanted, he had had some beer.
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? He went and flushed the condom and then “had a wee skoosh” ie some nasal decongestant squirted up his nose as I complained about his snoring last time! We went to sleep and he didn’t snore hooray! But I got up early and went back to my room, which I wasn’t sharing this time.
Because some of us had the day off the next day we had a trip planned (Ron was working) but fortunately it was only the morning as I was shattered from staying up so late. I had to check out of my room but fortunately when we got back I bumped into Ron who let my have the key to his room. I put the do not disturb sign up and got naked in the bed which still smelled of sex and relived last night by myself before dozing contentedly for the rest of the afternoon.
To whom did you talk about the hookup? How did they react? Didn’t tell anyone. Everyone in the beer garden obviously saw me chase after him, but I didn’t really care since we both agreed we would deny everything!
Was this a consensual and/or wanted experience for you? For your partner? Once we got onto the bed together Ron was into it – I did have to dig my heels in though which wasn’t ideal.
Do you regret this hookup? If so, why? I wish he’d been more willing at first but we got there. He later told me the sex was great.
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? I loved giving him a blow job since I think it took him by surprise and he seemed to enjoy it.
Shame him eating me wasn’t that good. It’s the least good bit of whenever we have had sex but the rest more than makes up for it.
All things considered, how POSITIVE was this experience? Fairly positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup or anything else? My feelings for Ron, and generally being away from home, were making me pretty unstable and I ended up writing a poem at the suggestion of one of my friends, which pulled a lot of my emotion out of me the day after I slept in his bed for the afternoon. I will try to find it as it leads nicely into my next encounter with Ron…
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