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What’s your gender? Woman
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What country and/or city do you live in? Scotland
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Manager
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your 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? 6

Good Luck Blowjob

How long ago did this hookup happen? About 2 hours

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

How long did you know the person before this hookup? For 1 to 3 years

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? Ron is my occasional fuck buddy. More occasional than my heart would like but as occasional as my head needs. Ron is a couple of years older than me, about 5 foot 8, medium build, short dirty blond hair, Scottish accent. And his cock is suitably thick for my liking!

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was staying away from home meeting a group of friends on Saturday night. Ron shares the same friends but he couldn’t make it. Normally I’d get a train home but I decided to stay another night and I sent Ron some messages to try to get him to visit my hotel. I got no response on the Saturday but sent a last ditch simple, “Are you free or not?” on Sunday and he said maybe, he was finishing some work. Next thing I know he’s on his way.

I had over an hour to wait and my stomach had started turning over a bit in anticipation so I had a quick browse of some porn whilst I waited and actually came three times! Soon he was at the bar getting me a drink so I went down to meet him. We had a drink and a chat and he was keen to get me upstairs.

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 got in the lift and he commented on my boots and my perfume. It’s little things like that that just make me fall for him over and over again.

As soon as we got in the room and I took off my boots he pushed me back and started kissing me and rubbing me through my jeans. His cock was already hard as he pulled off my jeans and slid his hands under my pants and started twirling around my clit and sliding his fingers inside me. I was so wet and excited and we quickly got naked so we could play with each other.

I grabbed his cock and put it in my mouth and he just lay back and savoured it whilst I licked it up and down and took as much as I could. He’s thicker than I’m used to and I was anxious not to catch with my teeth but he was loving it and flipped me round so he could go down on me too.

Normally he’s not so great at this but I was now on top and could grind my hips into his face and it was much better. After a short time he told me he was going to come and I kept at it and started swallowing in preparation so I didn’t choke on it! I tasted his cum but there didn’t seem a huge amount, which I was glad about, and he rolled me off and was very complementary about my technique.

We chatted and drank again for a while before he reached over and started playing with my clit again. I was still wet from the first time and he alternated between clit and g-spot until I squirted all over the bed. This seems to now be his signature move on me and I do find it pretty sexy as its really hard to do it myself.

He then put a condom on and told me to jump on so I rode him quite hard and he pinched my nipples and ass. He then flipped me round and put my legs on his shoulders and thrust into me there. I started to rub myself and whenever I stopped he told me to play with myself and really got off on it. A couple of times when I stopped he did it for me which was awesome – his fingers are truly magic.

We then moved into a kind of spoons position and he fingered my asshole whilst I played with my clit. I started to get a bit tired and thirsty but kept readjusting and his cock was still feeling amazing. I just wanted him to cum by now and told him to turn me round and fuck me hard.

To my (slight) surprise he started trying to get his dick in my ass! It wasn’t quite what I had in mind but I told him ok but not the hard part, so he spit on my ass and squeezed it which felt wonderful and then he was able to get his cock in.

Last time we met up he used a toy on my ass whilst fucking me, I think the smooth toy plus lube was a lot easier but once he was inside it felt amazing. He started spanking my ass with each hand in turn as he pumped in and out. I tried to play with my clit again but it was far too wet and swollen to get any grip.

He tried going deeper and harder but it got a bit much, my asshole just tightened up and he popped out and that was that. He went to clean up and I sat back, now there was a big damp patch from the squirting and a slight brown stain on the sheets…

We then talked for a bit and I nestled up round him whilst he vaped. Like last time we did anal with the toy, I got a fuzzy head and tingly feet and it took a good 10 mins to recover. We chatted for a while just naked in each other’s arms before he said he wanted a shower and food. Whilst he jumped in I got myself off a final time.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? We quickly got washed and then grabbed a pizza before he headed home and I’m now laying in bed writing this.

I messaged him to massage his ego a bit more about what a great fuck he is. Not sure when I will see him again, he asked me to help him out with a project he’s developing so I’ll contact him about that and its actually quite nice to know I can talk to him about something other than just flirting and filth to be honest. We used to work together but when I left he didn’t want to see me as a friend, and I took that quite hard.

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

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

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

How intoxicated was your partner? Small amount of alcohol or drugs, not enough to feel it

What substances did your partner(s) consume? Alcohol

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? It has only just happened, the sheets are barely dry! One of my friends who I saw last night is quite disapproving of me and Ron so she was happy when I said I’d not seen him for 9 months. So I will keep this to myself.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? Swallowing – it’s not something I do normally but I just got on with it so I felt pretty pleased with myself when I made Ron cum and he kept talking about it after so I felt like a pro!

What was the WORST thing about this hookup? Over far too fast. He had to go home and despite his snoring I’d have loved to have him stay with me all night – and wake me up for more in the morning.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I feel really, really content with it all for once. Normally I feel a bit anxious but the fact we went for dinner after and then he’s going to speak to me about work, it just feels normal and positive. Usually the sex is amazing but then I get a bit stressed and obsessed, this time it was different and I’m really chilled out. It really seemed like we were more concerned with the other person cumming or having a good time. I have a big smile on my face.

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

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

Anything else you want to add about this hookup? Can’t wait to do it again! But I’m happy to wait. The fact that we’ve met up twice now since we worked together, this is a proven set up so that we can catch up and pleasure each other.

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