The Mysterious American

by Lola

What’s your gender? Woman
How old are you? 34
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? UK
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Engaged/Married (open)
What’s your sexual orientation? Heterosexual
How many hookup stories have you here posted before? 1

The Mysterious American

How long ago did this hookup happen? A few months ago

What was your relationship status at the time? Engaged/Married (open)

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? Just met that day

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? He was another guy I met online. He was a Wall Street guy who was coming over on business and was looking to hook up while he was here. We chatted for a few days and then agreed to meet at his hotel. He was probably in his mid to late 40s, was in good shape for his age, and was well-groomed.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had a couple of drinks in the bar at his hotel and it was relaxed, fun, and easy. He was funny and great company and just gave off this sense of breezy confidence, which was incredibly hot. Without waiting for him to make the first move, I just asked if he wanted to move things up to his room and, of course, he did.

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 to his room and we were kissing and starting to undress each other. I was so swept up in how good a kisser he was, that I barely noticed him slip my dress off, and soon he had me totally naked. By this point, I was wet and ready to go.

He told me “lie down, on your belly”. I did as I was told and wondered what was coming next. He was behind me on the bed, and he pushed my legs apart a little. Suddenly, I could feel his face and his tongue between my legs. It took me by surprise and I gasped and then laughed. He laughed as well. He kept squeezing my arse cheeks while he ate my pussy from behind, and I was purring. It was just insanely fucking hot. He took his time to build up my arousal and he knew exactly what he was doing with his tongue. I like that I couldn’t actually see him and so all I could do was just focus on the physical sensation. Needless to say, I had an absolutely fucking spectacular orgasm.

He let my moans die down and then he asked me what I wanted to do next while he sat on the bed and puts a condom on. I told him that after that, he could do whatever the hell he liked with me. Without hanging around, he pulled me up onto my hands and knees and pushed his cock into me from behind. It was huge, and I couldn’t help but moan as it filled up my pussy. He built up the pace nicely until he was fucking me hard. His massive cock felt incredible and I loved the sound of him slapping against my arse cheeks. He started fingering my clit as well and then he was pounding me like a jackhammer. I was moaning uncontrollably and he started saying “yeah, you like that, baby?”. Through my moans, I managed to say “I fucking love it, keep fucking me”. He was still going at it as I had another orgasm, and then a minute or two later, I finally felt him come inside me.

As I was lying on the bed next to him, I looked at my phone and saw it wa nearly midnight. I told him it’s getting late and I knew he had an early flight, so I supposed I should go. He told me the night was young and he could sleep on the plane, and then he asked me to hang around some more. Once he was ready to go again, I rode him, hard. I was holding on to the headboard and thrusting my hips. We got to look each other in the eyes this time, and my tits were in his face. He was squeezing them and licking my nipples. I was getting stimulation everywhere I needed it, and I had my third orgasm of the night before he shot another load inside me. We had to rest for a while after that, and we sat there, talking, and had a drink from the minibar and he ordered some room service. After some more kissing and a bit of fingering to get me wet again, he laid me on my back on the desk in the corner of the room. He ate my pussy for the second time, making me come yet again, before I continued to lie there and let him fuck me hard until he came again too.

We had another break and it was about 3:30am now. I was sure we must be done, but soon he started kissing me and his massive cock was hard again. He led me back to the desk, but this time he bent me over it so he could fuck me from behind again. There was a mirror over the desk and he seemed to enjoy watching my facial expressions and seeing my tits bounce as he fucked me. With a bit of help from his skillful fingers on my clit, I had another orgasm. To finish, I got on my knees and gave him a quick blowjob while he watched in the mirror. It didn’t take long for his cum to start squirting into my mouth and I swallowed it eagerly.

By this point, I was exhausted and my pussy was so sore I was struggling to walk. I told him I was finally done and that I’d had the night of my fucking life, and I wasn’t exaggerating. I had a shower while he called me a cab. Before I left, I told him to let me know next time he was in town, and he said he definitely would.

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? I was pretty sore for a couple of days! I’d love to hook up with him again, but we haven’t managed it yet.

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? I told my husband that I’d spent the night with a guy in his hotel room and told him a bit about what had happened, although I played down just how great the sex was! As usual, my husband was turned on by this and we had sex afterwards.

How would you best summarize people’s reactions about this hookup? Relatively positive

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? It was hours and hours of some of the best, most mind-blowing sex I’ve had in my life.

What was the WORST thing about this hookup? Absolutely nothing.

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

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

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