Isn’t that a key part of a lot of vacations?
I have a hard time hooking up in my own city, much less abroad. Also its not my vibe to have casual sex period
Nope, but I had occasions where I probably could have. I wish I did!
Was at a sales meeting being held over several days. At the end of the day most of us would wind up at the hotel lobby bar. The first evening a rep who I knew by name but had never met sat next to me at the bar. Great conversation almost all about business. She was very attractive, super smart, and lots of fun. The 2nd and 3rd day she would immediately come over to sit with me at the bar. On that last day she said, “you’ve been to many of the company’s sales meetings, have you ever hooked up with someone?” I said that I hadn’t. She said, “would you like to?” We wound up back in her room and she was all over me. I really had to hold back so I wouldn’t finish in less than 5 minutes. Her kink was taking it in the ass. That’s how we finished. And we never spoke about it again.
I used to work touring from city to city, so I had a few ONS. The most memorable was in Austin. I broke off from our group and went to a club on Riverwalk just for a chance to hang out without everybody else. I danced with some people but got brushed off by the women I was dancing with when I said I was visiting the city. So a little bummed out I went to another club and as I was just grooving by myself this cute short but a bit on the larger side blond bumped in to me as she was dancing and we struck it off. After a bit flirting as we danced we got a bit hot and decided to chat outside. She told me she was visiting from Abaline and I told her my story, and then leaning against balcony looking towards the river I rested my hand on the small of her back and asked her if I could kiss her? She looked a little shy for a second as I guess she was thinking about a stranger asking to kiss her and then she said Yeah. So I gave her my best kiss starting slowly and just letting it build. After about a minute or so we got jostled by other strangers and both remembered we were out in public. I said ‘Do you wanna …’ and I watched her her big beautiful eyes look around and then she slowly shook her head yes and whispered in my ear’Let me just say goodbye to my friend’ She disappeared in to the crowd and for a second I was afraid I came on to strong and she was going to ditch me, but then I saw her coming back and a shit eating grin popped up on my face and as she took my hand she said ‘I like your smile’. We hailed a cab back to my motel grinning like fools and occasionally kissing. Once back at the motel I opened my room and as we entered I took her head in my hands and we kissed like hungry animals. Leaning over her my hands pawed at her dress as our tongues wrested pulling it up over her hips and chest. As I broke our kiss to pull her dress over her head I could see her eyes get wide as it really hit her what she was about to do and that look was amazing to watch as she saw the hunger and lust her half naked body awoken in my gaze at her. The look of ‘what am I doing’ turning into heat and hunger and pure lust as she looked at my face was one of biggest turn ons I ever had.
I pulled her back into me kissing and caressing her, as I removed her bra and she pulled off my shirt and unbuckled my pants.
I lightly pressed her to the bed and as I removed her panties and started to kiss her beautiful pussy I heard her moan ‘I don’t … I don’t … know you but I love this’ All I could do was moan into her wet hairy mess of a cunt as I slobbered all over her licking and fingering her until her back arched up and she came.
Easing up I looked up over her bellly and breasts as she stared at me with a flushed face and a huge grin. I said that I hoped that was a proper introduction as I slid off my pants and underwear. I crawled up the bed and layed next to her to stroke her nipples. She grinned and said she’d like to meet more of me as she pulled on my nipple ring with one hand and started stroking my cock with the other. She leaned over to lick my cock and started sucking out my soul. She pushed me down in to the mattress as kept trying to reach up to touch her. Pinning me down as she expertly sucked my cock until I shot what felt like a gallon of cum which she caught and swallowed as I moaned how good she was. She grinned at me as she say how she didn’t like to let anything go to waste.
We kept at it for another hour or so, her coming on hands and mouth a couple of more time and me filling her mouth again, until her friend finally texted her asking if she was ok and we both decided it was time to go. We both got dressed and she still smelling of sex hopped into a cab to head off. We traded numbers but our paths never crossed again. Which is both a regret and probably for the best.
