Where is the most unusual or risky place you’ve masturbated or given/received a handjob or blowjob?

Key West does that to people! Spent some time there myself back in the day...the Casa Marina, the Copa (burned down years ago), Louie's Bar Yard, Captain Tony's....
I think my wife would have brought the bar tender from hog’s breath back to the hotel if we had stayed a bit longer. She was in rare form that night.
 
I rubbed myself off in the front seat of my car on the last day of a job. When an older man I had a crush on asked me to dinner. I was so excited and couldn't help myself think about what might end up happening.
You can't leave us with that - what DID end up happening?
 
When I was younger, i went with a boyfriend to a softball game of one of his friends. The fence was chain link but had some signs on the fence. We stood behind one of the signs and I unzipped his pants and slowing stroked him. He made it through one inning and then exploded. He didn't hit a home run but he did hit the fence. So sexy and fun. ⚾
 
When I was younger, i went with a boyfriend to a softball game of one of his friends. The fence was chain link but had some signs on the fence. We stood behind one of the signs and I unzipped his pants and slowing stroked him. He made it through one inning and then exploded. He didn't hit a home run but he did hit the fence. So sexy and fun. ⚾
Awesome Sally! 💦💦
 
One time that comes to mind was at a coworkers party at their apartment. When we were all feeling no pain about eight of us moved to the complex in ground spa, stripped to our underwear and hopped in. After a short time my girlfriend reached into my boxers and fished out my quickly hardening cock. She gently stroked me and played with my balls for a good long time while I tried my best to maintain innocence. Eventually, it was too much and she jerked me to climax under the water while an attractive female coworker was staring at me grinning, knowing exactly what was happening.
 
My wife told me about the time she gave her boyfriend a blowjob in the stairwell of a college building one evening. They were at a Theatre Club meeting. They went into the stairwell and up a few stories, and she sucked him off. The exciting part was that they could hear people on the lower floors and there was a small risk that they would come up closer to the floor they were on before he came.
 
During traffic, under a tree on my lunch break, at the park by the water on a rock, at the beach, public hot tub, and pool, dressing room, all sorts of peoples houses i shouldn't have, in the living room, in a closet…that might cover it :)
Where can we see the video of these?
 
One time that comes to mind was at a coworkers party at their apartment. When we were all feeling no pain about eight of us moved to the complex in ground spa, stripped to our underwear and hopped in. After a short time my girlfriend reached into my boxers and fished out my quickly hardening cock. She gently stroked me and played with my balls for a good long time while I tried my best to maintain innocence. Eventually, it was too much and she jerked me to climax under the water while an attractive female coworker was staring at me grinning, knowing exactly what was happening.
Had one phenomenon hj at a party at this couples house after party ended.

He watched as she did it on a couch in living area. Made out with her and she was, well pretty amazing. He walked out before finale..probably couldn't stomach watching end I guess..
 
A rest area on highway 90, I stopped to take a leak. In walked a guy, his pants already open holding his cock. He said, sorry man I gotta cum. He stepped up to a stall nearby and went to town stroking.

I finished peeing and didn’t zip up. I watched him and began stroking myself. We watched each other for a minute before he suggested he could stroke me and I could do him.

It was mid day at any moment someone could have walked in. We shot our loads, chatted a bit then went our separate ways
Very hot wish it would happen to me on trips
 
Not super risky but a funny story.

I was once getting a bj from my then submissive. She was handcuffed and kneeling and doing her damn best at cock worshiping. I got a phone call, as I was expecting one about a job I answered it while getting the bj. I got the job.

Went in and the woman on the call with me was showing me around (she was a HR manager and I was working in HR) and she asked me if I'd read 50 shades as she currently was. I said no. She asked me if I was into that stuff (ah a government HR manager asking a new employee if they are into BDSM). I could have said what I was up to when I got the job offer but I decided as a young guy I had way more to lose if I stepped over the line.

Still I ended up good friends in that department with a young lesbian who was also a Dom and we traded stories over lunch breaks.
 
'Oh, my GAWD,' I thought as I watched him climb onto the bed and position himself between my girlfriend's spread legs and upturned knees. 'He had the NERVE to try fucking my girlfriend right in front of me and just across the room from where I'm standing!' He had his back to me, and I couldn't quite see it as his cock was about to enter her, that pussy which was supposed to be exclusive for ME!

But what could I do or say to stop him? How could I stop HER from allowing him to fuck her?

'Damn it!' I just hung my head, looking down ... at the woman kneeling in front of me, as she bobbed her head and sucked on my cock. 'Her mouth just feels too good! I'm about to blow my load, and I don't want to stop her with an interruption!
 
Back
Top