Riskiest Handjob You've Ever Given Or Recieved.

I actually got a handjob just a few days ago on an airplane with someone sitting next to us. I was in the window and she was in the middle seat, stranger was in the aisle seat. She rubbed and jerked me under a blanket and pillow. It was an overnight flight so it was dark. It was hot! I didn't cum though because I didn't want to make a mess.
Aw man...you should have blown under that blanket. But how did you hide it? Your cock is huge at 8". That would have been tenting up huge under that blanket.
 
Aw man...you should have blown under that blanket. But how did you hide it? Your cock is huge at 8". That would have been tenting up huge under that blanket.
It’s not easy to hide. But she jerked it so it was pointed down my leg and not straight up.
 
If you let me combine it with the riskiest blowjob, when my ex wife and I were driving through Kentucky she had me pull over by the sign for "Big Bone Lick." We'd seen it on the way down south and were now driving back north. I thought she wanted to take a picture. Instead, she reached over, opened my pants, stroked me until I was hard and then blew me off right there on the side of the road under the sign.
 
I got too stories. One was in the locker room at the gym. I had finished working out and was packing up and this older guy who had a locker nearby me in the corner of the locker room walked up and started chatting with me. He was changing to go into the steam room I think but when he got naked, he didn't cover up at all.

I got really bold and asked him if I could grab his dick and he said yeah. So I started jerking him off and he shot a massive load all over my chest. I kept looking to make sure nobody was coming so I missed the first spurt of cum lol. I pulled out my own dick, jerked it a couple of times and came right after. Afterwards the dude wiped the rest of his cum on me, said thanks and walked away. It was so hot lol

The second time was at a grocery store. I was wearing a rainbow shirt and as I walked into the store, and employee at the front winked at me and said he liked my shirt. I said thanks.

I had to pee, so I went to the bathroom. I was at the urinal and then as I was peeing, that same employee walked in and went to use the sink, which was right next to the urinal. So I just stood there at the urinal and I kinda stepped back so he could see that I was hard. He looked and said nice and then he asked if I wanted to see his, I said yeah. He pulled his dick out, and it was the biggest dick I had ever seen. I jerked him off for a bit, but he had to get back to work and someone could have walked in at any second so we didn't finish.

I still go to that grocery store and every time I see him, he winks at me. I have tried to go into the bathroom to see if it can happen again, but so far no luck, either there is someone else in the bathroom or he is busy working lol
(I know I'm late. But y'all, I promise I know the difference between two and too lol)
 
If you let me combine it with the riskiest blowjob, when my ex wife and I were driving through Kentucky she had me pull over by the sign for "Big Bone Lick." We'd seen it on the way down south and were now driving back north. I thought she wanted to take a picture. Instead, she reached over, opened my pants, stroked me until I was hard and then blew me off right there on the side of the road under the sign.
A picture of her blowing you in front of that sign would have been the ultimate souvenir!
 
  • Haha
Reactions: rope9839
Riskiest? Gf gave me a hj in the right field bleachers @ Wrigley Field late 70s or early 80s. This was when there were only 5000 people in the park and no security cams. I often wondered though if we made it on WGN-TV as they panned around the park!
 
In the back of a taxi on the way back from phoenix bar in New York with my boyfriend and some Twink we picked up. There was also a little bit of oral too. We were drunk, the cab driver must have noticed - I doubt we were subtle. Finished up in our hotel room, but the play in the cab is what makes me hard now.
 
In the back of a taxi on the way back from phoenix bar in New York with my boyfriend and some Twink we picked up. There was also a little bit of oral too. We were drunk, the cab driver must have noticed - I doubt we were subtle. Finished up in our hotel room, but the play in the cab is what makes me hard now.
Hot! I've had my share of handjobs in taxis, limos, etc and it's can be very hot when you know the driver can see or at least suspect, even better when he pretends not to but you know he's likely getting off on it.
 
Received: walking down the street and gf decided she wanted to blow me. It was dark but not late and I ended up standing behind a large tree in full view of a train line, I had no idea whether I would cum before the next train! A train came past first and it wasn't that full, I never worked out if anyone saw us.
Same girl gave me a handjob under a table in a restaurant and played with my cock in a spa pool with others all fully clothed.
 
Received: walking down the street and gf decided she wanted to blow me. It was dark but not late and I ended up standing behind a large tree in full view of a train line, I had no idea whether I would cum before the next train! A train came past first and it wasn't that full, I never worked out if anyone saw us.
Same girl gave me a handjob under a table in a restaurant and played with my cock in a spa pool with others all fully clothed.
You guys are all so lucky with all the handjobs and blowjobs you get. Man, I only wish this kinda thing happened to me.
 
  • Like
Reactions: Iron_man_69
Received: walking down the street and gf decided she wanted to blow me. It was dark but not late and I ended up standing behind a large tree in full view of a train line, I had no idea whether I would cum before the next train! A train came past first and it wasn't that full, I never worked out if anyone saw us.
Same girl gave me a handjob under a table in a restaurant and played with my cock in a spa pool with others all fully clothed.
Under a restaraunt table and in a pool sound like such a rush
 
  • Like
Reactions: Iron_man_69
Different story, also car related, but long, long ago. My FWB picked me up at my place then we drove to visit a friend about 1 hour away. On the highway, our conversation turned to sex, and I knew exactly how to get her going by describing how I would lick her pussy and clit until she exploded in orgasm. She had enough of that and pulled off into the next rest stop, parking in the first spot, which was far away from the rest rooms and the other cars. This was in the middle of a bright sunny day, not the usual, pull over and fuck we had done at night multiple times before.

She then dropped her pants and panties so I could do exactly what I said I would do, And I did! Of course, after her orgasm, I was rock hard and looking for my own relief.

I stripped off my own pants and she proceeded to go down on me. We would have fucked, but we had no condoms handy (absolutely needed!) so she she switched to stroking me as I got closer to cumming. Not wanting to make a mess of my clothes or her car, I popped open the passenger side door and shot my load onto the ground outside.

I honestly don't remember if we continued onto the friend's house or not! :joy:
 
I once fingered my gf (now wife) as she drove on the motorway, and she later returned the favour, still driving! So it was more risky in the 'risking death' sense than the 'risking getting caught' sense.

Although while she was doing me we did overtake a crowded bus and anyone looking down at us at the time would've gotten a great view
 
A hand job then pemetration. My ex gf pulled my cock out in a crowded bar. She was sitiing on a stool and i was standing in front of her. Her stroking me seemed to go unnoticed. It was dark and people were all looking up and towards the bar. But then she guided me inside her. The whole thing only lasted about 2 minutes though. Because we both started getting self conscious about people maybe starting to notice.