What is your riskiest blowjob, given or received?

In a guy's F150 pickup truck while he drove through town,,, my head in his lap, mouth filled with his cock, not knowing who is next to us at a stop light, and whether or not they see me. Another time, again with the pickup truck, only this time stopped on the side of the road with him leaning against the passenger door with his jeans unzipped and myself kneeling submissively in the wet grass, hands behind my back letting him gently use my mouth for his sexual gratification.
Sounds wonderful for both you and him...
 
There was one time in my college year. I was driving home home and had a full bladder that I just stopped by the park nearby just to piss. The park seemed quiet and empty. As I stepped into the restroom and noticed there were no typical divided urinals, but just a steel trough urinal where guys could easily see each other piss. All of a sudden, as I unzipped to pull my semi-hard cock out to urinate, an older gentleman in his 50’s stepped in and stood right next to me and pulled his soft cock out from his shorts waiting to piss. I felt a little uncomfortable wondering why he had to be right next to me when there was no one else around and there was plenty of space along the urinal,as I felt a little embarrassed to have my cock looked at by another man. Since my bladder was so full, I didn't have time to move somewhere else and didn’t care at this point if he saw my cock or my pissing. At times I was often curious to see another guy’s cock up close, and this would give me an opportunity to look at his cock. He finished urinating before me. As I glanced over, I noticed his cock did not have the foreskin, unlike mine, and he just stood there still squeezing and milking his cock trying to extract his urine to the last drop, then his cock suddenly lengthen and thicken. I was sure he wanted me to see his cock, which was a little shorter but thicker than mine. For some reason, in the midst of my urination, my cock started to twitch and grow long and hard pointing upward, and I had to try to bend it downward to aim my yellow stream into the urinal. When done, I tried my best to shake my cock to rid the urine, but it was not easy when the cock was very stiff. Unexpectedly, he just grabbed my cock and started to glide my foreskin along my shaft and over and under my spongy glans and told me he couldn’t help himself seeing my nice cock. I wanted to tell him to take his hand off but at the same time I wanted him to continue play with my cock, as it felt so good. Looking around, he softly said, “Come with me in the stall, and I can quickly take care of that hard dick of yours.” As we got in the stall, he quickly pulled down my jeans to my ankles, kneeled down, squeezed my cock a few times, glided my foreskin , and rolled his tongue around my pee hole and spongy mushroom head before engulfing it in his warm mouth. I thought he would just stroke my cock to make me cum and did not expect him to suck it. However, it was too late for me to stop him from sucking it, but at the same time, it felt so good that did not resist. Fearing someone might have walked in anytime, he kept sucking my cock in a fast pace awaiting my semen. Just when he started to knead my buttocks, spread them, and inserted his finger in my butthole, my throbbing cock swelled up, my balls tightened, and ejaculated cum in his mouth. Spurts after spurts my cock kept pumping, filling his mouth with some milk leaking from the corners of his mouth, as he tried to swallow and suck at the same time. I tried to pull my cock out of his mouth as it became very sensitive right after my ejaculation, but he just kept on sucking continuously until my cock softened and popped out from his mouth. It felt amazing and a great relief. Suddenly we heard approaching footsteps from outside, he stood up and softly said to me, “Thanks so much for feeding me your delicious juice. Just what I needed, a young, hot, tasty sperm!” He quickly walked out of the stall, as someone just walked in. I pulled up my pants and walked out. As I got outside, I did not see him anywhere. I could have just at least given him a handjob to make him cum, and now I lost the opportunity. I never got to know his name.
 
Driving down the M6 motorway in the UK.
It was a long journey and my wife is easily bored. At first I thought she was looking for something she'd dropped. It wasn't until she undid my zip and pulled my knickers aside that I twigged.
 
About 10 years, I was visiting a nearby park, hoping that something might pop up. I was sitting on a park bench near the parking area. Several men were miling about. A burly man sat beside me and commented that It was a windy day. I told him I liked windy days. Somehow, windy turned to blowing turned to sucking. I told him I would be happy to suck him off right here, on the bench, a very open place. He unbuckled and unzipped and pulled out a very beautiful cock of average size. I went down on him immediately, sucked slowly and deep, and soon received his sweet cream in my throat. I sucked all his cum from his cock as his hardon subsided. I haven't seen him since.
I met a man one time at a city park. He told me to get in his car and then he started driving around. He told me to get completely naked and I did in broad daylight! I was rock hard and he kept stroking me as he drove. Finally it was just getting dark and he pulled into another city park and told me to get out and walk into the restroom. I did and then he walked in a few minutes later and I sucked him off. He came in my mouth but a couple of strands of cum hit me across my nose and cheek. He zipped up and about that time we saw a city cop car drive by the park. I was so scared because I was completely naked in this restroom. Luckily it didn't stop and a few minutes later I walked back to his car and he drove me to my. Crazy times!
 
I met a man one time at a city park. He told me to get in his car and then he started driving around. He told me to get completely naked and I did in broad daylight! I was rock hard and he kept stroking me as he drove. Finally it was just getting dark and he pulled into another city park and told me to get out and walk into the restroom. I did and then he walked in a few minutes later and I sucked him off. He came in my mouth but a couple of strands of cum hit me across my nose and cheek. He zipped up and about that time we saw a city cop car drive by the park. I was so scared because I was completely naked in this restroom. Luckily it didn't stop and a few minutes later I walked back to his car and he drove me to my. Crazy times!
I agree, that was risky.
 
My FWB sucking my cock while driving through a busy city centre at night. Very busy with festive revellers. Lots of traffic lights and stop start driving. Spotted more than once.
 
A good friend was a truckdriver and his company began to approve ride-along's thinking if more people got in their trucks they might get more drivers as there is a serious shortage of truck drivers in the USA.

He was not an over-the-road driver, but we still stopped for a break at a truck stop and my friend wanted a blowjob. I like giving them so I gave him one. Just in the middle of doing it in this back area of the parking lot, another truck decided to back in right beside us. Being a day-cab there was no sleeper to hide what I was doing, and being the same height truck-wise, not to mention those lower non-opening windows on truck doors, I am sure he saw what I was doing... or giving as it were (head). I tried to pull back off my friend, but my friend pulled my head in deeper later telling me there was no sense hiding what we were doing.

The other truck driver must have known but stayed to himself because he never got out of his truck. I was afraid I would run into him inside the truck stop store later, with him thinking I was paid for that sort of thing, or wanting the same thing. Either way, I think my mind has made the riskiness of the situation much worse than it actually was.
 
My riskiest was when I was having an affair with a co-worker. We were in 69, my wife and her taking their turns on my cock.

It was only risky because she was married, too and he didn't know. :ROFLMAO:
 
Older married former colleague when I was in my 20's... legitimately had to drop some documents at her house when passing at around 10pm one night. We had been fucking for a few months. She invited me in and led me quietly to the doorway of the lounge - husband was fast asleep and snoring after a meal out and several drinks. She took me outside the door and crouched down, took my cock out and sucked me off, swallowing every drop as she always did. Kissed me goodnight and went back inside and I drove home!
 
Once gave husband a blowjob while he was playing a console game with son. Son was sitting in front of us, and would have had to turn around to see anything. Almost laughed out loud (despite having a full mouth) when son suddenly said "Dad, you're really bad at this. You're not supposed to keep running into the wall!" :ROFLMAO:
lol, that's wild!
 
I am a widower. I have been not sexual since 2017. I have been straight all my life. Last Winter, I went to a music festival and stayed @ a hot springs resort. I booked a massage therapy session. The MT was a male. no problem. He worked on my body for over an hour. As he worked the inner thigh muscles, I could not help but get an erection. I tried to move and cover this. He pulled the sheets back and very carefully handled my erect penis. I was shocked, but did not resist or protest. (I cannot believe this.) His hands were warm. He used hot rocks to heat his hands, then handled my penis. I was amazed that I was having an erection continued by his hands. He moved my hand to his loose gym pants onto his penis. I felt his erect penis carefully. This was the first time I have ever touched another man's penis. It was a fascinating experience. He bent down over the table and began sucking my dick. I let him. I have never done this before. It was good. I climaxed. I cannot believe I relaxed enough to let a man suck my dick and I climaxed. He was very kind, confident and polite. I have never had an experience like that before or since.
Welcome half-way to the club. Now all you need to do is find someone to reciprocate with. Trust me, it's worth it!
 
My last one, given and received… Cruise ship steam room… I enjoy a steam, when available, so didn’t head to the spa in search of something, but can’t say the thought hadn’t crossed my mind, but having never engaged in such a open setting, I had no idea what cues or signals I should be looking for or putting out…

On my first visit, I stripped down in the locker area and wrapped a towel and hit the room… it was a little busy, and the room itself was not particularly steamy (hot and moist yes, but not visually obscuring)… there was some chit chat and some effort to get the steam going, with one gentleman getting up to fiddle with the sensor, leaving his towel on the bench in the process, displaying a nice package. Was this a sign?

I had a shave scheduled, so I excused myself and hit the shower to rinse off… upon exiting the shower, the guy from before was standing there in the buff (did I mention nice package?), essentially exposing himself to me. “Interested?” He asks… I have never been so directly propositioned this way in person. I responded that I was interested, but couldn’t at that time (if I didn’t have the aforementioned shave scheduled I probably would have suggested going back in the now empty steam room), and said maybe we would see each other another time.

Over the next few days, I saw him around the ship, and chatted briefly where he and I affirmed our interest, but after a few more steams it didn’t look like it was going to happen, as our schedules did not match… though there were a few other guys with little or no towel discipline (my assumption was that someone actually wearing shorts was not looking, whereas some in only a towel may or may not not be), if they were putting out any signs I wasn’t picking them up.

Finally, one morning, I was there, he was there, and no one else was… the room was pretty well steamed… I was sitting near the corner, he sat down on the adjacent side, and immediately went undid his towel, I followed suit… we began fondling each other, while engaging in some chit chat, most of which was a blur… I do recall asking why he originally thought I might be interested, as I didn’t think I had given any signs myself… he said my neatly trimmed (just short of shaved) package… which I found interesting, as manscaping isn’t the uniquely for gay or bi men… but that’s another conversation…

After a few minutes of petting, and decided the outer door was loud enough and far enough from the door to the steam room that I could risk it… and down I went… taking his still soft cock in my mouth while he continued to stroke my rock hard one…

This continued for a little while, and unfortunately he never got much more than a semi… so we switched… and he went to town on me… while also stroking himself… he was pretty skilled, and in not too long I told him I was about to cum… which only encouraged him… and I gave him my multi-day load, which he swallowed every bit of…

We switched again, but it became obvious (painfully) he wasn’t going to get hard, let alone cum any time soon, so decided we’d try again another time… he left, I hit the showers…

I did see him another time or two around the ship but weren’t able to give it another go…

First time I’ve played in such a public place, and a non-app facilitated m/m hook up… added risk of had it gone poorly, being in the somewhat confined space of the ship for a few more days could have been bad… fortunately that was not the case…

We shall see what the next cruise has to offer.
 
My last one, given and received… Cruise ship steam room… I enjoy a steam, when available, so didn’t head to the spa in search of something, but can’t say the thought hadn’t crossed my mind, but having never engaged in such a open setting, I had no idea what cues or signals I should be looking for or putting out…

On my first visit, I stripped down in the locker area and wrapped a towel and hit the room… it was a little busy, and the room itself was not particularly steamy (hot and moist yes, but not visually obscuring)… there was some chit chat and some effort to get the steam going, with one gentleman getting up to fiddle with the sensor, leaving his towel on the bench in the process, displaying a nice package. Was this a sign?

I had a shave scheduled, so I excused myself and hit the shower to rinse off… upon exiting the shower, the guy from before was standing there in the buff (did I mention nice package?), essentially exposing himself to me. “Interested?” He asks… I have never been so directly propositioned this way in person. I responded that I was interested, but couldn’t at that time (if I didn’t have the aforementioned shave scheduled I probably would have suggested going back in the now empty steam room), and said maybe we would see each other another time.

Over the next few days, I saw him around the ship, and chatted briefly where he and I affirmed our interest, but after a few more steams it didn’t look like it was going to happen, as our schedules did not match… though there were a few other guys with little or no towel discipline (my assumption was that someone actually wearing shorts was not looking, whereas some in only a towel may or may not not be), if they were putting out any signs I wasn’t picking them up.

Finally, one morning, I was there, he was there, and no one else was… the room was pretty well steamed… I was sitting near the corner, he sat down on the adjacent side, and immediately went undid his towel, I followed suit… we began fondling each other, while engaging in some chit chat, most of which was a blur… I do recall asking why he originally thought I might be interested, as I didn’t think I had given any signs myself… he said my neatly trimmed (just short of shaved) package… which I found interesting, as manscaping isn’t the uniquely for gay or bi men… but that’s another conversation…

After a few minutes of petting, and decided the outer door was loud enough and far enough from the door to the steam room that I could risk it… and down I went… taking his still soft cock in my mouth while he continued to stroke my rock hard one…

This continued for a little while, and unfortunately he never got much more than a semi… so we switched… and he went to town on me… while also stroking himself… he was pretty skilled, and in not too long I told him I was about to cum… which only encouraged him… and I gave him my multi-day load, which he swallowed every bit of…

We switched again, but it became obvious (painfully) he wasn’t going to get hard, let alone cum any time soon, so decided we’d try again another time… he left, I hit the showers…

I did see him another time or two around the ship but weren’t able to give it another go…

First time I’ve played in such a public place, and a non-app facilitated m/m hook up… added risk of had it gone poorly, being in the somewhat confined space of the ship for a few more days could have been bad… fortunately that was not the case…

We shall see what the next cruise has to offer.
I was really hoping something would happen with an upside down pineappler on our cruise but it was not to be :(
 
I was really hoping something would happen with an upside down pineappler on our cruise but it was not to be :(
Saw a fair number of upside down pineapples on cabin doors, but never actually saw the people from those cabins.
 
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