I've masturbated for legal purposes with numerous people waiting on me to finish? How's that for pressure? LOL! I was a sperm donor for lesbian couples. Different nurse midwives would get paid to come over, sit & talk and wait for me to jerk off in their home, so it would legally be a medically supervised donation. They would also have different friends & neighbors over to watch their foster infants while they did their part of the process after I left. My part was done in private.
haha believe it or not, had many watch me. They were all older guys, eventually I would request money if they wanted to see me do it. At the time even put ad out on craigslist for it. lolol
I have a few female friends that I think would masturbate with me, but I have never tried to make it happen. Definitely would be a fun experience
I’ve gotten off multiple times while texting with someone… that can be cool too. Even if you can’t see each other it can be hot. I made up a story for a friend through texting and the hottest thing she replied with was ‘I can feel my cum running down the crack of my ass right now’. I lost it and had one of my most intense orgasms.
Oh, I'd say about ten. Mostly my neighbor. We sit on our porches across from each other and go at it for hours. Which usually leads to us going at it together.
I have with most every partner I have had. Did it with an ex-girlfriend that was single and a little lonely. Joined her over FaceTime and we watched each other as I told her what I'd do to her and she described what she wanted me to do to her. It was pretty hot the first couple times but got old. We lived in different cities so that was just an option at the time. I do love doing it with my current partner for sure and as I get older it is often part of foreplay or lead up to climax. She will masturbate for me while I watch her and masturbate over her. The hottest tho, was when on vacation she masturbated for a few guys on a nude beach once and they all stroked to her 5 or 6 guys with raging hard ons. We had a couple masturbate for us on the same beach. A Young couple, the guy was hung like a donkey and he started and she joined us stroking him while we watched. She sucked him off briefly but we were interrupted. The girls had a little go at each other as well later in the day. That was pretty hot... Ive posted some of that story somewhere a while ago.
Mastubated to finish? My wife, once. All my exes I did it with, it led to either sex or 69ing. Only led to a blowjob twice, sadly, with two different exes.
I have masturbated many many times but i do not think anyone has ever watched or caught me doing it unless I had the computer cam turned on by accident when i was masturbating while surfing the internet. It would have really been and exciting session if I would have known that someone was watching that would be a real turn on.
Just one. My wife when she came out into the living room late at night and caught me masturbating. Once she realized what I was doing, she went back to bed. After walking in me several times, she would then stand behind me in the hall out of my sight and watch me masturbating to orgasm and quickly go back to bed. I did not know this until many years later when she asked me if I still masturbate and I asked her about catching me masturbating. Her responses about watching surprised me.