Masturbation is generally speaking a very fun fulfilling activity to do, and I have always done it with unbelievable consistency, however I'm sure all of you have had moments in your masturbation life where you just realize that there is a bad side to it.
One day I went over to my friends place and we did the normal guy stuff, play some football (soccer), watch movies (porn) eat and play some Playstation. However with 45 minutes to go until I have to leave, we settled in his bedroom and he started surfing his unimpressive porn collection (which most of them were mine anyway) I was just joking around by saying do you mind if I stay in my underwear and he's like no I don't mind so I actually took them off and went over to lock the door. I made a few comments about the situation and giggled and I believe he said "its OK and you know what if you want to jack-off I'll do it with you" All this time I thought he was joking but he wasn't. He took off his pants to reveal a tent in his boxers and I said "wow, you must be really turned on by having a guy watch you" and he made some sort of affirmative noise although I can't really remember exactly what it was like right now.
Eventually he takes out his dick, and it was about the same size as mine but uncut me on the other hand was stroking through my underwear but eventually got frustrated as he was already stroking to porn. So I took my underwear off but unbelievably it was a small wrinkled worm that just wouldn't wake up. He looked at me (and my dick) as if to say "dude its so small" OK so I said given that I've never shown my naked body in front of anyone apart from my cousin and my parents I was probably just nervous. So I didn't pay much attention to it at the time, and I decided to stroke with my index finger and my thumb, which is what I usually do when I'm trying to get hard.
I've done that and nothing happens, so I decide to go to the nearby bathroom and try to get myself hard in a different way.
The old "twig between the hands" technique is what I used but even though it was easier I still couldn't get it hard. The thing is I had already came when I was doing it but it was very little and I hadn't felt anything it was one of those bad orgasms. So I came back to the room, still not hard but better than before and I started stroking the same way I did when I was there before and still to no effect. I tried and tried and I was so frustrated that I couldn't get it hard aaaaaaaarrrrrgggggghhhhhh it shrunk back again and I had to go to the bathroom and try to get it hard again.
So I am in the bathroom again trying to do what I was doing with the same "twig between the hands" technique and I started to get that tingly feeling in my dick but it was still not hard. I have never felt so flaccid in my life lol. I was in the bathroom beating my meat so hard and really struggling whereas my friend was beating away but was edging waiting for me. I kept peaking out and he seemed to be going strong. With me I was almost crying so hard that I just couldn't get it hard. I just wanted it to be over. Eventually I reached the point of no return and started beating it hard and got out of the bathroom shouting "I'm Cumming" my friend looked back directly at my dick but you couldn't see my cum because it was so small and my dick was covered in soap.
It was probably the worst ever masturbating experience in my life and every time I think about it my dick shrinks. In my defense to be honest he didn't make things easier for me because he was way too serious, sex and masturbation is supposed to be fun so it wouldn't hurt to giggle, and laugh or make a wise joke.
But I think I learned a big lesson at that time, which is "if you feel like you are not going to enjoy it then don't do it" I think my mistake is I thought that it would be a great experience, you know my first time jacking with a guy I though it could only be good but it was far from fun for me and to be honest I've also learned that I am not turned on by jacking off with guys.
Have any of you had similar experiences, if so please tell me.