When I felt bad for a friend who had a crush on me and gave him a pity handjob [MF]

I thought my boyfriend had it rough and that I was much nicer than the girls he had experience with before me but a guy got me thinking about an experience from my past I had almost forgotten.

When I was in the penultimate year of my high school we went on a school trip with a bus to a different country and we were sleeping in a youth hostel. That hostel had rooms that slept four with guys and girls separated. On one of the last nights of that trip I flashed a bunch of guys that slept in the same room. Later I heard from them that they were masturbating in their bunk beds after that and were fantasizing out loud about me while doing that which made me feel very sexy. The thing was, they spoke to the other guys about me flashing them. Also to a guy that only weeks before spoke out his crush for me, but I had turned him down. He was really nice but just not my type (and to be honest, a bit socially awkward). I did it gently though but the guys were now taunting him that they had seen my boobs while he hadn’t. I felt bad for him but wasn’t going to show him my boobs neither. Don’t even really know why since it’s such a small thing to do but I didn’t felt like it.

Lets skip a year. We had our gala, which is sort of like a prom but guys don’t ask out the girls, they come with groups, just like the girls. Only couples went to it together. What you have to know is that is was practically school sanctioned going out, but with a lot of sex happening after that (since it were a bunch kids, going to puberty, getting to drink and one of the last times we would see each other since this was a short time after the final exams). Some took girls home but most were doing so in the outdoors since it was in the summer. Most was done in a park nearby, where you could find a couple of couples going at it at the same time in the bushes or on benches, it really was a special atmosphere then. And about everyone knew that this was happening.

The gala started at 8 but at 12-1 almost everyone was gone except a group of about 15-20 classmates. Within that group were both him and I with our respective friends. Since he had been really nice to me even after all that, I wanted to thank him for that in a way, especially since seeing him there reminded me of that experience a year ago. Added to that I knew rumor was that he hadn’t had any experience with a girl since, no kissing, nothing. So I went to him and whispered in his ear, a bit drunkingly, that I needed him to walk me to the park. We had our separate goodbyes to the group (since I didn’t want them to know about that I was going with him) and started walking.

The park was about one and a half streets from the party location, as that was on the edge of the city center, and he was pretty quiet. I really wondered what his expectation was: was he expecting nothing (since our history and difference in status) or was he expecting a lot (since we were going tot the park and the implications that were in that)? When we arrived at the park I leaded him to the first bench and started talking. “What are you expecting that is going to happen?” He was still quite quiet and shy.

I couldn’t give him the relationship he wanted but I could give him something. I resumed talking then and reminisced about that time I had flashed those guys and he didn’t see them. “And I’m not going to show them now”. “You may feel them though, as long as I can play a little with you” and he nodded as he felt me up. I unzipped his pants, took his cock out (not like all the way down, just letting it slip out a little), and started tugging his cock. Since then I got a lot of experience with handjobs and got quite good with them but I absolutely wasn’t then. But still he came very fast, next to me on that bench. I wiped my hand on his underpants and put his cock back inside of it, still wet with sperm.

We were talking about some other stuff for a while on that bench and after about 15 minutes we went our separate ways. I lost touch with that guy and I wondered what came of him. I was told I probably had a huge impact on him and I don’t know if that was in the right direction. But still, a nice memory of those days and I hope it was for him too, his first sexual experience after all.

Source: reddit.com/r/gonewildstories/comments/omfa7z/when_i_felt_bad_for_a_friend_who_had_a_crush_on