[M]y first [F]WB Made Me Cum in My Boxers, Pt 2: Video Games are much Harder with a Hand around Your Cock

First things first, wow. Thanks to all of you lovely people who commented on, messaged, awarded (!!!), and showed your support for the first part of the story. The reception blew me away, so I obviously had to continue the story. For those who missed it, you can find [Part One here](https://www.reddit.com/r/gonewildstories/comments/nh63ic/my_first_fwb_made_me_cum_in_my_boxers_which_led/).

To recap for those who don’t want to go back and read: I’m Tyler. Currently 31, but an 18yo high school senior at this point. I was a late bloomer; a bit chubby until I grew into my height (6’2), and then became pretty tall and lanky. My cock is slightly above average size-wise (6.5 to 7″ if I’m really feeling it!). Haley was also an 18yo senior at the time, and on the soccer team. And I had always thought she was way, way, way out of my league. Short, but very fit, small breasts and a toned ass; long blonde hair, and very fair skin. The first time we hooked up, her grinding while we were still partially dressed was too much for my cock to handle, and I filled my boxers.

As I mentioned at the end of the last post, after my first meeting with Haley, I thought I had completely blown it (literally and figurately). To my utter surprise, when I text her afterwards, she admitted that she enjoyed it a lot, and was actually incredibly turned on by how quickly she was able to get me off. We started chatting about how it felt like she had “won”; not that we were necessarily competing, but that she just felt incredibly sexy that she had that kind of effect on me. So she mentioned that she would be interesting in meeting up again to play… and once again, see how quickly she could turn me on and make me finish. A little competition, where we obviously both win.

Well, there was a 0% chance that 18-yo me was going to turn down an offer like that, so I eagerly agreed to meet up again. It took a couple of weeks before we were able to get an empty house again, but she came back over to my place as we discussed. As with last time, my inexperience and total lack of any resemblance of “moves” won out, and we spent a while just sitting on the couch chatting… although I distinctly remember the looks she was giving me were different this time. Little coy smirks, a few glances down my body, shifting around a little bit more. I should’ve pounced on her as soon as she walked in the door like that, but I eventually got up enough guts to ask her how she wanted to do it this time.

She didn’t know, initially, and neither did I. We briefly discussed a few ideas, before she asked me what I would normally be doing on a Saturday afternoon if she wasn’t here. That was a pretty easy question for a teenage boy: I would be playing video games. So I mentioned that, and she gave me this unforgettable half-smile. That was going to be the competition today. She wanted to see how well I would do playing video games while she… attempted to distract me.

Now, as good as that sounded, I did actually want to like… see her naked this time. Maybe get past 2nd base, and puts some fingers on her before I totally lost control again. So I counter-offered: let’s see who can distract the other more in the same situation. I play while she tries to distract me, and she plays while I try to distract her. She cheerfully agreed, and now it was time to select the game.

I had a decent, but not prolific video game collection back then, and I had no idea which game would be best for a game like this. We both walked over to my collection and started looking, though Haley’s eyes were immediately drawn away from the games to the corner of the room, where my Guitar Hero guitar controller was. And yes, this may be the first time in GoneWildStories history that Guitar Hero was mentioned in a story.

She walked over to it and suggested that we each alternate songs, one of us playing while one of us is in front of the other, doing whatever they want to try to distract the other person. The winner was determined by the person with the higher score after the pair of songs, and an orgasm was an automatic defeat. I quickly agreed to all of the rules, we started up the game, and I kissed her.

We fell back to the couch as we made out again, very similarly to last time. A lot of passionate kissing, hands exploring each other’s bodies, though I made sure to be next to her this time, rather than having her directly on top of me. We again removed each others clothes, and I think I even did a little bit better with figuring out how to removed that damnable bra.

And then… her hands traced down my body, and pulled my boxers quickly down my legs. My cock sprung out, absolutely hard as could be (I had probably been rock hard for like 15 minutes by this point), but hey… I had made it further than last time! Score! She gave me another sexy, devious smile as she looked at me fully naked for the first time, and I returned the favor by leaning over and shimmying her panties down her legs as well. I couldn’t help but stare at those cute lips between her legs. Neatly trimmed down below, I just… stared. My cock probably twitched a few times, untouched, just seeing her in her entirety for the first time. I remember her pulling my head up by the chin and telling me it was game time, and I gathered myself and nodded.

We agreed that she would play first, and I’d distract her. She chose the song (sorry, I can’t remember which songs we chose… that was definitely not my focus this day), I knelt in front of her… and she began. Using much more eagerness than skill, I began touching her while trying not to get in the way of her playing (or get hit in the head with a plastic guitar). I traced the insides of her thighs. Gently felt her lips, and how wet she already was. Slid a finger inside of her, and listened to her moan softly. I tried to move my head closer to begin licking her, but the angle wasn’t great and I couldn’t quite get there. After the 3-4 minute song, it was over, and I hesitantly withdrew my hands. She had done… alright. Not horribly, but certainly well below the kind of scores I normally got. She made a comment about how tough it was, and warned me that it would be challenging for me too.

A young, naïve fool that I was: for the briefest of moments, I actually thought I might have a chance. Hubris, foolishness… I thought I might be able to compete. And as we traded places, me on the edge of the couch, I watched this amazingly sexy girl kneel in front of me, staring up at me and my cock… and my confidence faded fast. I chose my song, listened to the music play before hitting my first few notes, and then felt it… her hand gently wrap around my cock.

I’d masturbated a good number of times up to this point in my life, but nothing could’ve prepared me for how good her soft hands felt as they lightly gripped my cock. I definitely looked down to watch her start to slowly move her hand up and down, before realizing I was missing notes on the game left and right. I tried to re-focus on my task, tried to drown out the sensation… but I couldn’t stop looking at her. And as her fingers played with the head of my cock, ran up and down the length of my shaft, I felt that oh-so-familiar sensation of an impending orgasm. I honestly tried to take a few deep breaths and steady myself, but I think she was mostly teasing up to that point. Because soon after, she started increasing her pace, pumping steadily up and down… and as she did, my focus on the game dropped to zero as my orgasm built. Missing chord after chord, the video game boo’s starting raining down as her hand expertly milked my cock, and before half of the song was over (probably 1.5 minutes if we’re being generous), I felt myself hit the point of no return. I groaned out, warned her what was going to happen… and she smiled, that sly smile that said “I win”.

And did she ever win. I came, hard, my cock spurting straight up in the air and covering both of us, though she moved her head back so it was mainly over my body and her hand. I stopped playing, just relishing the sensation of my orgasm as I failed the song; I couldn’t even make it through the first song, a double-loss on my part. But I wasn’t complaining one bit. She laughed again, reminded me that she warned me it would be a challenge, and kissed me before we went to go get cleaned up.

I’d be lying if I said I wasn’t completely hooked after this. We continued to chat and flirt and sext, and we started to fantasize about other similar competitions. And I was determined to do better, because there was so much more I wanted to experience with Haley. There are probably a few other noteworthy experiences with Haley that I’ll work on writing up if people want to continue hearing more.

Source: reddit.com/r/gonewildstories/comments/njidm7/my_first_fwb_made_me_cum_in_my_boxers_pt_2_video