This past weekend, I took my oldest daughter to her volleyball tournament a couple hours from home. We do this a couple times a month and we almost always split a room with my friend Julie. Her daughter and mine are close, so Julie and I became close through this team.
When we arrived at the hotel, it was around 7, got our key from the front desk and went up to the room. Maybe 15 minutes later, knock on the door and I'm thinking, good, Julie is here. Open the door and there is Julie's son, Danny, and Julie's daughter.
Apparently Julie had to cancel at the last minute, and her son Danny, who just turned 21, figured he would just fill in for his mom. I texted Julie asking what happened and she just apologized and said she would have texted earlier but didn't want me to back out of the tournament or anything because of her.
Ugh. OK. Guess we have to make the best of this. I have known Danny for a few years, he has been around from time to time and I knew I didn't have to fear for mine or anyone else's safety or anything like that. He has always been more of the shy, socially awkward type. Tall and skinny, wavy brown hair, brown eyes, not she he has ever had a gf or anything like that. Kind of the black sheep of the family considering the rest of their athletic skills.
Anyway, the first night I ordered in pizza and instead of wine and trashy reality shows it was soda and movies, fine, but not exactly the girl's night I'm used to on these trips.
Saturday was spent at the tournament and we got back to the room around 6 or so. Generally, on the Saturday of these tournaments, all the kids go to one room to hang out while the parents do their own thing, which for Julie and I is usually more wine and catching up. So when the girls left, I was unsure what to do. Danny sat on his bed and played some video game on his phone.
I got up and said I was going to go take a quick shower and I swear I saw his cheeks flush just a little at me even mentioning the word shower. I walked in, shut the door and turned on the water. I took off my clothes and stood at the mirror letting my hair down.
At some point, the door to the bathroom must not have latched all the way, because it opened slightly, not much more than a couple inches. I went to go close it, but looked in the mirror just outside the bathroom and saw Danny, pants down around his ankles, apparently watching something on his phone and slowly stroking his cock. He wasn't fully hard yet but looked like he must have been a solid 8 or 9 inches. He didn't look very thick, but his length was impressive.
Apparently I got a little focused on his cock, and didn't check back at his face, because he quickly covered himself with the blanket and scurried while under there to pull up his bottoms.
I stepped back, wrapped up in a towel and decided to address it head on rather than go through an even more awkward evening of pretending nothing happened. I walked out and sat on the bed next to him. I apologized for watching and not looking away as soon as I saw what was going on. He apologized for doing it in the first place but thought that since the girls wouldn't be back til late, didn't even have a key to get back in anyway, and I had just started my shower, he would have more time.
I told him that I still needed to shower and that I take around 30 minutes between the shower and blow drying, so he should have plenty of time to finish. He said it was probably too late now, he would be too embarrassed.
I kind of felt bad about ruining that for him, and got an idea. "What if I helped you?" He asked what I meant. I told him to just lay back and relax, and pulled the blanket down. The bulge in his shorts was kind of crazy, so I pulled them and his boxers down and off. I smiled as it sprung straight up.
I climbed back up on the bed, and straddled his thighs. I pulled my towel up out of the way a little, and slid up, pinning his hard dick down with my pussy. I then slowly slid up and down the shaft of his dick, letting my wetness provide some lubrication. His eyes closed as he felt me sliding back and forth on him.
When he opened his eyes again, he looked down and watched what I was doing. I asked if he had ever had something like this before and he just shook his head no. I asked what experience he had with girls and he said none, never even having kissed a girl. I knew he was pretty innocent but I didn't know he was THAT innocent.
I went back to focusing on sliding up and down his dick, and found that if I went right to the edge, then the head of his dick would rub my clit and send shivers through me. I kept doing it, and the harder I pressed my body down on the head of it, the more pleasure it gave me. I had started out pretty slow, but was picking up speed and pressure.
I figured I would give him a little something more, so I leaned forward, and placed my lips on his, giving him a little kiss. He apparently liked it, because he put his hands on the back of my head and pulled me closer to keep kissing him.
Well the change in position, my pussy being so wet, and me already pushing it to the edge, coupled with him getting excited about the kiss, I either rocked too far forward or he pulled back a little, but as I slid back, his dick slid inside.
The pleasure was instant, and I slid all the way down it. His eyes got big, and I just stayed right there, his hard cock filling me completely. I sat straight up, towel falling off, and started slowly grinding back and forth, letting him stay fully inside of me.
I knew he was freaking out a bit, so I put his hands on my hips, and got him to rock with me, getting a good rhythm going before I added some up and down motion on it.
I left his hands on my hips, letting him guide me while sliding my own hands up to my breasts, playing with my nipples as my orgasm built.
It only took a few seconds, but I felt him unload inside me, which triggered my own orgasm.
As we both came down, I laid down next to him in bed and we laid there silently for a couple minutes, before I stood up and led him into the bathroom and into the shower with me. I let him explore my body as he cleaned me, and made sure to clean him as well, ending the shower by giving him a hand job and letting him cum on my stomach and chest.
The rest of the night was uneventful as we got dressed, ate some dinner, met some other parents for a couple drinks, then went to bed when the girls came back.