I'm not sure if this is going to be popular, but i feel like sharing it. This is a true story and everyone in it was over 18.
It was the summer after high-school and I was hanging with my best friend Jon. We were in my room discussing what girls we wanted to try and get with over the summer. As far as each other knew, we had never done anything. He hadn't anyway. I wanted to tell him, but I wasn't sure how he'd react so I didn't think it was worth the risk.
"What would do you think of Audra? I know you used to have a crush on her." I asked. I wasn't sure where I was going with this yet. Audra was my (at the time) step sister. She was shorter, pleasantly round all around and adventurous with blonde hair and thick glasses.
"You know she's close to my dream girl. Why though, she's your step sister." Jon replied.
What Jon didn't know is Audra and I had done something while playing truth or dare a few months back. I thought I would get her to chicken out from a dare, so I dared her to get naked. I hadn't been particularly attracted to her, but I'd also never seen her naked. I was in disbelief. As soon as I saw her I got rock hard. She had noticed and hit me with same dare back. She teased as she saw my rockhard cock.
That truth or dare session ended up with us going down on each other. The next session a few days later I came in her ass. I never tried to put it in her pussy as we had both been virgins, but once a week or so we played and played and messed around.
I got rock hard as I explained to Jon. "I saw her naked." I wasn't attracted to guys, but it turned ne on telling him about it. He didn't believe me at first, but I slowly told him more and more until it all came out. I got more turned on with every step I admitted. He didnt believe me at first, so it took about 45 minutes before I told him I came in her ass.
His dick had long been hard through his workout shorts. It was about 7" and his precum left a small wet spot. He discreetly massaged it.
"No way Mac, you ended up having buttsex from truth or dare? It makes me want to play." Jon said.
"Bro I think we could convince her to play with you later. She said she wanted to hang out."I replied.
"OK, so we should practice now. We won't be able to chicken out on whatever she throws our way later so we need to be ready. We also need to think of how we can get some from her in as few of dares as possible." Jon said.
He was adamant about playing. Meanwhile all I could think about was cumming. It felt like torture talking about how I had fucked Audra in the ass and thinking about it without being able to get some relief for my thick 6" dick. Relief was coming if I wanted it or not.
"I dare you to take off your pants/underwear." Jon said.
I took off my pants and I was obviously hard. I would have been embarrassed of the wet spot on my boxer briefs if he didn't have one to match. Before I took them off I sat down on the couch and threw a blanket over me. Instinct took over as I furiously jacked myself for a few pumps. My mind came back to me as I realized I didn't want to cum in front of him, at least yet.
"OK, now your turn." I said to him. He took his pants off. I was waiting on anticipation to see his dick. I didn't know why, but the through of seeing one bigger than mine turned me on. I assumed he was going to cover with the blanket before I could see anything, like I did but I was mistaken. He turned his back as his dropped boxers.
His ass was small, but it was shapely. The anticipation of wanting to see his dick mixed with thoughts of fucking Audras ass, made me think of fucking his. I was shocked I was thinking about it, but couldn't stop. Jon started to jerk off as he turned around. It gave me a partial view of his dick. It was longer than mine, but not quite as thick.
We turned on a porn video of a blonde like Audra getting fucked in the ass. I slowly jerked myself off, still not wanting to finish yet.
Suddenly Audra burst through my door. She wasn't supposed to be home, so I didn't lock it. Luckily our boxers and pants were under the blanket with us, but it was too late to hide the porn.
"Hey Mac, you didn't tell me Jon was over. What are you watch-" she was unphased as she realized trying to be the cool older sister. "Oh wow she's really getting it. Wait are you guys?!?" Audra gasped.
We scramble to get our boxers back on. It was futile. Between being caught off caught and the obstructions our hard dicks had become, we couldn't get them on before Audra pulled off the blanket.
"Its not what it looks like." Jon tried to say.
"It looks like you guys are going to do whatever I dare you to or I'm telling everyone you got naked under the blanket together." She smugly replied.
We couldn't tell her we were practicing truth or dare. She'd figure out I told Jon about us. I think she assumed Jon and I had been playing truth or dare longer than I had with her.
Part 2 will be out later if you guys want it.