Matt was the guy that was always dating two or three girls at the same time. At the time, he was dating Lisa. She was very cute; about 5’1 and maybe 105 pounds, with brown hair and very small breasts. Matt would tell me sex stories and how “freaky” she was in bed, which I didn’t mind hearing about! Lisa knew she was attractive and would flirt with me all the time. Matt knew she did and enjoyed watching her tease me. I never thought the flirting and teasing would go anywhere, so I played along, but the attention was fun.
One Saturday night I had gone out with a few other friends to the bars. My girlfriend at the time was out of town. I came home around midnight. I noticed Lisa’s car in the driveway. She stayed over all the time, so I didn’t think much of it. Matt’s room was right across the hall from mine. The door was closed, which usually meant they were having sex.
I closed my door, stripped down to my boxer briefs, turned on the TV and got into bed. About five minutes later my door slowly started to open. I sat up. It was Lisa. She had on one of Matt’s over sized t-shirts and no pants. She walked in, and jumped on my bed. As she sat down I could clearly see that she was wearing a pair of tiny, purple thong panties. As you can imagine, I was surprised and excited at the same time. I had never seen her wearing so little before.
She asked me where I had gone that night, who I went out with, where my girlfriend Brandy was, etc. I could smell a little alcohol on her but she wasn’t drunk. I could tell she was a little fidgety. She finally grabbed my arm and pulled me toward the door.
“Come on, come with me.” she told me as she pulled me out of bed.
She took me across the hall. Matt was laying on his bed, covered with a sheet. We all kind of looked at each other for a second.
“Lets play.” Lisa said.
As she did, she took off her shirt. I got a great look at her small but hot “A” cup breasts. Without a word, she pulled the sheet off Matt. He was completely naked. She leaned over the end of the bed and began to suck his already hard cock. I had never seen Matt naked, but I assumed he had a large cock. I was right. It was at least 7.5 inches.
The sight of her ass bent over and her sucking his cock was amazing. I began to touch my cock through my undies while I watched them.
“I’m so fucking wet.” She said.
She looked back at me. with an almost smirk on her face.
“Fucking play with me J.”
I looked up at Matt, feeling like I needed his approval.
“Is it OK man?” I asked him.
“I told her to go and get you, it’s cool.”
I moved behind Lisa and squeezed her ass. I put my hand between her legs and touched her pussy through her panties. They were soaking wet. She took a hand and started to pull them down. I helped her and slipped them off, onto the floor. I slipped my briefs off and got on my knees behind her. I was so excited and hot I immediately began licking her pussy from the back. Tasting her for the first time and looking up and seeing her take his cock in her mouth was extremely hot. I began to stroke my now hard cock. I moved up a little and licked her asshole. She yelled out,
“Fuck yea babe.” Lisa moaned out.
She would suck, then look back and tell me to lick her ass some more. I loved every second of it. If it had ended here, with me licking her and jerking off on the floor, I would have been happy.
After a few minutes, she patted the bed next to Matt.
“Here.” She said, looking at me.
I moved to sit next to Matt, thinking she was going to suck my cock as well.
“No, lay right here.” She said.
She patted the bed opposite her, right next to his cock. I think I knew what was coming, but I could hardly wrap my mind around it. I watched her take his large cock in her mouth, slurping it and telling me how hot his cock is.
It was like every dirty porno I had ever jerked off to was coming to life. She straddled his leg and began to kind of ride it, rubbing her pussy on his knee. She looked at me after awhile and said,
“Suck him J.”
“I wanna see you two play.” she said, breathing heavily.
“Suck Matt’s cock.”
I wasn’t sure what to do or say, but I was so aroused I couldn’t stop if I wanted to. I Iooked up at Matt, to see if he was getting ready to run out the door. He kinda smiled at me.
“Is that what you want me to do Matt?”
“Go for it.” He said back to me.
My heart was pounding rapidly. I kinda slowly leaned over and put his head in my mouth. I was surprised how nice it felt, and how hot it was making me. My cock was rock hard. I took it a little deeper each time I went down,getting used to it. Lisa was loving it. When I went deep, I could faintly smell Lisa’s perfume from her chest, on his balls.
“Suck his cock baby.” she said, as she touched her pussy.
“Fuck, the two of you look so hot.” She said.
I looked up at Matt, he was looking right at me, moaning a little.
“Fuck that feels good man.” He said.
I got into a rhythm and could take the first 4 inches or so. I played and squeezed his balls a little, which he loved.
At that moment, I couldn’t tell you what Lisa was doing. It was about he and I at that point. I had never thought about him sexually before then, but he looked so hot naked, and his cock was so freaking big. I found myself really wanting him to cum. I began to stroke his shaft while the head was in my mouth, just like my girlfriend did to me.
He started to move his hips and moan a little. Lisa was all over this,
“Cum Matt, cum for J.” She said.
“You want me to cum dude?” He said to me.
“Uh huh, cum man.” Barley believing what I had just said.
Almost at that instant, he moaned and shot a thick, warm, sticky load of cum.
“Fuck man, your making me cum.” He said.
“Shit, take it J.” He moaned.
I was turned on, but had never tasted cum. I got a little in my mouth. I stroked him and the rest shot onto his stomach. I was surprised at how good it actually tasted. Lisa was rubbing her pussy and watching us. Telling us how hot it looked. After he came, I thought “what the hell” and I leaned over and licked Some more cum off his stomach to taste. Lisa yelled,
“Your so fucking naughty.”
Matt looked down at me, sweating and out of breath a little and told me,
‘Fuck dude, that was so damn amazing.”
Matt got up and said he was going to take a shower and get a drink. I wanted to play with Lisa so bad, but I felt like I needed his permission. When he walked out and shut the door, I took that as his approval. Lisa told me she had cum, rubbing her pussy and watching me suck his cock.
“I want you to get off too J”.
“How do you want me babe?” She asked me.
I asked her to lay on her stomach, so I could fuck her from behind. I really wanted to see the tight little ass I had been tasting.
“OK babe, but don’t cum in me, that’s only for Matt.”
“You can put it on my butt.” She said, as she looked back at me.
I slipped it in her and watched my cock slide in and out between her little ass cheeks. Her pussy was so slippery and warm. I could still taste some of Matt’s load on my goatee, which added to my feeling. I told her I could still taste his cum. She absolutely loved that and she began to talk dirty even more and tell me how hot it is.
After awhile I couldn’t hold back anymore. I drove deeper inside her, then pulled out at the last possible second and shot a load of cum all over her butt. Shit, this is like a porno, I thought to myself. I got a tissue from the night stand and helped her clean up a little. She got up, thanked me, and kissed me on the cheek. She left to go get in the shower with Matt, to clean up. After she walked out, I grabbed her panties off the floor, for my later alone time. I got to the hallway and then turned around, I thought, “why not.” I picked Matt’s black briefs off the floor and took them as well. I was excited when I got to my room and checked them out. Lisa’s were soaked and Matt’s had a very nice pre cum stain in them. I felt kinda perverted, but I was still so turned on. I enjoyed them both a lot while watching porn for the next few weeks.
The next day, when Matt and I were alone, it was kind of awkward. We broke the ice over some beers, and talked about what a freak Lisa was. We both said we were straight, but just went with the moment. He said that Lisa had told him for a few weeks that she wanted to see him with another guy. We did both acknowledge how hot is was though. We are both still good friends and both still have girlfriends. He isn’t dating Lisa anymore, but we did play a few more times together. All of this is true and is burned in my memory. It was amazing and I loved it.
Via: https://www.lushstories.com/stories/group-sex/true-first-time-bi