Where it happened: my front yard
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I was babysitting my little brother on a beautiful sunny day with my boyfriend, Matt. My brother’s name is Jeremy and he was 12 years old. I was 17, and we decided to go out in the front yard and play a game. He was riding his bike and Matt and I were timing him. Some of his other friends were outside as well, and they wanted to play together. So I let Jeremy go with them down the street a few houses.
Matt and I were alone, so we set up a litte picnic in our back yard. Our yard is fenced in and there are lots of trees, so it is very private. We were swinging on the hammok and talking.
After some time went by, we were kissing, and then we were just full blown making out. I could feel Matt getting a boner. We stopped kissing and I took off my t-shirt. He massaged my breasts and then undid my bra. I took it off and threw it aside. My breasts are small, (B28) but he didn’t mind at all. Matt played with my nipples for a while and told me I was beautiful. He’s so cute. I stood up in front of him, and took my shorts off. I layed back down and he rubbed me through my underwear. Then he pulled them off, and got a look at my shaved pussy.
I heard him whisper “Damn!” Matt slowly put one finger in my tight pussy. It stung a little, but it wasn’t too bad. He moved it in and out, in and out. Then he added another one. Not much of a difference. But by the third one, I pulled away slightly. He saw this, and took his fingers out.
“Are you okay?” he asked.
“I’m fine. It hurts a little bit,” I answered. He put them back in, and it didn’t hurt as much.
“You ready?” he asked.
I nodded my head. He stood up and took his clothes off. His cock must have been a good 11 inches long! And fat. I didn’t know if it would fit in my tight pussy. He rubbed the tip on the lips of my pussy.
“Are you sure?” Matt asked.
In reply, I grabbed his waist and pulled him in closer. His cock went about half way in, and I started bleeding. I explained to him that it was normal. So we continued. Slowly, he thrusted back and forth. It hurt really badly. I told him to stop, and he asked me if he did anything wrong. I told Matt that he didn’t and he pushed his cock in a bit farther. I pulled him in the rest of the way. He went a little harder and faster and it was beginning to actually feel really good. I met his thrust and soon, he came inside of me. It felt sooooooooooo good.
Then I started shaking and gasping. I was having an orgasm! Yay! We stopped soon after that. We snuggled up next to eachother and started making out again.
“Hey, Kate! Nick had to go home to-” My brother had entered the back yard. Uh-oh. “Uhhhhhhhh…” He asked what we were doing and we had to tell him. He already knew about sex of course, and wanted to see how it happened.
He finally talked us into it and Matt got back up. I spread my legs wide and Matt positioned the tip of his cock on the lips of my pussy. He pushed in and thrusted in and out.
“Cool,” Jeremy whispered. He asked if he could try and Matt was fine with it, (after all, he was my brother) so Jeremy took his pants off. With Matt’s help, he aligned his cock with my pussy and pushed it in. The Matt moved his body back and forth and when Jeremy was done, he put his pants back on, and went inside as if nothing had happened. But of course it did, right?