Thread: Pity/Favor Sex
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Old 02-29-2020, 08:04 AM
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Rachellus Rachellus is offline
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I had just graduated high school and I was barely 18 years old when this happened. One of my best friends in school was a guy. We had practically grown up together. We went to a small high school where everyone basically knew everyone and we had been in school together since grade school.

I will call him Aaron for this. He was dating a girl from a neighboring town and they had dated for 2 years. She was a year younger than us. He had caught her cheating a few days after our senior prom and right before graduation. She actually thought she could go to another town and go to a prom there with a guy and not get caught. Of course someone from our school was there and saw her. So anyway he was really tore up about it and forgave her at first until some of our other guy friends rode him hard for being a pushover.

We had each other on speed dial on our cell phones and I had been his shoulder to cry on several nights. My bf knew of our friendship and the way it was between us so he had no problems with me hanging out with him and talking to him. I hate jealousy anyway and had never given him a reason to be jealous.

My bf wanted to go with a bunch of his friends to a MMA match in Tulsa. Aaron knew they were going and asked me if we could hang out that night. I told my bf and he was like no problem. So Aaron and I went out to eat an early supper and then we went back to his house to watch TV and talk in his room.

His folks weren't home.

I was like where are your folks and they were in Oklahoma City at Bricktown. So we went to his room and we did not turn on the TV. We talked about a lot of stuff we had already talked about over the phone. He kept telling me I was his best friend and we had been hugging each other.


He got some wine out of his folks fridge and we drank some. He seemed nervous and I was like what? He said, "Rachel you know you are my absolute closest friend?"

I said, "Yes. I know."

He said, "I am just going to come out and ask you this so don't get mad." I just shrugged my shoulders a little bewildered.

He said, "Would you let me have sex with you?"

I was like Whah? Are you serious?!

He says, "Rachel I wouldn't ask you if I didn't really need to do this."

I said Why would you need to do this other than being horny?

He took a long deep breath and he says, "Confidence. I feel like I have been punched in the gut. I need to get this over with."

"What about my bf?" I said. "You know I asked him if he was okay with me hanging out with you!"

He said, "I would never tell a soul." He looks at me in my eyes and he says, "I really need this and you are the only person I trust enough to ask to do this."

I said, "Dude you know it would be too weird to kiss!"

He said, "We don't have to kiss if you don't want to."

I felt weird and I was surprised when I realized I was turned on some from our conversation. "So you just want to fuck me?"

He said,"Honestly that is what it would be but it would be more than that between you and me."

I sit there and I know I looked shocked. I said, "If I did it you could never tell."

He said, "I won't." And he stood up and started taking off his clothes. I was wearing a light blouse and jeans. I had on comfy cotton panties and a bra that did not match. I was not here to be sexy. I got up and took my clothes off and I was feeling really warm inside. I had just gotten my tattoo on my hip a few weeks before and he leaned forward and kissed it. He guided me down to the bed and pushed my legs apart and ate my pussy.

He knew what he was doing and I put my hand down to rub his head as he licked me and sucked on my pussy. I felt his tongue inside and I was breathing hard. It was really feeling good and he got up and he jumped out of bed and ran to the bathroom. He came back with baby oil and put some on his penis. He was very hard. He got on the bed between my legs and he made the connection and it slid up inside of me.

His face hovered over mine as he fucked me, moving in and out slow but hard, pushing hard against me as he thrust. He moved in and out as we looked in each other's eyes and I opened my mouth to moan some. He kissed me gently on the lips once, not much more than a peck and then he told me I was so tight he was going to cum.

He barely got the word out of his mouth and he started grunting and throbbing inside of me. His orgasm brought on mine and we came together though not exactly together. I was breathing hard as he pushed it inside of me and he told me about their prom night and he told me something I didn't know. He talked to her about marriage some and she had said she wanted that after he got out of college.

He is telling me all of this while he is inside of me. I can feel his sperm running down between my butt cheeks and never seemed to get real soft. About the time his story ended he was hard again and we started round two. It was much harder, passionate and he sucked my titties a lot (Yes the same titties in my avatar picture) and he made me cum again long before he came the second time.

When he emptied himself inside of me he asked me how I felt. I said, "Aaron, I feel like you got me to do to my bf what your gf did to you."

His eyes got wide like he had never thought of that. He said, "Rachel I am sorry."

I said, "Don't start being sorry now. We are best friends, right?"

He said most definitely.

I asked him if we were through and he said no, not yet.

We went down stairs and he had me to get on my hands and knees in the living room floor (Carpet) and he put a pillow down for my knees. He got behind me and fucked me doggy style for a long time. I didn't cum that time but he did. I swear he shot almost as much sperm inside of me the third time as he did the second time but it was real watery and ran out of me when I got up.

He told me I could take a shower before I went home. I checked my watch and it was close to the time I told my folks and my bf I would be home. I told him no, I better not show up at home showered.

I got a pantyliner out of my purse and put it in my panties and got dressed. He knew I was feeling weird and he took my hand and he smiled and said, "Thanks for the pity pussy Rachel."

We both started laughing so hard. It was like it totally broke the awkward tension. I said, "You are freaking pathetic."

He said he knew.

That was the only sexual encounter he and I ever had. My bf and I did not stay together long once college started anyway. I don't feel it was right to cheat but I did. Sometimes you do the wrong thing for the right reasons. That is my contribution for what it is worth.
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