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My daughters best friend
It was my daughters first year of college, her mother and I hadn't seen much of her so when she told us of a nearby cheerleading competition that her and her best friend Jen were going to work at, we offered to drive. My daughter and Jen were both cheerleaders for their school and the school offered them money to help set up the competition, my wife also volunteered to help since we were there.
So we arrived at the hotel, we got a room with 2 queen beds, one for the girls and one for my wife and I. We had a late dinner and then went back to the room, they had to get to bed early because they drew the early shift in setting up. I stayed at the hotel bar for a few before turning in myself as I didn't need to get up early because I wasn't helping.
Morning comes and the girls were up early and out the door, after the door shut I walked into the bathroom to get a shower, afterwards I went out and laid naked on the bed watching tv. What I didn't realize is that what I thought was a pillow rolled up in the girls bed was actually Jen. She was laying there watching me stroke myself. She leaned up off of her pillow and startled me. I grabbed a pillow and quickly covered myself. She got up and sat on the edge of her bed and asked me why I stopped? I said, well isn't it obvious? She said, I've been watching you since you came out of the bath. I said, I didn't know you were here? I thought you had to work? She said, my shift starts in 2 hrs. She then grabbed and threw my pillow. I was laying there totally naked in front of my daughters best friend. She said, I was enjoying the show... continue. I nervously started to stroke my hard cock and said I'm not so sure this is a good idea? She then stood up and took off her nighty, revealing her totally naked body. She said, I won't tell if you won't? She said all of my daughters friends thought I was hot. So that was all I needed to hear, she came on to my bed and started giving me the deepest blow job I've ever had. I grabbed her long black hair from behind and guided her up and down my cock. I didn't want to cum just yet so I turned her over and started eating that tight little pussy of hers. It didn't take long before she screamed in an orgasm. I had her hole so wet and it was still tight sliding my cock deep inside her. She was so flexible, I had her feet pressed against the headboard as I rammed her. Watching my dick slide in and out of her tight pussy, I knew I couldn't last long. I pulled out and sprayed all over her perky b cups. She licked my cum off of her boob and said, that was awesome. I agreed. She said, I've never been fucked that hard! I said, that was great, our little secret and taking this any further is up to you. She is now 26 and we have remained friends with benefits and no one has suspected a thing.