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"Sneaking" into a friend's house
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We'd met online a year or so before. For our first meeting, I went to her place and licked her sweet pussy as her BF watched. I then got naked, and she climbed on top of me, 69 style. She never touched my cock, but wanted to watch as I jerked. During this time, her bf fucked her. I was licking her clit as he went at it, and even dared a few cock licks (he was apposed to MM action). I was up close and personal as he hot his load inside her. After he pulled out, I got my first taste of cum directly from a pussy. I'm sure I sprayed all over myself. I got to eat her one more time that night.

The next time we met, she wanted me to sleep over. She was naked between us, and was told I had to keep my underwear on. During the night, she nestled her ass right up against my crotch, I'm pretty sure she was totally asleep. I reached around and started to play with her breasts. I think she must have woken up, because she cupped by cock for a few minutes, but made no attempt to go further. After she fell asleep again, I eventually pulled m cock out and nestled it between her butt cheeks, hoping it might extend to her pussy. I must have fallen asleep, because the next thing I new both of them were waking up. We had coffee in bed and she gently touched my cock again, but made it clear I shouldn't touch her.

We became good friends online, and she eventually told me it had been so hot to wake up and find my cock between her legs. She confessed if she'd had a condom handy she would have mounted me. She was very turned on by the risk of having sex next to her very jealous boyfriend. One day, I stopped over to drop something off we had been talking about, but she wasn't home, the BF was. He grilled me on my intensions, and I promised him I wouldn't do anything against his will.

She and I drifted apart after that for a number of months, until she reached out again. The boy friend had gotten increasing controlling and jealous and she eventually had to get out of there with only a few possessions. She was horny and wanted to play. She came to my house, and we enacted a fantasy of her's where I was dog licking her pussy. I licked her so much that day, I rubbed my upper lip raw. From there, she produced a condom and asked me to fuck her. We were at it for the better part of an hour, and she thought I was probably the largest cock she'd ever had (and I'm basically just slightly above average). I beg her for a creampie, but she said I'd gone bare in too many other people for that.

I was just getting into a semi-serious relationship, but she and I continued to talk. She was a high-school substitute at a local private school. We fantasied about her taking one of her students, and about me sending her to school with fresh cum on her. On night we were talking and she said she would be house sitting and wanted to live out another fantasy.

She would text me the address, take a 1/2 dose of sleeping aid, and go to bed. The front door would be unlocked - I was to come over after 10pm, enter the house and find her. God, my heart was pounding as I entered the house. For no good reason, I felt like a burglar as I poked around the house looking or her. When I fond her, she was naked in bed, sound asleep. I kissed her gently on the lips, worked my way down her body and started licking her pussy. From the happy sounds, I could tell she was awake and really enjoying it. The condom was produced and we another very hot round of sex, until she fell sleep. I continued to enjoy her body for a bit, but eventually grew sleepy myself. I did wake in the middle of the night with another raging hard on as I hadn't cum earlier. I couldn't resist - I played with her until she was very moist, and slid inside her without a condom. It felt so good. I had to go slow for fear of loosing control, but eventually figured I just needed to cum. I was thinking about blowing inside of her, but fear that she wasn't on birth control took over so I pulled out and shot all over her chest. I slept fitfully for a couple of hours, but had to leave early to go to work.

We chatted some in the following days, but I never shared what I'd done. Eventually, we drifted apart as my relationship was getting more serious. About a year later, she texted me - telling me she'd lost her job, lost her apartment, and was living with her mother. She needed money, and offered to clean my house for $200. She also admitted she knew I'd taken her a second time that night, and was ready to have me creampie her if I'd hire her for the cleaning. It felt too much like sex for money, which I wasn't comfortable with. Plus I didn't want her meeting my wife, or risk having sex at our house.

We never spoke again, but I still dream of creampeing her, and eating it back.

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1 year ago