We did the sex-in-your-sleep idea. Two of my partners did it to me, and I to both of them. Guess who won the bet? I did!
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One guy, was already hard so I rolled a condom on him, lubed him, and lowered myself onto him all while he was asleep. He stayed asleep right up to the moment he exploded inside me. What a sound sleeper! He wakes up and sees me on top smiling down at him.
"Did you dream?" I asked.
"Yeah, an intense, erotic dream!"
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My other guy woke up before I could get onto him. We enjoyed a quick fuck and went back to sleep.
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One guy, B, tried to enter me spoon-style while I was asleep. I woke up just as his large head entered me. He had his way with me and then went back to sleep. But what happens to me? Now I'm all hot and horny and can't get back to sleep. So I woke him up, fucked him again and then we both could get some sleep.
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The other guy, M, also tried to enter me spoon-style. He got all the way in, and did a few slow gentle strokes before I woke up. I sucked him off.
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Final Score:
Me 1 for 2.
Guys: 0 for 2.
What's the bet? I get one guy to do whatever I want for an hour. For that hour, he's all mine!
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The guys then pulled a trick on me. I went to sleep with B, and there was nobody else in the apartment that night. B wakes up late at night, quietly let's M in the door. M enters me in my sleep, and I wake up in the dark. I feel a cock sliding into me, spoon-style.
I ask "Is that you, B?"
B's hiding nearby. Says "Yeah, sweetie."
"But it doesn't feel like you." I'm still so sleepy.
"It's me."
M quickly finishes and pulls out. B gets in bed, replaces M who sneaks out of bed. M cuddles up behind me.
"That couldn't have been you. It didn't feel the same. What did you use, one of my toys? No, that wasn't a toy. What did you do?"
M speaks for the first time in all this. "It was me, honey!"
I'm still waking up in the darkness. "What? You evil bastard!"
"Since you wanted to see if we'd wake up if you fucked us in our sleep, we played a trick on you. When you were asleep, B let me in, and I did it, pretending to be him. We wanted to see if you could tell the difference. Congratulations!"
"Well, you two are very different! Of course I could tell! That's too easy for me."
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That trick gave me an idea. Today, I blindfolded M. My grlfriend, L, was there. So was M's spouse, S. All three grls took turns sucking him and fucking him while he was blindfolded. We also licked his nipples and balls while he was getting sucked. He had to guess which grl was doing what to him. M could always name which grl was sucking him or fucking him. He never guessed right on who was teabagging him or kissing his nipples.