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[M4F] [M4TF] Repeated Mistakes: Then and Now
Author Summary
sendmesexyprompts is a male looking for a trans female
Post Body

Then- We were so young. Just 20 years old. Your parents were out of town for the weekend, and I brought a bottle of wine. You had a boyfriend. I had a girlfriend. So what were we doing here? We laughed, we drank, we let the tension stain the conversation like the wine stained our lips. Your parents had a pool table. You wanted to play a game. "Let's make it interesting," you said, "Every time I put a ball in the net, you strip. Every time you make it, I strip." I knew it was wrong, so did you. But as you bent over the table and took aim at the cue ball, I couldn't help but hope that you make it.

Now- Ten years later, we've hardly spoken since that night. I'm back in town for a few days, and by chance bump into you at the farmers market. You're married. I'm married. Time has been kind to you, I can't help but notice. Your husband is out of town. You invite me over to dinner, and I bring wine. "You'll never guess what I have upstairs," You say as we laugh across empty plates and glasses. You lead me up to that same pool table, a little worse for wear, but still recognizable. "Do you want to play?"

Both- Your lips are so warm against mine as you moan against me. The condom we both pretended to want to use lies in a heap on the floor next to the bed. Your hands claw at my back as I thrust into you, every moan and whimper sounding like a gasp of life as sweat drips between us. "Oh fuck," You whisper, "Cum inside me. Please, I want you to cum inside me." I oblige.

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Some mistakes are doomed to be repeated. Old friends seem unable to resist each other, breaking rules and finding themselves in the same position 10 years apart. This can be as sweet or rough as we want it to be. Is this a long overdue romantic connection? Or a passionate night of lustful error? Past prompts are also still open!

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Profile updated: 5 days ago
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Post Details

They Are
a male
Looking For
a trans female
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Posted
9 months ago