I can't believe I'm actually doing this, but I wake you up in the middle of the night to beg you to help me. Your father and I had one last chance to conceive and we thought we were finally pregnant with a new brother/sister for you... but, it turns

You're caught sneaking a peak of mom pleasuring herself in the bath and immediately ask if you can get in with her. She's shocked at the suggestion but you manage to convince her - after all, she used to share with you when you were little, what's

Sweetie, Mommy's feeling very lonely, do you think you can help me? I need you to put your peepee inside me. No, it's not weird. There's nothing wrong with a mom and a son being intimate together like this. It's only natural. Don't worry, I'll show

You come home to tell me they just taught you sex education, but it was very anatomical and you're still confused about how it works in practice. I tell you that learning about giving and receiving pleasure is just as important as the biological

You've taken Mom out to dinner to catch up since after moving out, you haven't seen her as much as you used to. You both miss each other and Mom admits she wishes all dates would go as smoothly as this lovely little date with her son! You agree that

ROLE PLAY CUSTOM VID. You invite me over to babysit again, its been a while. You then tell me that you don't really need me to babysit and just want to fuck me again before your wife is home. I tease you with my feet and then take my leggings down,

We're on a mom and son trip together but when we get to the hotel room, we find they've messed up our booking and we've got a small double bed to share. I tell you it's OK, there's nothing wrong with us sharing a bed together. I actually miss when

It’s a hot summer night and you can’t get to sleap, so you come to mom’s room and she offers for you to join her. Shared body heat might not be the best idea, but she does have the only fan in the house so it’s only fair you share. Later in the

You barge into your big sister's room and I tell you to get out and stop annoying me like usual. This time though, you've got the upper hand. You're not leaving until you get what you want. I snuck a guy round last night and you caught it all on

(Part 2 of a 3 Part Series) You're back at your best friend's house having a movie night, when you sneak off to the laundry room to find his mom. She greets you quite uncomfortably, remembering your last interaction together and asks if you need

We’re celebrating your daughters high school graduation and there’s tons of her friends there. I catch you being a total creep, perving on all the barely legal girls! Looking at their asses… and I even caught you staring at MY tits! I approach you

Men don’t frequent this corner without a purpose. Do you need help finding what you’re looking for… Daddy? I can tell you’re hesitant but it’s okay. Let me please you the way you deserve. Plus, I’m BARELY LEGAL. That’s right. I know you want to be

We’re celebrating your daughters high school graduation and there’s tons of her friends there. I catch you being a total creep, perving on all the barely legal girls! Looking at their asses… and I even caught you staring at MY tits! I approach you

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