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Virgin Humiliation

I Can’t Believe I’m Babysitting a 21-Year-Old Virgin

Hey there... your mom sent me over to, uh, babysit you for the night. But, um, are you REALLY 21 years old?? Wow... the stories are true then! Your mum tells me and our girlfriends ALL about you. She's raised  Read more...

My Gloved Hands Will Drive You Wild

What are you doing here? Watching me, aren't you. You naughty boy. What if your mother new you were in my bedroom, hmmm? You're supposed to be mowing my lawn... Have you been watching me dress for dinner?   Read more...

You’re STILL a Virgin?!

Were you just... WHY did you run away and HIDE from me!?!? You're such a strange one. I have the weirdest nephew in the world. Did you want to ask me something? Then, why were you out there standing over me silently while I  Read more...

Your Virginity and Down-Curved Dick Are Exposed by Your Powerful Date

We're on a hot date... and I can't wait to get your clothes off! You seem hesitant... are you a virgin? You are?!?? How can that be? You're not going to chicken out on me, are you? Don't you  Read more...

So, You’re Inexperienced… Then, We’re Going to Play a Little Game I Call “Tara Says”

You stopped over just to ask me to buy liquor for you? Well, aren't you too cute! And you never even bothered to stop by just for a friendly chat before. Well, I'll have you know that I will not break  Read more...

Your New Mommy Pities Her Big Old Mamma’s Boy

Now, look at you! All grown up - OLD in fact! - and still needing a mommy to take care of you. Isn't that sad! Now, don't pout. Big boys like you need mommies sometimes, and as your new mommy,  Read more...

Mean Step Mommy Humiliates and Teases Her Inexperienced Stepson

My husband's out of town again... Oooh, I can't wait to go out looking for some big cock tonight! I'm SO horny! I think this slutty outfit will do... what a great cock-tease I make! I hope that sissy little stepson  Read more...

You’re Really a Virgin?! Oh, That Figures!

No way!! You're really a virgin? You mean you've never EVER had sex with a woman... or ANYONE?!? Oh, my gosh! NOW, everything makes sense! Yes, I understand it all now... the weird way you dress, how funny you  Read more...