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Video Description: Your mother is very concerned about how unhappy you've been recently, and after you had confessed to her that still being a virgin was stressing you out so much that you were considering seeing an escort to get it over with - well, she's decided that just won't do! She sits you down and tells you that you're such a handsome and lovely young man, and that she knows if you just give it some more time then the right girl will come along for you - but if you really can't stand to wait any longer, then you should just use her, rather than going and spending your money on a sexworker! She promises that she's serious about the offer, and tells you she just wants to help you feel better, and that if this will help raise your confidence a bit then she's happy to be your first time. You're very grateful to your mother and agree immediately, dropping your trousers and surprising your mother with how quickly you got hard! She strips naked and lays back on the bed, talking soothingly to you about what's going to happen, and promising not to judge you if it's all over rather quickly! You climb on top of your mother and nervously slide your cock inside her, taking it slow at first but quickly relaxing once you realize it's not as difficult or scary as you thought! In fact you seem to be something of a natural, picking up speed until you're pounding your mother hard and fast while she moans with surprised pleasure underneath you! You even manage to last long enough to make her cum, which she praises you for and tells you how great that is for your first time - then tells you to go ahead and ejaculate inside her, saying that you've done so good and she's so proud! You let go and unleash your load into your mother's pussy as she keeps praising you, then she even offers to do this again sometime so you can have even more practice, since she enjoyed it so much!

Video Description: Your aunt has never approved of her sister’s strict parenting style. When you come to stay for the weekend, she makes it her mission to get you out of your shell and teach you what it feels like to finally be treated like a real man.

Video Description: Your big sister's in college and she's home for the summer. No one else really knows about this, but you two have a deal... You bring home your virgin friends for your sister to fuck, and she gives you cash for it. Because, your sister... she's addicted to virgin cocks, and she wants to take the virginity of as many of your friends as she can before her summer break is over. She's like a college version of a cougar. If her boobs were bigger, she'd probably wear a Virgin Killer sweater year round. It's... so sexy.

Video Description: When your big sister catches you spying on her having sex with her boyfriend, she isn't remotely upset. She understands that boys like you are curious, and the idea of you snooping around excites her.

Video Description: Youre my trusted scout leader and you say you have a special badge JUST for me to earn. im so excited i have so many badges i LOVE doing good things and getting badges. you tell me what you have in mind and you use words im not sure of. im a virgin and you want to take my virginity for a badge. i trust you and REALLY want a badge so i agree happily. you have me bounce my tits clothed and unclothed (close ups included) then have my strip completely revealing my petite body and hairy bush. you then say its time for you to get naked too and put your penis in me. we start doggy style then missionary and then legs up you cum in me. UH OH now we get to go to the store and i get a special pill and my badge ALL SEX IS VIRTUAL SEX NO CREAMPIE IS SHOWN.