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Mrs Wood's Good Boy

Olive Wood

Content Creator
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#Cougar #Friends #MILF #Older Woman / Younger Man #POV #Redhead #Taboo #First Time #Taboo Roleplay
4,426 views • Feb 05, 2026 • 40:22 2K

After your best friend meets a girl on vacation and invites her to stay in the hotel room you were meant to share, you have no choice but to move next-door and shack up with his hot "stepmom" for the weekend. Though you try to put on a brave face, Mrs. Wood can tell you feel the sting of friendship betrayal and tries her hardest to cheer you up. After finding out you've never so much as kissed a girl, she takes it upon herself to help you gain the confidence you need. You're baffled when she offers to take your virginity, but how could you possibly reject her? Neither of you have a condom, but she assures you everything will be okay. You're in good hands and she plans to take excellent care of you.