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PornBerries.Pillow humping is technically a masturbation technique that mostly involves a woman sitting on top of a pillow and grinding or humping on it. She humps on it till she gets an orgasm. Pillow humping is like dry humping except for that other person. Don’t get me wrong! Pillow humping is not only for girls; guys can enjoy it equally!11:44. sissy popper pillow humping. 113.9K views. 01:59. Pillow humping babe has orgasm on parents couch!! Lolli Holli. 225.2K views. 05:51. Big Belly Small Breasts Pillow Humping. When I was in high school I like to humping a pillow like sex with a girl. I pull down my jeans and rub through underwear. Then I cum, put on my jeans over wet stiсky undies and went to do homework. When I was in high school, wearing jeans to school violated the dress code. Had to wear slacks, a button-down shirt, and leather shoes — no ...My lips part in a groan as my clit throbs and I rock faster, slowly starting to soak the pillow with my wetness. 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