I was quite turned on. After a couple wine coolers I told her lets experiment. She led me to the bedroom, I undressed as she got everything needed to ...take my anal cherry.I laid on the bed on my stomach and she helped me put a pillow under my hips. She started by inserting a cotton swab with Vaseline into me so I could get used to something going in. After 2-3 insertions of the cotton swab, she changed to a pencil wrapped in a condom. This did not bother me at all, actually it was pleasurable.. I crouched, still facing away from him until my ass reached the tip of his cock. I lift my dick up to see it get inside me."Ho my fucking god you're so big"I took his whole cock in and started riding it as he held my buttcheeks spread. I leaned back, holding myself on his torso as he began moving his hips up and down. He was going faster and faster and I could hear his balls slapping my ass. I was smiling the whole time and couldn't say anything but "hoo yeeeeeeess", my voice trembling in rythm. When I clean her tears she had a sudden strong urge to kiss me, which she did. She felt a little bad that I pushed her away, but she knew it was bound to happen.“Wow. So you just felt the urge? Damn.”“I know. I think it was because we never had a real serious relationship in the past except as best friends. I have always liked you Isaac, maybe even say that I love you, but I never found the moment or the right opportunity: either one of us was dating or had a relationship.”“I have always liked. Elena looked over her shoulder as the closet door creeped open, and the devil herself strutted into the room. Leveria’s black hair was braided into pigtails that girlishly framed her wicked portrait. She wore a band across her head with two devil’s horns protruding from the top. Her lips were sheened black, matching the dark liner around her eyes, and her brow and nose were dusted with red glitter. Her bulging breasts were held high by red crisscrossing leather straps which came around her back.