Inside I had this burning desire to tell someone about it. This seemed to be my chance knowing that she would understand. I nervously approached the s...bject and asked if she had started with cross-dressing. She had. The conversation went on for a little while and I was trying to act as if I was just curious. Sarah told me that I was very accepting and it was refreshing to find someone who didn’t judge or rebuke her for being what she wanted to be. This was the moment when I knew that I could. I said its ok n she can stay over with me. She was happy to hear that n came over to my house. She was wearing a deep cut top n hot pants.Oh goodness! she was looking so damn sexy. I wished I cud just ride her right away. Her cleavage was clearly visible. I made up my mind that I’m going to do something today. We arranged the sheets and got laid in bed. It was raining and a little cold. I hugged her tightly saying that she might want it in a cold breeze. She smiled n responded positively. It. I catch her and yank her leggings back up all in one move. They quickly dampen from our collective sin. I let her slip to her hands and knees, breathless and panting and giggling madly. I stare at myself in the mirror. Ana stares right back at me.“Is this what you really want?” she sneers sardonically.I shrug, jeans still tangled around my ankles.“Just another failed prison retread, Jalen? Try and fail. Try and fail.” She sighs, face fading in the fogged glass. “Still just a little boy after. “Hey, hey” Frank joyfully called to the man fucking the mouth of Jake’s mother “Look who’s here, the momma’s boy”The man pulled Jake’s mom by her hair, taking her mouth of his cock and allowing her to gasp for air. “So this hot piece of ass is your momma? Lucky bastard” the man said in mockery.“Don’t worry Jake, we kept our part of the deal” Frank continued “We haven’t done anything to that sweet tight butthole of hers. As promised, we are gonna let you take mommy’s anal virginity.”“J-Jake!”.