Of course being a horny teenager, my cock grew hard and wanted action. I was surprised at having such an offer, but I wasn’t about to pass it up. My... mother wouldn’t be my first, though. I had lost my virginity just before my sixteenth birthday to a girl had dated at the time.“Of course, I’ll be watching, but she’s all yours,” Dad said.“Cool,” I said finally finding my voice.I slipped my sweats and briefs off, my hard cock standing out proudly. I was 6’4” tall, blonde hair, 225 pounds of toned. "I'm here." Yeah, uh, come in."Mom sat at the end of my bed and looked at me, waiting for me to begin. She had this uncanny knack of waiting me out, not saying a word."I ... uh, hmm, uh..." What is it, honey?"Very quickly I blurted, "I've got something to tell you that might make you mad but I've got to tell you and please don't be mad okay?"She laughed quietly and said, "What did you do now?"She'd said the same thing when I was in fourth grade and gotten a broken arm on the playground;. She kept protesting, but look how she was writhing her pussy on his invading prick! He thoroughly enjoyed the slow penetration of such a youthful pussy.When there was but an inch left of his long, thick cock, he braced himself and rammed his prick up into her cunt."Oh!" Sissy squealed as his whole cock filled her cunt-hole. She felt his bulging cock-head deep in her pussy, throbbing there like a live thing. The sensation drove her wild, and she couldn't help twisting her cunt a little on his. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond and loosely curled, and her face was quite beautiful..