I had spent the entire morning with my college-aged playmate Taylor. I had enjoyed getting thoroughly soaked by her propensity to squirt during orgas.... But instead of spending the night with her I had returned home. I lay back on the sofa and grabbed the TV remote and turned it on. I then picked up my burner phone. I replied to a few messages from my other playmates, and then opened that single message from Heather."Hi! What are you doing?" I typed.Within a minute she replied. "Nothing.. I wanted my first time to be special, and all the guys I dated were just too lame.Still, I was horny as hell. I masturbated all the time, in the morning, after school, at night, I even locked myself in a plane bathroom and fingered myself. I became obsessed with cumming, it just felt so good. I would go online read a nasty story, get all wet, and then lie on my stomach on my bed, and hump my right hand...Still, there was something missing...namely a cock.My parents sent my best friend and I on. At the restaurant, the hostess said there was an hour-long wait for a table. Matt led his grandmother to a seat in the bar, where a teenage waitress took their drinks order.'I'll have a large sweet sherry, my dear, and my grandson will have a glass of your finest single malt whisky.''I can't, Nana. I have to drive home.''Poppycock, darling. One won't hurt. He's a lawyer you know, ' she added to the waitress. She patted Matt's arm lovingly. 'I'm very proud of him. He'll make someone a. I slowly started fingering her in her ass as her resistance got higher. “Loosen up your muscles. It would pain otherwise.”She relaxed and the second finger went right in. She gasped as it slid in. I continued fingering her for another minute till the motion became smooth. I spanked her ass and brought my cock into position. I held her arms behind her back with one hand and with other hand I slowly guided the head in. I spit on her asshole and my cock and slowly started putting the head in her.