Soon, his cock stopped ejaculating; I remained there, my head resting against his chest, his cock still buried inside me; both of us, desperately tryi...g to catch our breath.Satisfied, I rolled of his body. His cum slicked cock moved out of my cunt with a soft sloshy sound. I watched as his cock slowly lost its hardness, and finally it nestled against his thighs. A last drop of cum slowly seeped out of his peehole.I got down from the bed and stood at the side. I could sense my son's cum oozing. " This would be a major stretch of the rules, and I will have to ask permission of the Principal, but with as many other rules as we are breaking on your behalf, allowing you to attend your Senior Prom with the boy of your choice doesn't seem to be too big of a stretch. Have you asked him yet?" No, because I didn't think you would allow it."Later that evening, Caitlin called me for the first time since Spring break. While we had each written several times, it was the first time that she had. He quickly came with huge globs of white cum shooting out of his prick. I sat there amazed with my finger still in him, feeling his anus tighten rhythmically with the spurts of his climax. His ejaculate oozed out of his cock and down over his fist. I started at his cock. I started to move my finger, and he said: ‘Be careful not to press on my prostate as you pull out, it is very sensitive now’.I carefully and slowly pulled out of him. As I did so, it felt as though he was hanging onto me. I was. Then on the second go he came up my fanny after we had a long hard fuck with me standing against the bedside table in his apartment. his cock was I would guess average in length about 6- 61/2 inches long, decently thick but not much else.The 2nd guy I had fun with was the next day during the daytime. I was lounging by the pool in the mid afternoon when one of the waiters at the poolside bar got chatting to me and it was obvious he was flirting with me and I was responding to this. The other.