A mutual friend of ours had his oldest son graduating high school so I invited her to supper and the graduation after. That was the first time we had ... sort of date. Sorry for the slow start, just getting the background out of the way in my first story with her. Fast forward a couple of months, we were sitting on the swing in the front yard just at dusk, talking which turned into making out which turned into me sliding my hand up her shorts to find that she wasn't wearing panties and kept her. She was confused; but totally drenched now, and scared. She felt him pushing something way to big against her bunghole. He told her just rub it with her asshole while pushing it open. Do not take it inside. She said "Yes Sir" and start massaging her ass over it knowing it would not go in anyway. He had fucked her ass before but nothing ever this big. Then he turned it on and it started to vibrate. Her ass cheeks still burn from the swats so she continued to do as she was told. She pushed her. I discharged her hands and she embraced me and began moving her hand through my hair.I gradually embedded my dick; it was wet like a seal’s mouth, hot like fire and a little tight as well.My dick ran in pleasantly with a shout leaving her mouth when it hit the end.I held her in my arms and gradually began moving, gradually. I could feel the dividers inside. So I continued doing it for some time, she was moving her can in beat with my strokes. Gradually she began doing it speedier. God, it was. As my nose nestled into his pubic hair, he really started to moan. I knew he liked my technique, shallow then deep then I held him all the way down and swallowed and swallowed so that the throat muscles massaged his cock head. I heard him shout he was going to cum, so I pulled up a bit till I felt the first shot hit my mouth, and using that as lube I buried it all the way down till all the rest just went shooting down to my stomach. When he started to soften up I asked "You want to shower with.