November 23^rd, 2024

This started on Wednesday when I was at the grocery store and decided to get into some mischief for its own sake. I’d been fantasizing about hooking up with a married man, and I found one in the aisles with his wife and two children. He’s tallish, definitely over 6 feet, bit of a dad bod, but solid, stubble on his face. His wife was cute, too, a little shorter than me (I’m 5’7”), a little pudgy, cute nose, disheveled the way that moms of young children are. I saw him eyeing me and knew he would go for it if I made a move, so I pulled a scrap of paper and a pen out of my bag, wrote my number on it, and when he and his wife separated into different aisles I walked up to him and pressed it into his hand.

Greg and I texted for a couple of days. A little bit of flirty banter, a couple of non-nude pictures back and forth, then we switched over to logistics. He was really nervous and kept telling me he’s never done anything like this before. But this morning his wife was taking the older kid to some activity and bringing the younger one along, and then she was going to take them shopping, so he was able to get away for a couple hours.

He was still anxious when he got to my house, and he told me that he wasn’t sure until the last minute that he was actually going to go through with it. He wasn’t wearing his wedding ring, but he pulled it out of his pocket it and put it back on when I asked him to. We went to my bedroom kissed on my bed. We also knew we didn’t have all the time in the world, so soon we were helping each other get out of our clothes and using our hands to get each other ready. I went down on him and that helped him relax some until I asked if his wife would do this before putting my mouth around his scrotum. He didn’t like me mentioning her, but didn’t walk out, so I put a towel on my bed (I squirt a lot), laid myself on it, and pulled him on top of me.

Greg was okay but not great fucking me in missionary, clearly still nervous about the whole situation, so I flipped him over and climbed on top. I rode him how I like, hitting my spots and gushing squirt all over his crotch. That loosened him up some more and he finally started grabbing my waist, squeezing my thighs and butt. He pushed me off of him and got behind me, finishing in doggy. He pulled off the condom as soon as he came, toweled off, got dressed, checked his phone for missed calls (he told me there were none) and left, presumably to go home and shower.