First time for me was after about five years of hot pillow talk when I talked my wife into trying sharing her. It did take her quite a while to warm up to the idea, but eventually she began liking the thought of it. Of course, at first you don't know what you're doing so a lot of false starts and fumbling around happened early on as we were trying to find and meet a good guy.
We eventually met a likely candidate, and after a couple of non-sexual meetups, one warm fall afternoon the three of us went to a local cheap motel. I went into the office and rented the room. Meanwhile my wife and the guy started making out in car. When I got back he had his hand up her skirt and they had their tongues down each other's throats.
I gave them the room key and they took off, and I parked the car. I intentionally sort of dawdled around for a few minutes so they could get started without another guy eyeballing them, even though it was me. They'd flipped the security lock into the door crack so I could get in without their help, and when I stepped in they were still mostly dressed, standing in the middle of the floor, deep kissing. Wife's 40D tits were out, and he had her skirt hiked up with both hands firmly planted on her bare ass. For her part, she'd already dug his cock out and was slowly stroking it while they stood there kissing.
Five minutes later they were both naked in bed. Ten minutes after that I watched him slowly push his hard cock into her waiting, wet pussy. His was the first of many, but that first time was just hot as hell. First guy to see her naked after she was my wife, and fuck her too. Still makes me hard thinking about it.
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