The first time I fucked a cuckoldress was a few years ago, back in Las Vegas. On my way into town, my local booty call wasn’t returning messages. We had a bit of a falling out, so I was starting to accept that she wasn’t going to be an option. So I turned to the dark realm of Craigslist.
I was trying to post a M4F ad, but hookers liked to knock those down to force men to browse their F4Ms. So I placed a M4MF, posting a pic of my cock cumming, and noting that I wanted to fuck a girl in front of her boyfriend.
This couple was amazing by the size of my cumshot, so we met in the lobby of the hotel I was staying at. He was tall and lanky, she was short and fit, wearing a tight black dress and sneakers.
There were these tiny couches – I sat next to her, forcing the guy to sit opposite and watch me flirt and chat with her. We talked a bit about our travel plans and some other naughtier topics. Occasionally I let my hand brush against her knee or thigh. She never flinched, and he grinned every time.