From Parts I & II you know that Nan and I reconnected after she met someone else and that he wanted a cuckoldress for a girlfriend. Our first weekend in Montréal together was amazing for all of us, and Nan left for NYC to see her boyfriend and share her cuckolding adventure story with him.
After a few days with her boyfriend, it was time to head to the beach with me in Florida. So, Nan and I met up in Atlanta and she positively glowed she was so happy. Where her multi-year prior relationship had been unfulfilling and sexually boring, Nan was having the time of her life as a Hot Girlfriend, the unmarried equivalent of a sex dating Hot Wife.
While she had been having sex like a rabbit with her boyfriend after our weekend together, my casual girlfriend (CG) and I had been doing the same. It’s one of the seriously great benefits of multi-party relationships (or whatever term you call them). In Florida, it was another weekend of unbridled lust and Nan came so much that she left exhausted. CG picked up on my exhaustion when I arrived from the airport and still gave me a soft, gentle blowjob which knocked me out completely.
A couple of days went by with some sporadic texting, then this came across my screen:
“Would you join Nan and I in NYC?”
Since I love NYC and it’s only a short flight from Montréal, I replied “Sure. When? This weekend?” Jay suggested the upcoming weekend, so I booked a flight on the spot.
Ann picked me up at the airport without Jay. She explained that he wanted us to start, then he would come in later and watch.
Thirty minutes later, we pulled up to a brownstone and when I entered, it was readily apparent that this was one of the most luxurious brownstones in the city. I unpacked and went straight for the shower. When I came out, Nan was in the lingerie seated in the Service pose as instructed on a large, king sized bed.
I adjusted the position of her headed, guided my cock into her open mouth and slapped her ass sharply when she started before instructed. Her left hand was cuffed, and then her right. They were locked together behind her back and at some point during our play, Jay came in. Although we had chatted by group text, I had never even seen a picture of him. He sat in a large, comfortable chair and watched.
For the next hour and a half, Nan was sexually dominated, spanked, teased, and pleased. At one point, I instructed her to pose as a Table and fucked her from behind while she gazed into Jay’s eyes. His cock bulged against his pants so hard I thought it would break the fabric. Then it happened:
“Master, please fuck me in the ass, Sir.”
I immediately smacked her ass for talking without asking permission. She asked for permission and asked again. By now, her hands were loosely tied to the posts of the foot of the bed while her ankles were loosely attached to the posts at the head of the bed. As she gazed into Jay’s eyes, I slowly pulled out of her and put some warming gel lubricant on my cock. They continued to gaze as I slid into her ass. As a moan of pleasure exploded from her voice, Jay exploded in his pants without him even touching his cock. A groan of pleasure escaped his lips as the surface of his pants began to become noticeable wet, and the three of us had an amazing weekend.
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