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It was just something that never interested me. As fall approached the resort was closed for the season and Chris was almost ready to set sail for Florida . We invited him over for a farewell dinner and he made me an offer that was hard to refuse. “Brad, why don’t you come along…all expenses paid?” I was surprised by the offer, I didn’t have much experience on the sea, but Chris explained that he could sail the boat all alone, what he couldn’t do was cook a decent meal. I turned to Paula with my best “can I go out to play” eyes- it seemed like an opportunity for an adventure that I’d never get again. She laughed as she gave her permission and we spent the rest of the meal working out logistics. To sweeten the deal, Chris had thrown in a generous salary, a flight home for me and a round trip flight for Paula to meet us in Miami . “I’ve heard about you sailors,” she teased Chris “don’t go taking advantage of my husband at sea!” “I like. Not knowing what to really do I got the head close to his hole and slid in slowly. First the head, then half way I stopped before easing back and forth all the while Nat had her face in a pillow and fingering her pussy in front of me and using an anal plug herself. I pulled out and moved to Nat slowly entering her. She was also tight and I stopped half way not wanting to hurt her either. A few strokes in she met my downward thrust with her own and I was balls deep in her ass – so different, tight all around, hot and almost a sucking action. A few minutes and Rich got up and went behind me playing with my ass and balls. Noticing my apprehension and nerves he took a small butt plug and lubed it up as he moved it closer to me and said this will be the best feeling and slowly inserting a butt plug into me all the while pounding his wife feeling a new sensation and seemingly getting more aroused as he was getting hard again. He stood and was stroking his hardening cock in front of me as.
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