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I was going to slid it into her pussy as her hand covered her pussy lips. Rich took more lube and dabbed it on Nat's ass and then his and it was clear he wanted to be first. 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. So I called them and it turned out that they would not share the exact age, but this was at the time when the legal ‘prostitution’ age there was sixteen.Well, I settled for a lady called Jennifer, who looked stunning. Long legs encased in stockings, heels – the whole teenage cock-tease. I organised the meet to my hotel for as soon as they could manage – adding to the excitement and anticipation meant I stayed in my hotel room. It was difficult not to take my cock out and tug one out before her arrival.About an hour later there was a knock on the door and Jennifer had arrived. All guys who have seen escorts (and I have seen well over 50 now) know that moment when the knock comes. Anticipation, excitement and a throb all happen at once. A quick look through the spy-glass and I saw a pretty, young, sexy girl waiting there. I know that in a few minutes she would be on her knees, sucking my cock.I let her in and all my dreams came true in an instant. She was tall – 5’8” or so, with heels,.
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