At least that's what he said. Back then, I was 18 and he was 31. So I went ahead and told him I'm not inexperienced and he'll have the best time ever....We agreed on meeting a couple of streets away from where I live with my parents, for discretion. There he'd pick me up and we'd drive to somewhere fun. I'd be paying for the ride ... well, you know how. Kind of a roleplaying thing I guess. So we met where we said we would, he picked me up and we drove (as planned) into nearby woods. There he'd go. Mom was a strong willed woman, so she was going to make sure I was settled in, 'proper like'. I was in the hall. It was the same place that it had happened the first time through. Mom and my teacher were standing in the door talking. Randy and his friends came up, just like before."Hey, look it's a new wimpy boy." Randy said.I thought, 'Same as before, the exact same words, even.'This time, though, I replied differently with, "Hay is for horses. Save it. You might marry one some day."All right,. I noticed that she had applied lotion to her breasts several times and was taking her time doing it. Her nipples were hard showing that she was getting excited and aroused.We were on holiday in Spain, taking a break from the prolonged stresses of trying to sell our house so that we could move to where my work took me.Sue had been having an affair with Ben a friend of ours with my full knowledge while I was away and sometimes while I was there. I guess I am a cuckold husband who enjoys his wife. I said."Just take your time."I laid back on the bed. Matt began to slip slowly in and out of my ass. Matt took his time. With every stroke he pushed a little deeper. After 20 minutes of slow small strokes Matt was all the way in my tight ass. I was so full inside and his gentle strokes was driving me crazy, I whimpering and moaning. Matt had let me take what I wanted without pushing anything into me."Oh, shit! I don't believe this!" Julie? Do you need any help?" Matt asked."I'm.