I assured him he could, and he efficiently cleaned it.Then, I laid down beside him on the bed. Before I could ask him what he would like to do next, he had already reached for the lube, and started to smear a glob on my rectum. While he was doing this, his cock was stiffly leaning against my leg; the boy had not gone soft at all!When he was done lubing my hole, he took another condom from the box, and rolled it down the shaft of his own dick. It seemed to barely cover more than a third of the length, but it felt like it was stretched around it pretty tight, so I deemed it safe to go on.Derrick asked me to turn face-down. I had not expected this kind of initiative, but obediently obliged. I parted my legs, and soon felt the boy on top of me. Without further warning, he started pushing against my rectum. I tried to relax as much as possible, but in another few seconds, he was already half-way inside me.As he leaned closer over my back, I could really hear him start to pant, as he was. Tim is the longest lasting of my wife's male friends and lately he has been talking to her about him sharing her pussy with some of his friends. My wife loves Tim's thick cock so much she would do just about anything he asked of her. Since neither my wife or I have ever met this Chuck fellow I felt it wise for me to tag along just for safety. She tried to assure me she would be fine and that Tim would be there to protect her but I still insisted that I be in the shadows. I dressed in my newest cargo shorts and a T shirt and my wife wore a pleated tennis skirt over a thong and a cotton tank top braless. Her deep tanned legs looked very inviting next to the light beige skirt and since she tans topless by our pool her dark tanned tits could almost be seen through the thin white cotton wife beater. Chuck had told my wife he had rented the club house and pool area so it's a private party. I asked her how I would be able to get in if it's a private party? She said that she would just.
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