I can tell by his hesitancy that this is the first time he's been penetrated. I'm glad I am the one to pop his anal virgin cherry. I passionately ki...s him while he's slowly sitting down on the large vibrator. Once he's all the way seated on the cock, I straddle his lap and sit on his cock and begin rocking back and forth on it. I wrap my nylon covered legs around him, hold onto the arm rests and grind my hips on his cock which pushes him deeper onto the vibrating cock. He shudders with. I got in the back seat and he got his cock out. I began slowly sucking his cock and worshiped it for about 10 minutes. He then said he wanted my hole. Without hesitation I raised up and slid my shorts down. He saw my little penis in its chastity cage and began laughing. I felt humiliated but I rubbed some spit on my hole and straddled him. Slowly I worked his cock into my smooth sissy hole. A few minutes later he was all the way in and was fucking me, all while telling me how good my sissy hole. More

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