His thoughts were interrupted by the realization of the tightness growing in his trousers. He sat up, adjusted himself and tried to get back to work. His work was disrupted when he began recalling a conversation with Cassie his first year at Holy Cross. Then just 16 years old, Cassie was brought into his office. It was very awkward for Jacob to explain to Cassie that her breasts were now so large she needed to wear a bra all the time during school. He laughed to himself as he pointed out her nipples, round and pert, were visible through her white uniform blouse and the top was now too tight to hold back her ample breasts. He taught her about modesty and told her to write her mother and have her send bras and a larger shirt for her. Her mother had been offended by his comments and had come to see him the next week. When she got there, she was able to see what he meant and apologized for her reaction. Cassie’s mother, Cassandra was also a beautiful woman. Divorced and wealthy, she was. I broke the kiss and gave an awe face. This was a pleasure-pain moment for me I actually enjoyed the finger as I felt my entire get tighter Kenny went down and started to caress my balls and then stroke my dick to loosen me up. I got hard to my 5in cut dick as Kenny put two finger in but stroke my dick it felt amazing. I took a look in my pleasure-pain look at Kenny's dick probably a inch bigger then mine a lot thicker and cut as well. Kenny stopped stroking my hard as hell cock and took out his two fingers leaving me in my gaping asshole exposed. Kenny said I'm going to fuck you just masturbate it'll feel great trust me. He got me in doggy style position, and began to insert his thick cock inside me. "auugh" I moaned just stroke yourself. I did he continue his slow pace. I began stroking harder and harder. With that Kenny took that sign to fasten pace. I was still stroking but my body was feeling hard jousts of his thick cock thrashing my ass. I moaned continuously he really.
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