Big Changes
By Cute Patti
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Jess did have to admit that Amy had been right about the bra. His shirts didn't irritate him at all anymore and he soon got used to the feel of the bra. In fact it kind of turned him on a little knowing he was doing such a secretive thing. And Amy constantly reinforced his feelings as she told him how much she liked him in a bra as she unhooked it and pulled it off so she could attach her sucking lips to his turgid nipples
Of course all the family knew that Jess was wearing Michelle's bras all the time and once in awhile they would tease him just to get even a little. But once when Amber said something to him about it he snapped back, "Well at least I'm not a fat cow with big udders like you." Mom was there when he said that and went to comfort Amber when she left the room crying. She told her that Jess would soon find out how she felt. Amber didn't understand what that meant but thought nothing further about it. But mom knew she would have to follow-through with the next phase of his education
One day Jess and Amy were at her house and up in her room messing around. She was happy that Jess no longer had the problm of shooting his wad too soon. In fact it seemed like he was getting to where his orgasms were taking longer and longer. But that just made it better for her. His semen also seemed to be thinner and less copious. She wondered if that had anything to do with his titties and hips filling out. "Jess, have you noticed your jockey shorts are so tight on you lately and that your jeans seem to be ready to split between your butt cheeks? Let's try something out just for fun." She went to her dresser and got a pair of her every day, but frilly anyway, panties and told him to put them on. He protested but she saw his penis start to get hard at the mere mention of the word panties. So she started stroking him and said "Oh come on, they will probably fit you much better than your old icky shorts and I'm sure will feel nice up against your big round butt. You know your rear end is looking a lot like mine, so do this for me." She started sliding her panties up his legs and his penis came to full attention as she did so. But the panties were nicely filled out by his cute butt and full hips. Just an unsightly bulge in the front. She started stroking him through the nylon, telling him how cute he looked in her panties and Michelle's bra and what a pretty little girl he was becoming. She even went so far as to say he should be called Jessica now that he was wearing pretty lingerie.
As soon as she said that he orgasmed and filled the front of the panties with his watery semen. "Oh, naughty, naughty Jessica. Now we have to get another pair of my panties because of the mess you made." The next thing Amy did was to get a pair of her jeans for Jess to try on to see if they might fit him better than his did. Again he resisted but soon she had him pulling them up his legs and he noticed how much easier they went over his hips. And to his and her amazement, they fit him like a glove.....almost better than they did her. Well, one thing led to another and Amy found herself playing dress-up with him just like she used to do with some of her girlfriends. Almost all of her clothes fit him and she and he both were very excited and turned-on as she dressed him in her pantyhose, slips, teddies, camisoles, dresses, and even her shoes all were a perfect fit. She wondered if some day he might be able to wear her B cup bras
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