Once that feeling of embarrassment passed Jon started to relax a little. Karyn stepped back and looked over his shoulder at his reflection in the mirror. "Oh yeah, Jon. That is super hot. Look at the cleavage it gives you. Laura will have to fight off all the other girls!" Jon blushed but thanked Karyn. He had to admit she was right, it looked great and the cleavage it created was certainly eye catching. Jon was going to take the bra back off but Karyn suggested he wear it to" break it in". She pulled the price tag off and handed it and the panties to Jon and told him to pay for it and she'd meet him outside. Jon agreed and pulled his t shirt back on. There was no denying that his chest looked even bigger under his t shirt now, the shirt curving smoothly around his boobs and the bra squeezing then together. But Jon wasn't feeling as embarrassed about it. In fact, he was feeling proud of his breasts now and he turned sideways to study his profile in the mirror. He bounced lightly on his feet and watched as his chest heaved up and down a bit.
With this new found confidence Jon left the changing room and joined the line to pay for his new lingerie. It was obvious to Jon that he was only boy in the shop but he didn't feel out of place any more. There were a few girls in the line ahead of him but whenever any of them looked at him they just glanced at his chest and then turned away. Eventually, Jon got to the front of the line and put the panties and the tag from the bra down on the counter. The cashier was pleasant to him and treated him just like the other customers. The only difference being she called him sir instead of miss. Jon paid, a bit surprised at how expensive women's underwear was. He put his old bra in the bag with the panties and walked out feeling good about himself.
Karyn noticed how the new bra seemed to be giving Jon confidence. She wondered what changes she would cause him for tomorrow. Maybe she would push it a bit further and make him even more girly physically. She wondered how far she could go and still have Jon be treated as a regular guy by the rest of the world. She was just thinking about this when Jon walked up to her. He had his shoulders back and his head held high. His breasts were thrust forward, proudly on display.
"OK, Jon Boy. That's the lingerie sorted. Now we just need to find you a good top to go with them and a dress for me. Then we're good to go. Pity you don't wear dresses too and we could get this done even quicker."
Jon scoffed and said, "Ha. Yeah right Karyn. Imagine me in a dress." He hoped she'd find the idea ridiculous but looking down at his swollen chest and feeling the lack of any bulge in his pants he knew it wouldn't be too much of a stretch. His narrow hips and flat butt would not look great though.
In the next store, Karyn found a nice dress for herself and went to try it on. She didn't even ask Jon's opinion, knowing he was fairly clueless with all this. While she was gone, Jon went and looked at the tops. He didn't really want to buy a blouse so focused on women's t shirts. He found a few he liked that weren't too girly in design. They looked like the t shirts he used to wear, just cut to a different shape. He had lost interest in shopping fairly quickly so wanting to get this over with he grabbed a few t shirts in his size and went into the changing room for the second time that day. He took off his own shirt and pulled on the first choice. It was a blue t shirt with a nice design on the front. The sleeves were much shorter than he was used to sitting barely and inch down from his shoulders. The bottom of the t shirt barely covered his stomach but when he tried to pull it down lower it just showed off even more of his breasts, even exposing part of the cups of his bra. The next t shirt he tried fit much better. It clung to his breasts perfectly and was long enough to cover his stomach. Jon settled for this one and went back out to wait for Karyn.
