Jon gulped as they entered the store. He couldn't help but blush when he found himself surrounded by lace, slik and all sorts of delicate lingerie. Karyn pretended not to notice his discomfort and instead lead him by the hand to look closer at the bras. She found the type she had in mind. It was a black push up bra with a smooth cup. The cup was padded and Karyn told Jon it would give him an extra cup size and lift his boobs very nicely. She asked him what size he wore. Jon cleared his throat before telling her that he was fairly sure he was a B-cup. Wanting to push Jon further and emphasise the weirdness of the situation for him Karyn replied, "Oh Jon. You're such a typical man. You're so clueless, not even knowing your own bra size. If you're unsure we could always get you measured." Jon wanted to get this over with and couldn't face having to be measured by a stranger so he told Karyn, with more conviction this time, that he was definitely a B-cup.
Karyn grabbed the correct size set and dragged Jon to the changing area. She ushered him in to an empty room and stood outside. "Let me know when you have it on and I'll give you my opinion. Don't forget, if you want to try the panties on you have to put them on over the panties you are wearing." Jon looked at the matching panties that came with the bra. He closed the door and held the panties over his crotch. They looked like they would fit. He didn't want to have to try then on too so he'd take a chance with them. Putting the panties down for now, Jon turned to face the mirror. He couldn't believe he was in what would have been a forbidden space for him just a few days ago. And nobody had looked at him twice while he was here. He took off his t shirt and looked at his reflection for a minute. It was a bizarre sight. His head, neck and shoulders looked the same as did his arms and stomach, but above his stomach sat a decent sized pair of beasts, nestled snuggly in the bra he had been wearing all day. He reached up and opened the clasp on the bra and let his boobs free. The feeling was like nothing he had felt before. He felt a huge sense of relief and freedom by taking off his bra. He stopped again for a minute to admire his breasts. They were so soft and jiggly, rarely sitting still. He snapped out of it when Karyn said, "You ready Jon, I'm coming in." She opened the door which surprised Jon. He hadn't put the new bra on yet and on seeing Karyn had covered his nipples with both hands, letting out a yelp.
Karyn couldn't believe what she was seeing. But she hid her emotions and played along." Jeez Jon, what's taking you so long. Haven't you ever seen your own boobs before!" Karyn picked up the bra and handed it to Jon. He struggled with it a little bit. It was much harder to close a bra behind his back. He reluctantly asked Karen for some help and felt utterly emasculated standing with his back to his friend while she fastened his bra shut.
