Brad's Feminization, part 2: Begging for Bras

Amanda and Polly were in the break room two weeks later when a colleague entered and said, “He’s back and he’s asking for you two.” They went to the door and peeked out. As they suspected, Brad had returned and was wandering among the brassiere display.

“Let’s go rescue him,” said Amanda. In moments, they were confronting their favorite customer. Polly stood in front of Brad and casually ran a hand over his crotch. “Are you wearing your pretty panties, Brad?” she asked. “Which ones?”

From behind, Amanda replied, having pulled at the waistband of his trousers for a peek. “He’s got on the baby blue ones with a big bow at the back,” she said, giggling. Then she took him by the shoulders and turned him to face her. “So, why are you here now, sweetie. Don’t be shy—tell us what you want.”

Brad blushed and shuffled his feet, then finally stammered, “I want…I want to be measured and fitted for a bra!”

“I knew it!” Polly cried. “I saw where you were looking as you left last time. So, come with me—we have a special room for bra fittings.” She led the young man to a door far in the rear of the store, unlocked it and gestured for him to enter. She flipped on the lights as Amanda entered as well.

“All right, strip to the waist,” Amanda ordered. When he was naked above the waist, she examined him. “Hmmmm…you’ve developed a nice set of man-boobs. I’d say they’re a full A cup, maybe even a B. And you’ve got no body hair at all—not on your chest, not under your arms, not even…” She paused to sneak a peek a bit lower. “Yes, not even down there!”

Polly brought a tape measure and wrapped it around his chest, just under the nipples. “36 inches,” she announced. “Now, the question is, how big a set of knockers do you want? We can stay with your natural B, or go larger…maybe all the way to a D!”

Brad reddened and shook his head. “No, I think B will be enough,” he murmured.

“Okay, honey, but even those might be hard to hide under a man’s shirt!” Amanda advised. “Polly, go out to the display and bring back a selection of our prettiest bras in 36B!” As Polly left, Amanda gently caressed Brad’s little tits. “Now, let me show you some of the advantages of being a sissy.” She knelt before him, placed her lips on his left nipple and began sucking. She felt his nipple stiffen from her attentions, his breathing hasten, and then he lightly moaned. She shifted to the other nipple and applied the same technique. Brad squirmed in arousal.

Polly came back in. “Amanda! I though we agreed we would do that so we could each have a tit and suckle both at the same time!” she said.

“Sorry, Polly, but those nipples just looked so tasty, I couldn’t resist.” She took the left nipple in her hands and offered it to Polly. “Here, have a go.” So now, Brad felt both of his soft mounds being stimulated and his moaning only grew louder.

“Well, I think that’s enough,” Polly declared. “Let’s make sure these bras fit correctly. She had brought in three lovely, lacy items, all in the pastel colors she knew Brad preferred. As she placed each one around his chest, she made sure his tits were placed properly and adjusted the straps. Each was a perfect fit and Brad smiled at his reflection in the mirror. But then, Polly produced something new.

“These are push-up pads,” she explained. “Right now, you’ll be happy to have your little jugs barely visible under your masculine attire. But sometime in the future, you will undoubtedly wish to have your feminine attributes be more evident.” Polly reached into the cups of his bra and slid the pads under his breasts, adjusting the mounds so that they were pushed together, creating a most alluring cleavage. “A little contouring with makeup and you’ll be the envy of any other nancy-boy!”

Amanda announced, “We have already added these three bras and the pads to your account. But here’s one more item.” She showed him a very different style of brassiere. “This is a ‘bullet-bra,’ in size 36D. As you can see, it will make a very obvious display, especially under tight-fitting sweaters or blouses.” Brad blushed again at the thought of being so sexually attractive.

“I don’t know when or where I’ll ever wear that, but thank you!” he said.

As Polly helped him get his male t-shirt on so that his newly supported boobs were not overly obvious, she said, “We’ll expect you next week, Brad honey…be sure to wear a bra and panties. You’ll be trying on dresses!”

TO BE CONTINUED