Chapter Four--A Humiliating Shopping Trip
It took about half an hour to drive to the mall Rachel had selected. As with my trip to her house, no one seemed to notice me sitting in the car wearing a bra under my t-shirt. Initially, there was no conversation between us. The car was quiet, and Rachel was busy navigating the roads to the outer loop interstate she wanted. This took only about ten minutes of the trip.
Once we were on the highway, she asked, "Are you excited?"
I thought about it. "Yes, ma'am. I'm excited. I'm also scared. I'm realizing that you're going to parade me through this mall and into shops." It was true. I was thinking about that and feeling very uneasy about what could happen: the stares, the smirks, the laughter, and even the ridicule I might be in for.
"That's absolutely right, Rick. And you are going to act like this is a normal part of your life. For the next month, it will be a normal part of your life to be exposed in this fashion to the reactions of others. I don't want any holding back on your part. This is what you asked for. I'm looking forward to taking you to some stores that should be able to fit you in some decent, or indecent, clothes.
"When I park, you are to get out and follow me into the mall and into any shops I choose to enter. You will stay with me at all times unless I turn you over to one of the shop assistants. If one of them will see you alone, you will go with her for your fitting, and you will do whatever she tells you to do as if I were telling you. If anyone doesn't want to work with us on your clothes, we will leave together and find another store. But you will always smile and be polite and courteous."
"Yes, ma'am. Thank you, ma'am." This was going to be awful. I just knew it would be. Just as I knew that I was rock hard with no foreseeable way to calm myself down. I just hoped any of the helpers I was given over to would not scream at the sight of a hard cock.
Rachel parked at a center door of one of the largest malls in the area, one that had three huge anchor stores and dozens of smaller establishments in between. We got out, and she locked the car while I scanned around to see who was noticing.
"Come along, boy," she said as she started for the door. I scurried to catch up. We made a disparate pair: she was dressed like a respectable woman in light blouse, beige skirt, hose, and sensible but fashionable shoes. I looked like ... I'm not sure; I think an aging dyke, at least from a distance. Up close, I'm sure I looked like a poor excuse for a transvestite. No self-respecting cross-dressing man would look like so incompletely transformed.
She stopped at the door, and I knew it was for me to open for her, which I did. She breezed past me to stop at one of those large information maps, which she proceeded to study as if looking intently for the way to her destination. I suspected she was just showing me off, and I fully expected to be slow-walked the length of this place and back, as well as stopping at as many places as she wanted to stop.
Meanwhile, I had to stand by her side as if everything was normal. There were people around, walking to and from their cars or going in or out of the small shops in this entrance area of the mall. There was a games arcade with younger people congregating around it, and across the way there was an ice cream shop that sold cones and shakes and such. Many people of various ages and no one seemed to have noticed me at all.
Wait, there was a woman of about thirty. I saw her casual glance, then I saw the double-take look. Our eyes met, and she looked away as if ashamed for looking. That was a surprise. Was she embarrassed for me? Or was she embarrassed that I saw her looking?
Yet aside from her momentary reaction, I was getting nothing. From a distance, no one seemed to see anything out of the ordinary. I was relieved.
Then, to my surprise, I felt disappointed. I had feared just this situation of being out in public and being ridiculed for my attire. Now I wasn't getting more than the occasional, well rare actually, second glance. It felt like a come down, a big time downer.
"Rick, come with me." Rachel's voice brought me out of my reverie and back to the reality that Rachel was going to embarrass me here, and it had been my idea.
I moved to catch up with her. "Yes, ma'am. Thank you, ma'am." She surprised me with her walking speed. I had expected a long drawn out leisurely stroll, but Rachel was moving with purpose toward a specific destination.
About halfway down the center corridor of the mall, we came to the place Rachel was looking for, a fair sized women's clothing store advertising "Fashions For the Full Figured Woman." At 6' 1" and 210 lbs., I think I'm an average size American male, but I guess that would make me more of a large woman than otherwise. So the choice made sense. I would soon find out how people here would feel about me being here. I didn't even have to guess that this would be embarrassing.
Rachel made straight for the lingerie desk. We had to pass most of the displays for bras, panties, slips, and such. Mostly I saw light shades: white, beige, light blue, but there were some bright colors, too.
"Anna," Rachel said to the plump woman behind the counter, "How's business?"
Anna had been watching us approach, and I thought I saw the hint of a smile on a rather pleasant face. She was wearing a nicely styled blue business suit, no doubt from the store's stock, and she had an ample bosom to hold up her nameplate that identified her. But it was obvious to me that Rachel knew her.
"I can't complain, Rachel honey." Anna had a rather brassy voice that carried easily. "Well, I could complain, but who would listen?" Then in a louder voice, "Is this the gentleman you were telling me about this morning?"
Uh oh. They had this setup already. I felt myself blush and my cock stir.
"Yes. Anna, this is Rick. He needs some bras and panties that fit him appropriately. As you can see, he fancies himself well-endowed in the rack."
Anna looked me up and down slowly. "Yes, I can see that." She pointed at her own bosom. "I'm sure we can find some items that will work. And you say he wants to be embarrassed as we do this?" The way her voice carried, I wished I could just melt into the floor. There were other customers in the store on this Saturday afternoon, and I was sure they were looking our way now even though I dared not look. I tried to smile sheepishly through my increasing blush. I was feeling hot, blushing so much.
Rachel smiled at both of us. "Yes, that would add to his enjoyment..and mine. I'm finding I like his coloring."
Anna came around the counter chuckling to herself. "Rachel, you wouldn't believe the men who come in here 'shopping for their wives'," she added air quotes. They blush so nicely. Funny that all of them have 'wives' who are about their size in the chest." She turned me to face her directly, staring into my eyes. I tried to stare back, but broke easily. "Does he have a special name for this excursion?"
"Special name?" Rachel asked. I stayed silent.
"Yes, many of our male clients have female names for when they're playing dress up. Oh, and I forgot to ask, are we doing a full outfit or just the under garments?"
Rachel thought for a bit. "No, Rick is a different case, I believe. He doesn't want to dress as a woman completely. He just wants to look like a guy wearing a bra in public. It turns him on. I suppose we could call him 'boy' while he's here so there's no confusion about what he is."
Anna nodded. "Okay, boy it is." Then to me, "So, boy, what are you?"
"Ma'am?" I wasn't sure what she wanted me to say.
"Well, are you a slut boy who can't say no? A queen? A tease? How do you see yourself at this moment? It makes a difference how I dress you."
How did I want to describe myself? I hadn't considered that. After thinking for a bit, I turned to Rachel. "Ma'am, how would you describe me? I think that would be most appropriate, if you agree." Rachel smiled. "Very good answer, Rick. Anna, he's a slut boy who can't say no."
"Oooh, good," Anna said, clapping her hands. "I like slut boys who can't say no." She turned to Rachel with her own version of the wicked smile. "Does that apply to me?"
"Of course, dear Anna. I can't expect special service without offering an appropriate gratuity."
Oh shit, I thought. I was going to be servicing Anna, at least. And here in the store, no doubt. But before that, I was going to be very embarrassed. Oh, God, what have I gotten myself into?
Anna turned back to me. "Okay, slut boy Rick, let's see what I have to work with. Take off your shirt."
I was aghast. I thought I would do that in a fitting room. "Here?" I said, in a most unsubmissive way.
Anna took a step back, surprised by the loudness of my voice. Rachel stepped in. "Who are you to question anything? You agreed to do whatever I or anyone else said. You will NOT embarrass me. You WILL do as you are told, or else, and you know what that means."
I hung my head in shame and embarrassment. It didn't seem possible, but I had just made my situation worse. Just how much worse I didn't yet know.
"I'm sorry, ma'am. I lost my head."
"You don't HAVE a head," Rachel said. She was righteously furious with me. "Now get on your knees and apologize to my friend here. Then do as you are told."
"Yes, ma'am. Thank you, ma'am." I knelt before Anna and looked up at the woman towering above me.
"I'm sorry, ma'am." I started to take off my t-shirt. Anna stopped me.
"Stand up, slut boy. Now sit up on this counter facing out at the store."
