We walked into the mall and went to the map and she told me we were going to start at Dillard’s. We went into the woman’s section and started browsing; while we were looking at clothes she was also looking at the different sales people. She finally found someone that she thought wouldn’t be offended and told me to call her over and introduce myself. The sales lady was probably in her mid forties and attractive. She got there and I did as I was told; I gave her my name and told her that we were looking for an outfit or dress, or both. She looked over at Mistress to get her sized so she could start showing her stuff; Mistress walked over to me and told me to hand her the card like she had told me to do before. I turned bright red and pulled the card from my back pocket and handed it to her; the sales lady took and read the card, both sides and she laughed. “Ok, John, so you are looking for an outfit; well let’s look at you, I’m going to guess you are a 14 or 16. But you are going to have to try some things on so we can verify. Give me a minute and we will get some things picked out for you. When she came back she brought two more sales women with her, as she walked up I heard her say this is the one who gave me the card. So let’s get this boy some pretty things to try on. She turned to me and said nice make-up, but you know the beard is going to have to go to carry off the look. They each picked an outfit out and took me to the dressing room and told me to try them on and come out and model them one at a time.
Mistress and the sales ladies talked while I was changing, I came out and they all commented that I had nice legs. But I needed to lose some weight, I looked like I was pregnant. They sent me to try on the second dress, I came out to more laughter and again told I looked pregnant and sent back to try on the next outfit. This one was looser and fit my body shape much better. Even though it fit better one of the ladies asked why I had such a bulge; normally sissies aren’t that showy she said. Mistress walked closer to me and rubbed my butt and said “Ok it’s about time for the next step; go try on the last outfit and make sure to remove your underwear before you come out. I did as I was told and this one was very form fitting and really didn’t look good on me; but it showed the bulge even more. “Alright honey are you going to have him show us the reason for that? It will be fun” “Oh you are right it’s going to be great; he’s going to be mortified” Mistress said. With that she pulled up the dress and showed the women my cock cage. They all burst out laughing and another person poked their head in to see what was so funny; they laughed too and then disappeared. So that’s locked on there, they asked. “Yes, he can’t even get hard if he wanted too, pretty hot huh? Having control of a man’s dick is the hottest thing I’ve done in years!” I bet they said but he needs some woman’s panties to go with his outfits and some shoes!.” Oh, I know, we are going to victoria’s secret next and I’m going to have him fitted for a bra and panty set.” Well you need to talk to Diana if she is working; she with love this; let me text her. “You can but he is going to have to go through the same process he did with you; that’s a part of making this as embarrassing as possible for him.” Well, you need to put him in the gym and bring him back and we will see if we can’t make it even better for him next time! With that we went to the shoe department and in front of everyone they had me try on several high heels, it was decided that I would get a black pair of patent leather heels that were about 2.5 inches tall, they make me walk around to make sure I could.
With that we went and checked out with the one dress and heels that looked decent on me and headed out to the next store. When we walked we were greeted by a cute young girl. I was instructed to give the first person the business card and to ask for Diana; and when she came over I was to hand her a card as well. I did this with a bright red face. When Diana came over I introduced myself and my Mistress and handed her the card; she ignored me completely and looked at Mistress and said “Ok so what do you have him in here for and how can I help?” “He needs a bra and panty set plus several other pairs of panties as well as a nightgown.” “Ok well let’s go over here so we can get an initial measurement.” She walked us over to the front window right beside the door and got her tape measure out; she had me stand with my arms out so she could measure my chest over my t-shirt. “Ok, that gets us close we will grab a couple of A cups and move back to the fitting room where he will strip and we can get his full measurements so we can get the perfect size.” She was giggling as all the women in the store watched her do that. Once in the fitting room it was just Diana and Mistress and I was told to strip. I stopped at my boxer’s but was quickly told to drop them too. So there I stood in my birthday suit plus a chastity device and she laughed and said “Well you have this one well in hand. You know I’m going to have to touch him to get his measurements unless you want to do it.” “Oh that’s fine, but I will do it if you are uncomfortable” “No sweety, I like making little lady boys and this having one locked up is great, but I can see things are pretty tight right now and I like what you’ve done to his bottom” They both laughed and she started taking the measurements; once they had them Diana called in the cute little girl who had greeted us and asked her to get several different panties and a couple of more bras for me to try on so they could decide what looked best on me.
They finally settled on a little bra that would hid under even men’s clothes fairly well and seven panties, since I needed a pair for every day of the week. I tried to say that I really didn’t I wasn’t going to be a crossdresser all the time; but Mistress insisted. Then she took us out into the store again and started going through the nightgowns and Mistress picked one that would fit loose would hang just below the cage. The only saving grace was the Diana gave us the employee discount because she had a good time. Just as we were about to go Mistress pointed me back to the fitting room and told me to get into the clothes that I had just bought because I was leaving the store wearing them. So looking foolish, I came out of the dressing room wearing a bra, panties, dress and heels with my other clothes in the bag. All of this with a full beard and a crewcut. I definitely looked ridiculous; with that I thanked the ladies for their help and we walked into the mall; and Mistress told me now you are taking me to dinner. Oh my god, I thought I was going to die, she was making this as long and open for anyone I know to see me and she didn’t care.
There was a nice restaurant in the mall, on the other side of it of course so she decided we would eat there. The looks I got were humiliating; I was called a faggot at least twice as we were walking. The greeter at the restaurant did a double take when she saw me and was giggling as she showed us to a table. This was a nice place; but I was told that since I was pregnant that I only needed to have a salad for dinner; while she had a steak. And I was given water while she had a few mixed drinks. And once the meal was through she made me hand her my wallet and she paid with my card.