It was another lazy Sunday afternoon. My wife and I were laying around the house with nothing much better to do than watch baseball. Our hometown team, the Mariners, were behind by a few runs and there were only two innings left in the game. Out of frustration, I said, "I don't think they're going to pull out of this one. Stupid Mariners. They've been slumping a little too long."
"Oh, they'll win," she said. "They're about due."
"I think it's pretty clear they're not going to pull out of this one. Their new bullpen pitcher ain't very good," I said, with an air of authority.
"Well, Mr. Baseball," Sharon said, "He happens to be a very good pitcher they just called up from the minors. I think he can keep them in check, and I think our leadoff guys are feeling a second wind."
"Ha!" I said, "They're too far gone."
"Want to bet on it?" she said.
"Sure," I said, "What are the terms?"
"Well, if I win, you could be my slave for next weekend, and if you win, I'll be your slave. Whoever loses will have to do whatever the winner wants." We had been experimenting with a little bondage and domination/submission lately to spice things up, so I wasn't surprised at her bet. I didn't think too much of it. I figured if I lost (which I wasn't going to do anyway), she would probably have me serve her breakfast in bed naked or some such thing.
"OK," I said, "You're on."
As my luck with betting goes, the Mariners ended up coming from behind on a three run homer to win the game by a run. Oops.
"Well, slave, it looks like you're mine next weekend."
"Yep," I said nonchalantly.
"Hmmm, I better get out my list," she said with an almost disturbingly pleased look.
"What list?"
"The list I planned out in case you lost."
"I thought this was a spur of the moment bet. You mean you had a plan all along."
"Yes, that's why women are the brains. We better go over the terms of your slavery to me."
I was beginning to feel a little bit nervous. When Sharon schemes, she schemes well. She came over with a folder and sat on my lap. She pulled out the first sheet, and said, "Honey, the first thing you'll have to do is go shopping." Without further comment, she handed me the sheet of paper. Typed on it was a rather surprising list:
MY SISSY HUSBAND'S SHOPPING LIST
One pair of white or pink nylon panties with lace trim One white or pink longline bra to match panties One pair of white sheer pantyhose One pair of white high heeled slingback shoes or sandals One knee-length dress, white or pink, suitable for evening One white or pink lace-trimmed nylon slip of proper length for dress One pair of faux pearl earrings One medium-length faux pearl necklace
I handed it back to her and said, "Well, I suppose it'll be embarrassing, but I guess I can buy those things for you."
"No honey, I don't think you get it," she said, smirking, "those items are for you. And what's more, I want you to tell the salesgirls they are for you when you buy them this week."
"What? This week? I thought our deal was for the weekend?"
"Those items are for the weekend."
"But the bet said that I would do whatever you wanted for the weekend, not this coming week!"
"Honey, now, I think you're getting a little overexcited. This will be fun. Follow along, or I might have to get mad. A deal is a deal."
The way she looked at me, I knew I better go along with it for now. I figured buying the stuff would be embarrassing, but big deal. We live in a large metro area, so it's not like I would have to buy the items close by.
"OK, but boy are you going to get it the next time I win a bet!"
"Sure, dear," she said, looking at me like a poor little boy.
The following Monday, I began my quest to buy the items on Sharon's list. The first place I found myself was Dillard's. I figured a large department store would have most of what I needed. It was Monday evening, so the store was rather quiet. I went to the back and figured I would get the underthings out of the way first. Might as well start with the most embarrassing.
As I approached the lingerie section, I could see two people working. The first was an older woman with grey hair, dressed conservatively in a blue pantsuit. She made eye contact with me, since she was unoccupied with other customers. I looked away, trying to create the impression that I was just walking by. I figured I would circle back around, since the second employee I had spotted was a younger woman who I guessed would be more tolerant of my situation. The only problem was that she was currently with a customer. As I walked by, I noticed she was a rather attractive blonde with very slight features and a very feminine manner.
Circling the cosmetics section, I slowly made my way back around to the lingerie section. I could see that the younger woman was now unoccupied. I thought, "Well, now or never." I walked over to her as she was sorting some tags. Her nametag said she was Madeline. She looked up and asked me in a very soft voice, "Can I help you, sir?"
"Yes, ah well. My wife would like me to buy some things and I need some help."
"That's easy enough. What would your wife like you to buy for her?"
"Well, ah, that's the funny part. You see, I lost a bet with her and these items are for me."
"Oh," she said, a little taken aback. "That's alright, it doesn't matter who they're for. What do you need?"
"Here," I said, "I have a list that she has made up for me."
I handed her the list, with the heading "MY SISSY HUSBAND'S SHOPPING LIST" prominently displayed at the top. She kind of giggled, but looked past the heading and began to read the list.
"This is quite a list," she said. "You must've lost a pretty big bet."
"Yeah, I guess I won't be that dumb again."
"Let's see, she started out with foundation garments, so you're in the right place. Let's go look at the bra and panties. Follow me."
By this time, I was shaking. I didn't think it would be such a nerve-wracking experience, but I kept looking around me to see if anyone was watching. So far, so good. I looked around me and everything was silky nylon or lace. She led me to a rack of bra and panty sets and held up a pair of panties.
"Do you like these?" she said, presenting a pair of shiny white panties with lace trim around the waist and legs.
"I guess," I said. "Use your judgement. I'm not the expert in this area."
"OK," she said, "we'll go with these since they're on sale. We can find a longline bra to match. Do you know your sizes?"
"No," I said, "I didn't really think about that."
"Well, for the panties, I'm just about sure you're a size 7, so we'll go with that. The bra, though, won't fit good unless we measure you for it." Turning away from me, she waved to the older woman who worked in the same section. "Marianne, can you come here, please? I need your help in fitting a bra."
I was mortified. I looked around to see if anyone was nearby, and there was a mother with a small child. She looked away as I looked over, and I got the impression that she had been watching.
Marianne came over, and gave her partner a puzzled look. "Where did she go?" she said.
"Oh, the fitting is for this gentleman here."
"My Lord," Marianne said. "I thought I'd seen it all. Well, step over here and I'll get my tape."
I was hoping that they would measure me in a little bit more private area of the store, but Marianne had me holding up my arms and getting measured right in front of the counter. The mother who had been watching me earlier was looking at items closer to the counter and I got the impression she was now "following" my story. She gave me a very interested/puzzled smile.
"Well, young man, it looks like you're about a 36. I don't know what to say about the cup size."
Madeline, the younger saleswoman said, "We'll give him a C. Not too big and not too small," snickering. She then led me back over to the racks of bras and found a longline bra of shiny nylon that matched the panties. By this time I was about ready to give up the whole "adventure," but she still had my list in her hand. She said, "Now that you have your bra and panties, let's find you some pantyhose. Have you ever worn pantyhose before?" The last statement was almost delivered in a teasing tone.
"Er, no." I said, but I don't think I convinced her. I had snuck some pantyhose of my wife's on one day when she was gone. They had been hanging over the shower rod drying, and it always drove me crazy when she wore those sexy black hose with a miniskirt. I don't know what possessed me, but I had done it.
"You'll probably like them," she said, enjoying herself. "I might have to give you a hosiery card. If you buy five pairs you get the sixth pair free."
Upon arrival at the racks of pantyhose, she looked at the list again and said, "I see your wife wants you to get sheer. The question is, how sheer?" She told me, "Hold out your hand."
She slipped a sample over my hand and said, "How does that look? It's white and it has a little shine to it, but it will still let your legs show through."
Once again, I was kind of mortified by how detailed this whole process was. The mother and her small child were still in the lingerie section, and I knew it was because she was watching me and enjoying this. "That looks fine," I said. She prolonged the process further by figuring out my size from the chart, and finally added a pair of Hanes Silk Reflections to my growing collection of women's undergarments. "Are you sure you don't want another pair in another color, just for fun?" she teased.
"Uh, no." I said, hoping that this would be over soon.
"Now, the rest of your list is in another department, except for the slip, so after you get your dress, you'll have to come back. I'll be here until 9:00, so just come and get me when you're ready and I'll hold these other items for you."
"Thanks," I said, kind of hesitating.
"Do you need me to show you to the Woman's Department?" she said.
"Yeah," I replied, "I am really lost here."
"No problem." She led me over to the other side of the store and walked me right up to another saleswoman, this time a rather young girl with straight red hair and a very outgoing personality. "Sheri, this gentleman has a rather unique request. His wife is dressing him up as a woman and he needs a nice dress. This list should explain it."
Sheri's eyes got big as she read the list. "Oh!" she said, "This will be fun. Don't you worry. We'll find you something really nice." My other "helper," Madeline, drifted away, saying something about coming back when I was ready for the slip.
Sheri led me over to a rack of dresses, explaining that there were plenty of choices in evening wear. "Would you like a dress with spaghetti straps, or sleeves, or what?"
"I don't know," I said, "I'm not much of an expert. Just pick something you'd like."
"Well, you're kind of skinny, but with your shoulders, I'm going to recommend something with sleeves. Here's a nice one." She held up a dress made of some kind of white silky material, with see-through white sleeves. The skirt flared a little bit. "This one should just touch the tops of your knees. And it'll be very pretty with white pantyhose and white shoes."
"OK," I said, "I'll take it," hoping to hurry things along.
"Wait a minute," she said, "What's your size?"
"I don't know," I replied. "I've never done this before. I have a 32 inch waist."
"Well, that actually doesn't tell me much. And these sizes often vary quite a bit. Why don't you try it on?"
Yikes. This was getting complicated and nerve-wracking. I had already been in the store for an hour, just to buy some items I thought would take fifteen minutes.
"I don't know about that. This whole thing is kind of freaking me out."
"Oh, don't be nervous. I'll get Madeline back over here with your hose and bra so that you can really see if it fits over the undergarments. I'll have her bring a slip, too." She went to her counter, picked up the phone, and rattled off some instructions to the woman in the lingerie department.
In the space of just a couple minutes, Madeline was back over holding my hose, panties, and bra, along with a white slip that had a panel of lace at the top. "Now, you'll have to buy the hose if you put them on, but the other items can be restocked if they don't fit," she told me.
Sheri took the lead in taking me to a dressing room. I had hoped it would be in a far corner of the store, but once again I was on display. She had me use a dressing room that was right on the edge of the main traffic area of the store. She explained how to put on hose, and told me she figured I could get the hang of the rest of it.
Inside the dressing room, I took some deep breaths. I began the process of trying on the items, starting with the panties and then sliding the pantyhose up my legs the way Sheri had explained. I had the same feeling of dangerous sensuality I had experienced when I tried on my wife's pantyhose a couple of years before. My legs felt silky and smooth, and the nylon of the panties was pressed into the sensitive skin of my groin area. Next, I struggled with the bra for a while and finally got it on right. I slid the slip over the other garments, and the hem of it kissed my thighs. I began to get aroused as the silk of the slip touched the silky smooth pantyhose. My heart raced, hoping that no one would open the door and expose me to the rest of the store.
I took the dress off its hanger and slid it over my head. It bunched up around my chest and I pulled it down over the slip. The extra layer of silky material gave me a feeling I had never experienced before. It was like being softly kissed all over my body, and the swish of the material in the skirt over the slip made my legs feel fresh and alive.
My developing reverie was broken by Sheri's voice. "How are you doing in there? How is it fitting?"
"OK, I think," I managed to say. Being brought back to reality had the flush of strange emotions cycling through my head again.
"Well, come out and show us. It's quiet today-there's not much store traffic."
I don't know why, but I actually opened the door before realizing she had said "US." Not only was Sheri standing outside the door, but Madeline from lingerie was still there, and the woman with the small child was also watching from behind them. Her hand went up to her mouth when she saw me and she began laughing.
"Wow. That all fits really well," said Madeline. "Of course, I'll take credit for providing the good foundation garments."
"Yes, with a shave and some makeup, I think you would make a passable lady. I think you might have better legs than mine," Sheri chimed in.
From then on, my mission was accomplished with the help of both girls. They actually led me over to the shoe department while still attired in my dress (a scary trip). There, a young man who was very flustered helped fit me with a 1 1/2" heeled pair of white slingback pumps. The girls seemed to enjoy my nervousness and his flusteredness. On the way back to the Women's Department, they led me past the jewelry department and a very pleasant and officious woman quickly provided me with the pearl necklace and earrings. She did inform me however, that they didn't have any clip earrings, so I would have to go with posts. I didn't know what she meant, but purchased them anyway just to get the process over with.
In one Monday evening I had accomplished all of the list at one store. I was pretty pleased with myself, although I was worn out by the 2 1/2 hour stint in a department store buying women's underwear and clothing.
I returned home and showed the shopping bags to my wife. She pulled each item out slowly, complimenting me on each purchase. "You must have had good help," she said. "You followed my list to the letter." She noticed the pantyhose was out of the package. "Oh, and I see you've been getting a preview of your feminine experience. Did you try all of this on?"
"Yes," I admitted.
She put her hand to her mouth and stifled a laugh. "Well, that's my good little sissy. I'm going to like having you around this coming weekend. Now you're ready for your next list."
"Next list!" I objected, knowing that it couldn't be good.
"Come on now, fair is fair," she said, pouting. "I know you want to please me." I looked at her and couldn't resist. I knew I was under her control.
"Here you go. This list you can accomplish on Friday afternoon to get ready for the weekend. There's only two items on it."
MY SISSY HUSBAND'S TO-DO LIST
Go to beauty salon and have your hair set on perm rods and styled in a cute feminine style -Have makeup done appropriate for evening occasion
I thought right away of just refusing, but she looked at me with her deep brown eyes and I was powerless. I knew I would be experiencing a whole new level of femininity starting on Friday evening. And that was all in preparation for my weekend spent in service to her. In my deepest consciousness, I was beginning to realize that I would do just about anything my wife wanted me to do.