As time marches on, Sherry and I see each other more often and our notes at the stores are replaced with the usual conversation of a customer and associate. On weekends, she stops by my place and we talk, watch TV or do whatever is on the agenda. My co-workers and assorted friends understand that there is now a woman in the mix and to call ahead in case they want to stop by. Gone are the days where people could just drop in unannounced. There were a few times when they showed up when she was there, but were polite about it and all was fine.
My mother is famous for showing up like she owns my place now that she know Sherry and I are seeing each other. The usual remark is that she is in the neighborhood and decided to just stop by to see how I was, while I knew damn well it was in the hopes of finding Sherry with me. My mother knew I was pissed, since I cite the obvious fact that they live over fifty miles away. My father respects my privacy, but it took quite awhile before my mother could do the same. I tell Sherry that my mother needs to cut the apron strings and quit being so nosy, making her laugh.
When it was my turn to check out Sherry's abode, I am amazed at how open she is. Friends would just stop by as if they own the place, which is something I am always uncomfortable with. They are told about me and act like I was intruding on their turf. Sherry has to be polite and give a general response, telling them that I am a friend and that we are seeing each other. After awhile, she starts to put her foot down with her friends, reminding them that it is her place and that she wants more privacy. They get the message, even though a few are pissed off. Her place is a bit smaller than mine, but very inviting. Being in the city is okay while I am working, but I like my privacy, whereas Sherry's house is in the mix and her area gets quite lively on weekends. On one visit, she decided to test her limits.
We go to the second floor and she walks me to the back to a room I never saw before. It has two chairs and on a table is an unfinished jigsaw puzzle and I tell her I haven't put one together in years. She then asks me to strip and put everything in the hamper. Her washer is in the basement, so the thought of a clothes hamper in this particular room is kind of odd. She keeps hers in the upstairs bathroom, whereas I keep mine in my bedroom. There are spare jeans and such of mine in one closet in her place, so not a problem. I am naked as she hands me a small box.
She giggles and says, "I got you something, Davey."
I have no clue what she could have picked out for me. Inside the box is a multi-pack of bikini briefs for men in various solids and stripes. She asks me to model one, so I select the plain navy blue one to be on the safe side. I put it on and it fit just perfect. I model it for her to show off my toned form. She puts the rest of the box into the hamper.
"See," Sherry tells me. "I knew they would fit your cute little buns. Now, take them off and try these on for me."
I take the brief off and toss it into the hamper and go to open the next box. It is gift-wrapped and I have to take all the stuff off to get to it. I undo the paper, open the box, turn it around, take one look and drop it like a hot potato! I yell at her as I speak.
"Holy shit! You're fucking crazy!!!!!"
Sherry just looks at me and seems puzzled.
"Why? What's wrong?"
I glare at her and pretty much yell at her. "What's wrong? They're panties. For women!"
My face is beet red as Sherry picks up the box and hands it back to me with a sly grin. I blush as she talks to me in a sexy tone.
"They are in the correct size for you. Besides," she adds, "anything that is worn underneath clothing is a panty to me, no matter if you are a man or a woman."
After thinking it over, I decide to play along and put on the white bikini brief on for her. The soft cotton feels good and the fit is snug in front. I start to get aroused again and blush. She has me model it for her and applauds.
"See, Davey," Sherry tells me. "They fit and you look very sexy! I might even get a thong or two for you, as well."
I decide to model a few more for her in various cuts. Full, high-cut and string bikini. Each fits and she tosses the remainder of each pack into the hamper. I take the last one off and look at her.
"Now, stand with your arms out to the side for me, please."
I do as I am told and stand naked my arms outstretched. She returns with a yardstick, ruler and measuring tape.
Sherry calmly tells me, "Now, let's take care of this, shall we? Let's get this out of the way first."
I feel her soft hands on my penis and shiver. Then, with ease, she is able to tuck my item inside and my crown jewels, as well. She secures what feels like a bandage over the area and adds more tape to secure it quite firmly. I look down and my manhood is gone. She stands back and smiles, admiring her work.
"There," Sherry says. "Your little sausage and dumplings are out of the way. Oh, and you need to shave that clitty of yours."
I ask what she is talking about.
"Shave your pussy hair,'' Sherry tells me. "I want that area silky smooth from now on."
Sherry then rolls the full-length mirror out and measures my waist, hips, inseam and other items of interest. She pats the front of me and smiles. I blush and she knows I somehow like this. Once finished, she asks me me to look at myself in the mirror. I am upset that nothing is in front, but am amazed at how I look. I am actually aroused by my new look, but I don't dare tell her.
"You look lovely with your penis out of the way. You will look even better with a clean clitty. Now, come here."
Sherry then takes me over her lap and spanks me with her open hand ten times per cheek and smacks me with the ruler five more times. She then leads me to a corner and pinches my sore behind, causing me to squirm in pain.
Sherry then talks to be in a clear tone. "Now, my little girl, you stay right there for five minutes."
I remain quiet and do as I am told. With my stuff still inside, she returns and asks me to face her.
"Why am I like this?" is the first thing I say to her.
"I needed to measure you for clothing," Sherry tells me. "Plus, all naughty girls need kept in line. From now on, you shall stand in a corner for five minutes if you act up. Now, hold still."
Looking at her, I tell her, "I am not a girl! I am a boy!"
She reaches down and pats my private area.
"Do you see a penis in front? No? I didn't think so. That means you are a girl. I can always leave you like this."
I am beet red with shame as she walks away from me and stands at the doorway. I am amazed at how powerful she looks and the amount of control she now has over me. She leaves the room and is gone for what seems like forever. When she returns, she stands before me with her hands on her hips. I am sobbing, so I choose my words carefully and she is amazed at how pathetic I look as I talk to her.
"I will behave, Mommy. I promise I'll be a good girl. But, can I be a boy now? This is starting to hurt."
Her face lights up now that she knows she can control me with relative ease. She gently removes the bandage, telling me she wants me to shave down there, something I have never done. It hurts as she pulls the bandage off, so I will try my best to remain clean down there.
"Be a good girl and shave your clitty for me, or I might let one of my friends do it for you."
The thought makes me decide to do as I am told, but I become hard at the same time.
"Yes, Mommy," is all I can say to her.
She looks at me and grins. Sherry goes on to tell me that since she now has all of the needed measurements that she can now buy me things and know they will fit properly. I am upset when I am told that she might take some of her friends along to select the panties and assorted items.
"As long as they behave," I tell her.
"Okay, but what makes you think that some of my friends didn't go and buy these panties for you in the first place?"
I look at her and realize that this could have been a set-up the entire time.