She discovers my deepest secret

[justmethatswho]

Anthony Walker


I had waited until my wife had left, and even sent her a text to assure that she would not be returning for at least three hours. It was hard to hide my excitement, as I looked in her closet. The closet is a lovely full size walk-in closet with drawers and plenty of space for her clothes and shoes. My most difficult part was always to decide just what to try on today. Yet today, I had time, to enjoy the process. I looked, touching and taking it all in. I loved the sensation of the assorted fabrics.

There were so many options. I noticed the things I would buy her were seldom worn by her. She always explained it was not her taste, her style or simply wrong for the occasion occasion. While going through her drawers I picked up a bikini I had picked out for a beach vacation. "How can a bikini be the wrong occasion for a beach vacation." I held it up to myself. "I would wear this." I chuckled, "In my dreams."

It was in my dreams, i was a closet dresser, I had been for years. As open as our marriage was this is one secret I held from her, figuring she would not understand. That is why I did this in secret while she was away.

"Oh my, now that is perfect ... with opaque stockings I love it." I said upon seeing the matching burgundy w/ black trim bra and garter set. I stood naked, my cock erect, knowing eventually my cock would die down. Yet now, was not the time. I stepped into the pantie enjoying the silky touch on my legs before sliding it over my hips. I took a few steps to enjoy the sensation. Next was the the bra, which I adjusted, fastened at my front side and then turned the bra into the correct position before sliding my arms into the straps. I looked at myself in the mirror. In all honesty I was jealous that I did not have real breasts. Now was for my favorite item, the garter belt fastened which I reached behind and fastened behind my back. Taking a moment to enjoy the look of the garters hanging free. I moved to sit at the dressing table and then take out a pair of opaque black stockings which would hide the hair on my legs. Taking time to slowly roll each stocking up each leg. When I finished, I teased myself with my stocking clad legs before standing to admire myself look in the mirror. "I wish I looked better." I say softly as I lift myself to my toes as if to mock being in heels. Then I added a pair of sandal style heels only a couple inches high. I sat and forced my feet in and bean then to strut around the closet. I wanted more so I moved to the bedroom. My legs rubbing and teasing me as I walked.

 

[grdybiwife]

Tamara Walker

My husband Tony and I met our first year of college. He was dating my bitch of a roommate and when she dumped him, he and I remain friends. We didn't start dating immediately, it took him a while to work up the nerve to ask me out. I had a bit of a reputation back then. I wasn't a slut exactly but I did enjoy my fair share of male, and female, companionship. We dated for about a year before we moved in together and on our spring break trip senior year we eloped in Cabo. It was a drunken mistake that our parents insisted we annul but being young, stubborn and madly in love we decided to make a go of it. Luckily we weren't stubborn when it came to each other and almost ten years later we were still very much in love. We both worked primarily from home so that our time apart was minimal and took multiple vacations to keep our relationship fresh.

It was on one of these vacations that we took our relationship to new heights. For our fifth wedding anniversary we took a trip to an adults only resort in Jamaica. Yes, that resort and we're introduced to swinging. I had always fantasized about sharing our love with others but Tony was always on the shy side and I never wanted him to think he wasn't enough for me. So imagine my surprise when he came back from his morning beach run with a beautiful couple from Spain who had been pretty much stalking us since we checked in a few days before. Danielle and Rene Montenegro were our first couple friends but they weren't our last. Since then we have enjoyed others, couples and singles alike.

Our exploration didn't end there. It seemed to open Tony up a lot to the world of sexuality. We found he enjoyed watching me with other men and a couple fingers in his ass when I blew him. All these years later we were having better sex than we were in our twenties. Just this morning he rocked my world with a plug in his ass and his hard cock in mine, completely ruining my breakfast and making me late for my meeting. I was halfway there when I realized I had forgotten my briefcase. If my report wasn't in it I would have kept going but I needed it so I headed home. I could have called him from the car and had him bring it but I didn't want to disturb his much needed day off. Just because we worked from home didn't mean we didn't have to deal with long nights. I expected him to be asleep when I tiptoed into our bedroom to retrieve my bag.

I screamed when I saw him all done up in my sexy lingerie. Lingerie that he'd bought for me that I never wore. I preferred to be naked but he kept buying it and now I knew why. Shocked I snatched up my briefcase and b-lined it back to the garage. I yelled something about being late over my shoulder on my way out and almost crashed into the mailbox as I sped out of the driveway. I'm sure he thought I was angry and I guess deep down I was but not because he liked to dress. It was the secret he kept that upset me.

 

[justmethatswho]

By the time I saw Tamara it was too late. There was no where to hide, nothing I could do but stand there and let her see me. I so stunned and shocked, not because she had came home, but that I had been caught dressed in her lingerie.

Her reaction was clear as she charged away. I had tried to run to the door to follow her, yet fell to the ground, in the heels, for a moment thinking I had broken my ankle. I sat stunned, as she sped away. What had I done? How had I been so stupid?

I returned to the bedroom and undressed, and washed and drying the panties, bra and stockings and returned each to its spot in her closet.

Then I sat alone, I could not even think of work with what I had done.

Just after lunch I sent her a text message.

"Sorry I have disappointed you. You have every right to be angry with me. Luv U"

It was a small gesture, maybe I should have called her, but I could not. Part of me wanted to run and hide, yet I cared for her too much to do that. The only work I did, was cancel a couple appointments for late afternoon, as I wanted to be home when she arrived.

As the day went on I thought of what we had in our life together. How open sexually we were. Yet I could not tell her the one sexual fantasy I had which topped all others. How since I was young, I fantasized of dressing in women's clothing. All of it came down to how wrong I was, to not have shared with her my desires. After all she was so open with me. Much more comfortable sexually than I was. I knew even if she had sex with other men and women it was me she was spending her life with.

Now I sat in the living room, in silence, wearing jeans and a t-shirt. My jeans and t-shirt I should add. I was waiting for Tamara too arrive back home. As I waited I tortured myself with speculation of how she would react. My swollen ankle a reminder of what had happened earlier in the day.

 

[grdybiwife]

Midway through my meeting I heard my phone chime. I didn't check it. I knew who it was Tony. An apology I was sure. But I had to keep my head in the meeting so I waited until I got into the car. He was right I was disappointed. All this time, all we shared and he thought he couldn't tell me.

By the time I pulled into the garage, I was fuming. My hands shook I was so angry. I could barely get my key in the door. Then I saw him, sitting alone in the dark. No TV. His head in his hands and I was immediately sad for him. The speech I prepared didn't seem appropriate anymore with him looking so dejected. He'd beat himself up enough for both of us. I'd always told him he was his own worst enemy and I tried to make up for it by being his biggest cheerleader. So I didn't yell like I wanted to, didn't berate him or humiliate him. Instead I went to sit beside him and put my arm around his shoulders. I kissed his forehead, then his cheek, and finally his lips. Softly. Once, then twice and turn his face to mine so he look me in the eye.

"I don't care Tiger, " I said softly, using my pet name for him so he knew for sure I wasn't as upset as I seemed when I left earlier. "I just can't understand why you thought you had to keep it from me. I thought our relationship was better than that. We always promised no secrets. That's why I was so angry. How could you keep this from me?" I could feel the tears on my face, whether they were mine or his didn't matter. "I love you Anthony you know that. For better or worse remember. I might have been hammered when we said it but I meant it. And this isn't a worse. You looked pretty hot if you ask me." I laughed and kissed him again. A big wet one on the cheek.

 

[justmethatswho]

It has been a long afternoon, sitting alone with my thoughts. In time I wonder if it is not what i had done, but that I had not told you. We had always been open with our kinks, "no secrets", was our policy, yet I held this one from you.

The opening of the door breaks my trance, though I do not move. I am well aware my sorry words will not help at this moment. I sit still, as you sit beside me and comfort me, I feel some tension ease, though I fear what you will say.

I feel your tender kiss, and want to offer you a kiss in return, yet fear prevents me from doing so. You ask why I had not told you, I know the answer yet still am fearful of the truth.

Yet I know the only way back into your heart is the honest truth. I turn to you tears in my eyes, my weakness clear.

"I am so sorry Tamara, I am sorry, not as much for what I did, but I should have told you about my fetish. I was so wrong to hide it from you. This is something I have done and desired since I was young." Maybe I should stop, but I want to come clean. "I loved the feel of the fabrics, and the." I stop myself. "Shoes, well heels. I mean I did not tell you because, I thought you would think it was silly. That I was less of a man, or not man enough for you. Can you love a man who enjoys women's clothing? I am sorry Tamara, I should have told you."

 

[grdybiwife]

That makes me laugh. "Really Tony? When we met you wore sweatpants six days a week and I still thought you were hot. It's not about what you wear. I love you because of you. The way you treat me. The way you treat everybody but yourself. It's your heart I fell in love with, you're the sweetest guy I know. "

I grabbed his face in my hands and kiss him deeply. My tongue slipped effortlessly into his mouth. He had always been very receptive to my touch, another reason I loved him so much.

" Like I said I don't care. Just don't hide it from me. Don't hide anything from me. We're a team Tony and don't forget it. Now tell me the truth Anthony, how far does this go? Is it just stockings and stuff? You know how I am. If you're gonna do it, you're gonna do it right. No half stepping. "

 

[justmethatswho]

"Really Tony? When we met you wore sweatpants six days a week and I still thought you were hot. It's not about what you wear. I love you because of you. The way you treat me. The way you treat everybody but yourself. It's your heart I fell in love with, you're the sweetest guy I know. "

"Tamara, I should have told you. I was just embarrassed, I mean its not like I, well I like how it feels when I am like that. " I respond trying to make sense of everything and not sound so foolish.

" Like I said I don't care. Just don't hide it from me. Don't hide anything from me. We're a team Tony and don't forget it. Now tell me the truth Anthony, how far does this go? Is it just stockings and stuff? You know how I am. If you're gonna do it, you're gonna do it right. No half stepping. "

I was about to interrupt yet even after she finished I paused for a minute before talking. She was right I had to come clean. Then she kissed me. Her kiss was passionate, something at the moment I craved and needed.

"I was so wrong to keep this from you, I should have told you. Like the other things we have done, you are always open minded. We are a team." I move and hold her hand in mine. "The truth. Well I have enjoyed dressing since I was 14, it started with my older sisters stuff, dresses and shoes. The sensation of those things was unlike anything I felt in mans clothing. I tried to stop but never could. I have never taken it further than dressing, never. Yet, I will confess I have wondered, how it would be, to umm, have sex as a woman. The only time I went out as a woman was back in college, for halloween. I never had the courage to do more than that, and have tried to keep it to myself."

I pause thinking how what you said about being all in. The statement was so true, you never did things part way.

"Since we were married, it has only been stockings and stuff like that. Yours to be exact. To tell you the truth I wish it was more, I love the feeling of dresses, heels and what not. Though I guess I do not really have the body like you do, I mean it's not like I will ever have breasts. Only in my imagination. Well I also have this." I say pointing to my cock which is now hard and excited. "I know you Tamara, you do nothing half ass."

I sat somewhat excited, as I know how passionate you can get about some things.

 

[grdybiwife]

"So my husband wants to be my wife... Hmm... I think I can live with that." I look down at your lap and smirk at the tent in your jeans. As usual, I don't let it go unnoticed and grope you through your pants. "Especially if this is the results I get." Slowly I undo your zipper and slip my hand into your fly. That's when I feel the silk panties that encase your hard-on and I don't go any further, keeping my hand on the outside of them. Even I can't deny how good it feels to touch you through them.

"The first thing we're going to do is get you your own wardrobe. No more stretching out my panties with this big cock, or my stockings with your big feet. You're going to have your own shoes and dresses too. I want you to be comfortable. And I bet you'll feel better about how you look if your clothes fit. I know a place we can go to handle your particular needs so you don't have to worry about being shy at the mall. I want you to be happy Tony. We'll go as far as you want and I promise I'll always love you. This will never make you less than a man."

I give you another kiss, soft and loving before I get up, pulling you with me. "I was so shocked before I didn't get a good look at you. I want to see you all done up and slutty." I smack your ass hard and put my arm around your waist, leading you to the bedroom.

 

[justmethatswho]

I was mesmerized as Tamara spoke her hand wondered to my groin unzipping my pants and finding my stiff cock. My stiff cock was from the talk, from the possibility of her accepting my fantasy.

"Especially if this is the results I get."

I smiled, leaning in kissing her lips, knowing how excited I would get from simply dressing, the thought of her consenting to me dressing only exited me more.

"The first thing we're going to do is get you your own wardrobe. No more stretching out my panties with this big cock, or my stockings with your big feet. You're going to have your own shoes and dresses too. I want you to be comfortable. And I bet you'll feel better about how you look if your clothes fit. I know a place we can go to handle your particular needs so you don't have to worry about being shy at the mall. I want you to be happy Tony. We'll go as far as you want and I promise I'll always love you. This will never make you less than a man."

As she spoke I started moving my groin as she caressed my cock. It had to be clear my sexual excitement was. "Really." I moaned. "My own clothing. ohhhh." My cock was close to erupting. "Shoes." My breathing was now short and excited. "As far as I ... oh gawd." I moan feeling my cock pulse at the thought. "Tamara, I like that."

"I was so shocked before I didn't get a good look at you. I want to see you all done up and slutty."

Tamara began to lead me and upon hearing her words, my cock seamed to get harder, my internal desires growing.

"Done up slutty." I squeal quite exited, wondering just what she had planned for me. "I would love to be your slut."

 

[grdybiwife]

"Just mine," I asked with a raised eyebrow before I push him towards our walk in closet. I start to undress, toss my jacket on the bed and stop. A light bulb goes off in my head and a sneaky grin spreads across my full lips. I always feel the naughtiest when I'm naked and he's not. Some of our best playtime happen when I'm on my knees, his cock buried down my throat whiles he's still dressed in one of his power suits. I figure the same might be true for him so I keep my black pencil skirt and red lacy camisole on. Don't even remove my blood red stiletto pumps or the old style seamed thigh highs, just sit on the bed as I am to wait.

I grab my phone out of my briefcase and send out a few texts to set up the rest of our day. First to a tranny friend of mine who owns a store that caters to the needs of the local CD community. She'd always told me Tony seemed a little soft but I always brushed it off to general sweetness.
How much to shut the store down for a private consultation this afternoon
For you... Nothing... What's the occasion
It's a surprise
You bitch lol... Just give me a call when you're headed over so I can clear the queens out
Thanks lovey ... Oh and that Dr you know can you get him to come by too
Oh now I'm really intrigued... I'll see what I can do

"Jeez Tony what's taking so long, " I teased him. Now I was excited and not just sexual. It had been a while since we shared a first and I couldn't wait to explore the possibilities.

 

[justmethatswho]

I am a bit surprised as she pushes me into her walk-in closet and does not follow. A bit unsure I contemplate what she wants from me, as I stand in the closet looking at the heavenly treasures. Now I stand here with Tamara's full endorsement. I look down my cock appears harder and larger than ever before. Now there was more pressure than before. Now I was not only dressing to please myself but Tamara.

As I looked I could hear bits and pieces of her talk on the phone, which I assumed she was talking to our tranny friend, who I was always attracted to, but had never had. Knowing she was talking about me and my secret was erotically humiliating and only heightened my desire.

Finally I had settled on an outfit. I wanted to feel it all and hide as much as I could of my manliness. I settled on a short black off the shoulder dress, and then chose black opaque stockings, a strapless bra and thong. I finally finished my outfit with lipstick and a blonde wig left from Halloween. Finally a necklace. I stood now dressed more than ever as a woman, hoping more to please my wife than myself. As I looked down, my hard cock, was clearly visible in the tight dress.

The outfit I had selected was a bit tamer and was something I thought would please Tamara.

"OK Tamara ... I hope you like me." I said stepping into the bedroom, I stepped nervously hoping she would not laugh. The sight of her, sitting still fully clothed, in her tight pencil skirt and blood red heels only increased my desire to please her.

 

[grdybiwife]

"That's nice baby but a little to covered to be sluts." I get up and come to you, my arms folded across my chest. It's clear that I'm appraising him and his outfit. I make a slow circle around him and I have to admit, he doesn't look half bad. "You did a good job baby but that wig is awful, you'd do better to grow your hair out a little," I say as I pull it off and run my fingers through his. Behind him I run my hand down his back, feeling his muscles until I grab a handful of his ass. "No more weights at the gym either. You should be soft. You've always had a nice ass but there's too much muscle. I want you to jiggle when you walk." I move back to stand in front of him, my hands running along his flat chest and torso. Another sneaky grin and I head into the closet. "Speaking of jiggle," I say as I come back to him with a satin bag, inside a pair of chicken cutlets I never use but might work for him. Gently I slip them inside his bra and adjust them through his dress. "Not bad Tony, not bad at all." I lean up and take him in my arms, kiss him softly on the lips and laugh.

"You didn't shave today. No respectable slut would be seen with whiskers baby. Go take care of that and all the other stuff. Legs, pits, and all. We'll have to add a good wax to the list of things to do today. Don't want anything hiding my baby's big clitty, " I say as a swat his cock playfully. " Go head baby. We've got lots to do. "

 

[justmethatswho]

I hear Tamara's disappointment for my outfit. "I am sorry Tamara, I should have picked something a bit, well not so conservative." I try to say, disappointed in myself. Now I stand nervous as she inspects me, for a moment feeling like a piece of meet.

"Yes i understand, no more gym." I say laughing, as I think who would not like that. The reason I went to the gym is to please her anyway. As she touches my ass I get an erotic feel as she touches me through the dress, the fabric so different than what I typically wear.

Then Tamara mentions jiggle and returns with some breast forms and slides then under my bra. I look down seeing the small bumps on my chest. "Wow, I have breasts." I giggle.

Then she orders me to clean up.

"You didn't shave today. No respectable slut would be seen with whiskers baby. Go take care of that and all the other stuff. Legs, pits, and all. We'll have to add a good wax to the list of things to do today. Don't want anything hiding my baby's big clitty, " I say as a swat his cock playfully. " Go head baby. We've got lots to do. "

"Yes Tamara, you are right. You mean right now, right." I say a bit disappointed as I had hoped to have had sex with her.

She then swats my cock, catching me just hard enough and in the right spot to cause some pain. "ouch Tamara, I still have balls." I say my words softening as I finish.

"As you wish." I say and as I turn, the heel catches and i stumble a bit, but catch myself. Then I make my way to the bathroom, at first I move to the shower, before stopping to run myself a nice soaking bath. As the bath fills i add some bath oils and bubble bath. Then i undress, a bit disappointed Tamara had not screwed me.

I retrieved a couple razors and eased into the warm water. First I shaved my face, then shaved it again until there was no hint of whiskers. Then I moved to my body, shaving the few hairs I had on my chest. Thankfully I was not a hairy guy. Next was the hardest part, under my arms, which seemed to take forever. Now I was kneeling in the tub as I shaved my groin free of all hair. My cock was now soft, so for a moment I tucked my cock between my legs and imagined myself as flat as a woman. Lastly my legs, after applying some shaving lotion, I shaved my legs, being careful not to nick myself.

Now my legs returned to the warm bath, the sensation was even more exciting as the freshly shaved skin seemed even more tender to the touch.

Lastly I washed my hair. My hair was not overly long, but was not short. My hair could be styled into a boyish female style by the right person. I stepped out of the bath, my freshly shave skin sensitive to everything from the air, to the cotton towels.

"Tamara, I am done." I yelled, as I now stood with my hair wrapped in a towel and another towel wrapped around my body like a woman would do.

 

[grdybiwife]

I saw his face when I told him to go shave, so disappointed. Probably because he expected to get some but he could wait. He would wait like I had to for him to be completely honest with me. As excited, and forgiving, as I was there was still a bit of anger over his deception. And he would pay for it with his blue balls. For now anyway, I've never been good at withholding sex from him. I could never understand how women could do it. Cutting your nose of to spite your face I always thought and that just wasn't my style. He would get it but not at all the way he might expect.

I heard the bath and smelled the lavender bath oil and smirked. Tony was really laying it all out there and I had to admit his obedience was turning me on more than I thought it would. We had played with submissive women before but I never really took charge of the situation. This would be different. Tony was my husband who wanted to be my slut and I would teach him exactly what that meant. I had a feeling he wouldn't mind. It might take some gentle coaxing but he would do as I asked, as I demanded. And there would be no more secrets.

While I waited for him, I decided to change into a more comfortable outfit. Jeans, a t-shirt, and ballet flats. There was a box of our toys on a shelf in the back of the closet. I took it down and grabbed a few things to use later. The prostate wand, a couple butt plugs, and the smallest set of beads. The lubes were in the nightstand and I planned on making a purchase while we were out. A surprise for my darling husband.

He called out to me and I found him in his towel. I couldn't help but smile at him, he looked so adorable. I went to him and grabbed his hand, led him to the vanity where I sat and had him stand in front of me. I didn't talk, just pulled the towel off his body. I started at his ankles, one hand on each, and slowly ran my hand up to his thighs then spun him around and did the same up his back. Once I got to his ass I spread his cheeks to find his tight pink hole, cute and hairless. "Fuck you're sexy," I mumbled, not really meaning to out loud but it was too late to take it back. Before I can stop myself, I'm leaning forward and flicking my tongue against that hole. A quick tease before I pull back and give his cheek a quick nibble. Before I get to carried away, I get up and grab the body oil I use and squirt a good amount in my hand, spread it quickly over his entire body. When I'm satisfied, I get up and give him a quick kiss on the back of the neck.

"Baby you're going to be one hot piece of ass when I'm done with you. Go get in something good comfy, we're going to see Roxy. "

 

[justmethatswho]

As she stands me at the the vanity for a moment I think she will ell me about makeup, or hair styles. Her touch is golden on my bare skin as I stand naked. For the moment my cock is limp, though as she teases my skin, it quickly grows hard. My balls ache for sex, yet I know better than to ask. Mast days I would simply turn and push her against the wall and soon we would find ourselves screwing each other.

Today was different though, I could still sense a touch of her anger. Still I did not want to appear to submissive. Then her lips touched my skin, I jumped, her attention to my ass made me tremble. My cock ached for attention. Was this the life I wanted? I made no effort to stop her.

"Fuck you're sexy,"

My smile grew and then I felt her tongue on my ass. "ohhh" I craved the attention, seeing simply how sexual I was. Then as suddenly as I was surprised she stopped, and then I feel the warm oil, thinking she is going to make me pay and take my ass. Why was I making this so easy for her I wondered.

Then her touch was gone, I wanted to beg her to come back, yet stayed silent.

"Baby you're going to be one hot piece of ass when I'm done with you. Go get in something good comfy, we're going to see Roxy. "

"I hope your right." I tell her about saying I will be a nice piece of ass. "Comfy" I hear her tell me a bit disappointed. Though my excitement grows when I hear her say Roxy our tranny friend. Then fear hits me, Tamara is taking me outside of the house.

I again look at the clothes int he closet. "Comfy she said" I tell myself. Still I cannot resist as I settle on a matching thong and strapless bra. Maybe not the right choice, yet I still wanted sexy. I also put on a waist cincher to thin my waist, tightening the cincher as much as I could. Then came the leggings. "Oh Fuck.... yes" I moaned as I pulled the legging up my freshly shaven legs. The fabric felt so much better than against my unshaven legs. Lastly I opted for an off the shoulder sweater dress. I admired myself in the mirror and muffed my hair into a boyish style lady style the best I could. "oh yess those are perfect." I say as I see the boots to finish the outfit.

The outfit is finished, I stand and look at myself first and then move to find Tamara, hoping I have pleased her.

 

[grdybiwife]

"I meant sweats baby but if you're good then so am I," I say to him when he comes strutting into the living room where I'm waiting on the couch. He looked adorable and I go to him, put my arms around his waist and pull him into a kiss. "Don't get all self conscious either, you look great Tony." I grab my purse and take his hand, leading him out to my car. Usually when we go out together Tony drives, but today it only seems fitting that I do the honors. I even open the door for him, only a little teasingly, and slap his ass as he slides into the passenger seat. Before we pull out I call Roxy and let her know we were on the way. As the phone rings I put my finger to his lips. "Shhh," I tell him before Roxy picks up.

"Roxy's Closet, Roxy speaking how can I help you?"
"I'm headed over lovey with a very special guest... "
"You mean Tony right," She giggled as she said it and I rolled my eyes. "Who else would a married woman be bringing to a place like this in the middle of the afternoon,other than her husband cause I know you don't have brothers? I already pulled some things that might work for you honey. Don't worry we'll take good care of you. "
"Okay we'll be there in a bit." I quickly ended the call before she could give away anything about the possibility of her Dr. friend stopping by. I saw the way his face lit up when I put those fillers in his bra. My man wanted tits of his own, he just needed to know it were possible. The good Dr. would lay all his options out for Tony and whatever he decided would be fine with me.

We didn't talk much during the ride, too much anticipation I guess but our hands never left the other. We never stopped touching and his cock never went all the way soft. I had to resist the urge to fondle him, knowing it would only get worse once we got to the store.

 

[justmethatswho]

"I meant sweats baby but if you're good then so am I,"

I think before responding a bit embarrassed at what I chose, thinking maybe I should have just put on jeans and a t-shirt like her or as she suggested sweats. "Yah, I guess maybe I over did it."

"Don't get all self conscious either, you look great Tony."

"Thanks Tamara." I reply to her compliment as she takes my hand and begins to lead me. I do my best int he boots, which are really to small for my feet, and mad it difficult to walk.

When we get to the car, I start to veer toward the drivers side, though Tamara tugs me to the passengers side, and opens the door for me. For a moment I stand trying to figure out how to slide into the car in a somewhat feminine effort. I fail as I sit, my legs spread wide as I move my legs inside, I fiddle my feet trying to find a comfortable position in the heels. Honestly at this point with the anxiety of being dressed and the heels I have no idea how I could have driven.

As we drives Tamara holds my hand, even that simple touch causes my cock to stir, not to rock hard, but firm.

"Roxy's Closet, Roxy speaking how can I help you?"
"I'm headed over lovey with a very special guest... "
"You mean Tony right," She giggled as she said it and I rolled my eyes. "Who else would a married woman be bringing to a place like this in the middle of the afternoon,other than her husband cause I know you don't have brothers? I already pulled some things that might work for you honey. Don't worry we'll take good care of you. "
"Okay we'll be there in a bit."

I listen to her conversation with Roxy. For a moment thinking of Roxy, how she looked so much like a women, she was over the top feminine. Maybe that was the only indicator she was not. Well that and her confession she was a tranny girl. Though I honestly did not know how far she had gone to being a woman, she did have breasts, but I never knew about below her waist.

Then panic hit me, as I wondered just how far Tamara was going to take this. Was I ready to lose all of who I was as a man for this fantasy.

We had now arrived at Roxy's.

"You know Tamara, you make it look so easy, being a woman that is. I hope I don't disappoint you." I add, remaining seated as she exits the car. It may have appeared I was waiting for her to open my door, when the truth was I was fearful of what awaited me.

 

[grdybiwife]

Helps that I was born this way," I say with a shrug as I get out of the car. I walk around the car expecting him to be waiting but he's still sitting nervously in the passenger seat. "Come on sexy don't get scared now," I tell him as I open the door and hold out my hand. "By the time Roxy's done with you people will be thinking I'm some lesbian with a hot girlfriend." I pull him out of the car and lead him around to the back door. I ring the buzzer and wait with Tony glued to my hip. He's fidgeting, shifting his weight from one foot to the other. Whether it's from nerves or my too tight shoes on his feet I don't know and I don't ask, just put my hand on the small of his back and rub small circles with my fingers.

It seems like forever before she comes to the door and flings it open. "Well if it isn't my favorite power couple," She says as she pulls first me then him into a big hug. She takes his hand and pulls him away from me, leading him into her store. From the back, you wouldn't know either of them were hiding nice sized cocks under their panties. Well Tony may have given people pause but not Roxy in her tiny skirt and nearly sheer button down shirt with half the buttons undone. She wore a black bra underneath that overflowed with her surprisingly natural looking tits. Roxy was a portrait of ladyboy success. When I met her a few years ago she had to tell me and I didn't believe her until she showed me her cock, which was a fat 5 inches soft. If anybody could help Tony fulfill his slutty dreams I knew Roxy could.

She led him immediately into a fitting room were a CD starter kit was all laid out on the bench. "Now don't get all hot and bothered honey, Roxy's gonna show you how all this stuff works. Then we'll have Tamara find some stuff she might want you to try. While we wait I'll do something with this hair and give you a couple makeup lessons to hide that shadow you got working already. Sound like a plan to you honey? "

 

[justmethatswho]

I am certain Tamara cah see how nervous I am, still I follow her, closely, her touch is my security, my assurance that everything will be ok. Though it seems to take forever for Roxy to answer. Usually the door is open, it is only ever locked for a private showing. Which now I know who the showing is for.

As I wait I recall the first time I saw Roxy, Tamara noticed my head turn to take a second look. Even Tamara was unsure until she saw her cock. Personally I had never seen Roxy naked, though I would have liked to. I had hinted at times how much I had admired her, for being able to accept who she really was.

The door opened, Roxy was excited as she always was when we saw her. Though today she was even more so as she gave me that look that she had known all along about me.

"Now don't get all hot and bothered honey, Roxy's gonna show you how all this stuff works. Then we'll have Tamara find some stuff she might want you to try. While we wait I'll do something with this hair and give you a couple makeup lessons to hide that shadow you got working already. Sound like a plan to you honey? "

As she led me to the fitting room, she did not stop talking. "Um sure Roxy ... this is what is suppose to happen right." Still my balls ached from a lack of attention as I stood. "Hot and bothered, yes I have been like that all day, it is a bit hard. I laugh at the comment. "Well you understand."

Soon I am sitting as Roxy begins to fuss aver my hair, critiquing my skin and making suggestions for my look.

 

[grdybiwife]

I listen to them chat and laugh as I do a lap around the store. I find a few things I like, that I think will look good on Tony. I figure shoes are most important so I grab a pair that could go with anything I might pick out and take them over to the room. Roxy was gelling his hair down just so while Tony sat in a black satin robe, but I don't linger, allowing Tony the opportunity to ask questions of someone who knew his situation better than me.

I weaved my way in and out of the racks looking for everything from the most sensibly classy to the most risqué thing I thought he might be comfortable with outside. I picked out a thing or two for just us as well. I don't want to overwhelm him but now I'm excited and have to pull myself away from the lingerie rack before I get carried away. Just because I don't like wearing it doesn't mean I don't find it aesthetically pleasing. And knowing how hot it makes Tony to wear it I decide that a lingerie only policy would be adopted at home. I take my picks over to them in the fitting room, Roxy is waiting just outside the curtain with a grin on her face. She stops me before I get too close and says, "No peeking." She takes the garments and passes them to Tony, then links arms with me to pull me away before I can hear his reaction to my selections.

"Girl wait til you see him, " Roxy says to me in hushed tones. " I kinda thought he might like to dress but my radar goes haywire sometimes plus I figured since you guys are so... Adventurous that you would know already. " I explain to her how Tony kept it from me, feeling unnecessarily ashamed about his desires and probably would have never told me if I hadn't caught him in the act. "So how long have you known?"
"Just today... Few hours maybe. "
" Well aren't you a progressive wife. " She laughs and slaps me on the ass.
" I love him and I want him to be happy... "
" And you are hedonistic freak, " Roxy adds with a smirk.
" Yeah that too... Speaking of freaks, that Dr. friend of your? "
" He was more than happy to do a consultation free of charge. I called him when you got here, so he shouldn't be much longer. " For that I give her a big wet kiss on the cheek and grab one of her tits, which makes her giggle girlishly. " I got you something too once I figured out it was Tony you were bringing. No fair for you not to get anything out of this. "
" Oh I'm getting something, " I assure her before I head back to the fitting room. " Come on baby let me see what you got. "

 

[justmethatswho]

For the meant my tension is eased. i actually pinch myself to make sure I am not dreaming. Personally I have always been attracted by Roxy, even before Tamara mentioned her secret. Since then I have been even more attracted to the sexy Roxy.

Tamara had gone to the clothing racks rather easily. I think how she must be in her element as she loves to shop, she has always enjoyed picking clothing for me, just never like this. My mind wonders as about her selections as Roxy and I chat. Well mostly I ask questions.

"So Roxy, please be honest, do you think I will ever be passable as a woman." I ask looking down at myself. I was slim at only 154lbs and 5'9". i could comfortably wear most size 8, if I lost another 5 pounds, yet I thought what i would like to look like. "You know I would like to lose some weight, to enhance my figure. Maybe get down to a size 6." I laugh a bit.

Roxy assures me that I can do it, though going that far and everything else she has planned for me, I will look quite female by the time she is done.

My next question is a bit more personal. "How do you ... well hide it ... you know what's between your legs. I mean i thought for a couple years you were a woman and always had been. Well until Tamara mentioned ... well how nice and large you really are. I still don't believe it ... " I tease.

As you lean close, your breasts are fabulous, your cleavage hard to resist. I move my hand in what seems like an accident to graze your left breasts. "touch it" Roxy tells me. I give her a quizical look and she assures me it is OK.

Our girl talk is interrupted as you try to enter, with outfits in hand. Roxy hands them to me and then goes outside the room to chat with you and instructs me to look at the outfits.

The heels are beyond my belief. Perfect for which I always wanted, the stiletto heels make me tingle. I can understand why women love shoes. Nest is the classy outfit. It is perfect, quite feminine yet quite appealing to my desires. Then comes the risque.

Tamara is hitting perfectly on my tastes so far, yet nothing is to far outside her own comfort zone. That is until I pick up the next outfit. My cock stirs hard as I imagine myself wearing this one.

I I stake time to enjoy the sensation of each item, the different fabrics seam to arouse my feelings. Finally the last outfit is exceptional. Way outside what Tamara would ever wear.

I can hear the Roxy and Tamara chatting, yet only hearing bits and pieces I have little idea they are planning my life. I yell out to them. "Tamara i love you and everything you picked out."

 

[grdybiwife]

"That's great baby I love you to now are you going to show me something or am I going to have to come in there after you."

Just then I hear the door buzz and Roxy squeals with excitement before she rushes over to answer it. In walks a very tall, very handsome black man. His suit is tailored perfectly to his broad body. He's tall, taller than Roxy even,maybe 6'4". His skin is like a hersey bar and I am immediately aware of my wet pussy as Roxy brings him over and introduces him.

"Tamara meet my good friend Dr. roberts, " She says as he offers his hand. I take it and smile.
"Please call me Darren." He brings my knuckles to his lips and kisses them gently. I try not to swoon. "I hear you have a friend in need of my service."
"My husband, " I correct him and watch as he flinches a little. " We're very open minded, "I add with a wink and he smiles, lets my hand go and puts his bag on the counter. He opens it up and pulls out a dildo.
" That explains why she asked me to bring this along. As close to the real thing as a fine woman like yourself can get without my help. I'm sure you don't need any instructions. "
" No sir I do not. Tony is going to hit the roof when he sees this bad boy. "
" Do I get to meet him, " he asks glancing around the otherwise empty store.
" Yeah if he ever decides to show me what I picked out for him. "

 

[justmethatswho]

"I cannot decide" I respond playfully.

I have tried on every outfit at least one time, and loved each one, though the black one looked a bit complicated. I love it, yet, maybe for a more private time. Still I take my time.

"Tamara I am hurrying, you know how it goes." I tease from the back room, as she knows how many times I have waited for her to get ready. I am as turned on as I have ever been, yet, with some positioning I have my cock and balls tucked nicely as I pull the panties up, next is the bra completely filled with the chicken patties. Now the dress, which looks small when on the hanger, yet stretches nicely over my body. Finally the heels, which though I have walked in heels, the perfect fit of the shoe causes me to feer my next step. I fluff my hair as Roxy had suggested, and touch up my lip stick to match the dress.

"OK Girls, ready or not, here I am (Outfit). " I step out first seeing Tamara, the Roxy and the large black man. I shudder as I do not recognize him, he will be the first to see me. My secret desire is out there. I stand staring and see the dildo in Tamara's hand, my tucked cock strains to be free. I stand nervous before all three of them, even in my heels the man stands taller than I am.

"Hi." I say softly and nervous, yet sounding quite feminine.

 

[grdybiwife]

"Wow," comes from Darien and Roxy let's out a whistle. I on the other hand am speechless. I open and close my mouth but words never come. I don't want him to think I disapprove so I grab him and kiss him deeply. My hands go immediately to his ass and a squeeze, pulling him to me.

"Tony you look amazing, " I whisper to him and pull away. I grab his hand and hold it up so he can do a little twirl for me before I lead him over to the doctor. " This is Darren and he's Roxy's doctor. You didn't say but I got the feeling those cutlets aren't enough for you. I bet you want to fill that dress out with something a little more permanent. If I'm wrong, tell me so but I doubt I am."
"You don't have to decide today, " he says reassuringly as he takes Tony's hand and kisses it as he did mine. "I have some other things you might be interested in using immediately."

Darien opens his bag and starts pulling out bottles and jars. The largest of which contains pills. "These are hormones, if you want to go all the way. This jar contains a concentrated hormone that helps develop the fat cells in targeted areas, like your hips and thighs. You could use it on your chest but you won't get anything more than man boobs, not at all the shape you're after. Lastly is the hair retardation cream and it works everywhere. Don't get it anywhere above your neck in less you grow heavy beard but it's safe to use anywhere else you might not want to get lazered. It won't stop regrowth but it will slow it down and make the hair that returns finer and more easy to remove. This last tube is anal lube. It has little thc oil in it to help dilate your muscles for a more pleasant experience at the start. But if you're as open as your beautiful wife implied you probably don't need it. " The last he adds with a wink at me but quickly turns his attention back to you. " Consider these a gift to start your journey. It's rare that I get to meet couple who wants to travel this road together. That's a gift in itself, the rest is just icing. " He hands my husband his card and bids us all farewell before he heads out.

"If it's OK with you baby I'd love to give him a call whether you want tits or not."

 

[justmethatswho]

"Thank You."I whisper a reply to Tamara's compliment as she pulls me close, I enjoy the touch on my ass, through to lace dress. I wonder if this is how it will always feel for me. She then twirls me and I accomplish the task in the steep heels.

Next she brings me to Darren and introduces me. I am certainly blushing and embarrassed. "Hormones?" I softly question as he continues without a missing a beat. My cock is stirring at the thought, yet is still tucked away. My mind is stirring through all his words. "hormones fat lazered fine hair" The words all mix together, until I hear "anal lube." My mouth falls open. I am obviously shocked and embarrassed. As he suggests how open I am and may not need it.

"No that is a must ... I mean I have never." I blush. "Done ... had sex like that."

I take his card staring at the card as if it is a magic pill to make my dreams come true.

"If it's OK with you baby I'd love to give him a call whether you want tits or not."

I look down at my small chest and then look at Tamara and Roxy. I am envious of what each woman has that I do not.

"You can tell him Tamara, I want breasts. My own breasts." I whisper.