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I had been crying, on and off, for more than an hour. When Janie told me she wanted a separation I was hurt and confused. We had been married five years and true, it wasn't as good now as it was in the beginning. For one thing, we rarely had sex anymore and if we did, it was quite routine. When we first met and starting dating, everything was great. We did lots of stuff together and had sex all the time. We were so good together, that I had the confidence to tell her about my cross-dressing. She seemed fine with it and even participated. She helped me roll my long hair occasionally and bought me all kinds of lingerie, shoes, and clothes. But the longer we were together, the less she participated in this and coincidentally, we stopped doing other things together as well. So I shouldn't have been surprised when she said she was moving out, to give herself time and space to figure out what she wanted. We did go to a marriage counselor, which helped but I had a bad feeling it was just a means to let me down easier. My feelings were justified, when she told me she had started dating a mutual friend, Tad. I soon figured out they were sleeping together and likely had been fooling around before we separated. I was heart-broken, scared, and lost. I couldn't imagine what I would do without her. It wasn't just that she supported us, she had a good job as a computer technician, while I was trying to finish college. She had been my first real love and I couldn't let her go. So I pleaded and begged for a second chance. That's why I had been so hard hit when she called and told me she wanted a divorce. She told me that I should leave our house, as she had decided she wanted to keep it. Her short-term apartment lease was up, and Janie wanted to move back to our house, with Tad. I had reluctantly packed a suitcase of enough clothes to last a few weeks and left for a hotel. I really took as few clothes as possible. I mean I wore just jeans and tee- shirts to school and wasn't in mood to go out. Plus if I left a lot in our house, it would give me reasons to return. After she returned to our house, I called or texted her every day, hoping we could figure a way to make it work again. When she told me that she wanted to be with him full- time, I lost it. So I had been crying steadily. It wasn't the first time, but maybe the worst. Sitting alone in my hotel room, with no one to talk with and nothing to do. My future seemed bleak. To be honest I hadn't made the progress in college I had hoped for, so I had no job prospects either. But mostly it was just knowing that I was to be alone, probably for the rest of my life. After that call it had been two weeks since I had spoken to her. Janie didn't return any calls or texts, and I had this sick feeling in the pit of my stomach that my life with her was over. I had just blown my nose and wiped the tears out of my eyes for like the twelve time that night when my cell lit up. I saw immediately it was her. "Hello Janie?" "Hi Michael. How you doing? Just wanted to give you a quick call. Do you have a moment to talk?" "Sure. Of course, I always have time for you. I'm just glad you called. I've been missing you so much." "Well I miss you too. In fact that's what I'm calling about. I feel awful about how things have gone lately between us and wanted to discuss something with you. Being back in our house brought back lots of good memories and I couldn't get away from them. Made me miss you badly. But then Tad suggested something that I thought sounded like a good idea. Are you willing to listen to his suggestion?" The way she talked at first got my hopes up, but the mention of his name made me shudder inside, but I had to hear more. "Of course I will. I think of our good times together a lot too." "Maybe I have an answer for that. You know the spare bedroom where we just kept our junk piled up? Tad said we should turn it into a real bedroom. Turns out he has a set of bedroom furniture that would be just perfect for it. So we were thinking if we set it up, would you be interested in moving back in? Of course Tad and I would be sleeping, together, in the master bedroom, but you could have the spare all to yourself. Tad says he is fine with you being around. You know he is such a nice guy and we always had a good time when the three of us did stuff together. I know you have limited funds, since you don't have a job. If you stayed with us, you could finish school and be ready to work. Would you consider it?" I was a bit stunned by her offer. I had fantasized about returning to our house with her, to resume the life I had lost. However, I never imagined being there with her and him. I was confused about why or how it might work. But I shook off my doubts, as I wasn't going to pass on a chance to be with Janie again. It would give me a second chance at keeping her and our marriage. Plus, I was worried about how I would pay for the hotel and have any money to eat. "Yes I could do it. I mean I'd love to be around you Janie. You know I never stopped loving you and the chance to see you and live our life again would be great." "Perfect! I'm so happy about this. Tell you what, let us set up the room and then maybe you can move back on the weekend. Will that work?" "Yes, yes, of course it would. Can I come back on Friday?" "I think that would work. Let me tell Tad that you agreed to his plan. If we can get the room ready in time, I'll call again and tell you to come over. Your house key should still work and you certainly know your way around the house. This is going to be great to have you with me again, don't you think? "Definitely. Oh, Janie I still love you so much and I'm so happy you're taking me back." "Me too, I'll call you later this week. Bye." The click of the end of the phone call, made me do a second take. Was that real? Did my wife just call to give me a chance to get my old life back with her? Or was it a dream? I reassured myself that it was real and began to feel upbeat for the first time in weeks. The next few days went by so slowly, I tried to focus on school to make the time go by. Finally I got her phone call on Thursday night. "Hello Michael. Well Tad got your room ready. Are you still interested in moving back?" "Yes, yes I am. I could hardly wait for your call. I wanted to see you and be back together so much. When do you want me to get there?" "You can come over any time after work. Tad and I have a get together to do first, but we will be home in the early evening. One of his co-workers asked us over for dinner. So we won't be there till later, but why don't you come home, put your stuff up, and check out your new room. We will then come in later Friday night, okay?" "Okay, I can do that. This is going to be wonderful." "Great. I think it will be really special too. I have just a few requests I want you to do for us first. You willing to do what I want?" "Sure. What do you need?" "Well when we were moving his stuff in and boxing up your stuff, Tad saw this outfit and he really liked it. Thought it was very cute. So he wanted to see it on you. Remember that pretty little blue dress with the matching pumps I bought you when we first got serious together? I just loved how you looked in it. The cut of the dress fit you so well and the heels made your legs look so long. Well, I'll leave that out on the bed. Just pick out some cute underwear to go with it, maybe some things you got when we first moved in together. I'll leave some makeup and nail polish out too. You should have time to get ready before we get home. You don't have to do your hair fancy or anything. Maybe you could pull back some strands off your face and clip them in back like you used to do. I always thought that innocent, young girl look was so sweet on you. You seem to be so happy that way, more natural maybe. Of course, you'll need to shave before you get here. For me, I was always accepting of you just putting on these pretty clothes as you are, realizing you needed to be able to resume your masculine appearance. But Tad expects you to be smooth, soft, and as feminine as possible. He said you don't need to pretend any more. You can do that for me can't you? I just can't wait to see you again and I'm so happy we have a second chance to work it out. Aren't you?" "Uh, sure. I wanted a second chance too. But I hadn't expected anything like this. I mean, can't we...." "Wonderful. I got to go now, but be sure to do as I ask. Tad can be pretty demanding about how he wants it. See you Friday, bye." She hung up before I could finish my questions. I felt like I had been swept up in a tornado. My hopes about seeing Janie again, about getting a chance to make our marriage work again were spinning around me. Mixed in were the humiliating thoughts of what she asked me to do. Thoughts of Tad seeing my girl clothes and knowing I wore such things. And him wanting to see me that way. Thoughts of her description of my appearance and attitudes. How could I do that? I couldn't imagine standing in front of the rival for my wife, dressed like a college coed. But how could I pass on a chance to get her back? Did I want to give up my marriage to maintain some arbitrary pride and self-image? I felt my face flush from embarrassment just thinking about it. Could I really do what she asked? Could I dress that way in front of him? Could I admit my desire for Janie was stronger than my desire to be seen as only all man? I had some soul searching to do for sure. And there was only a few hours to do it before I would have to decide. The hours crept by. My mind tossed back and forth. I would convince myself that I had to move on from her. That I had to stand up for myself. Then I would imagine being with her again. I would admit that I still liked to dress and would think of our early days together when she would help me look girly. Even now, I kept my blonde hair long, at my shoulders, and never had a moustache or beard. My ears were pierced and I paid special attention to my skin, keeping it soft with lotions and keeping my nails neat. What should I do? Finally, I made my choice. I knew I still loved her, wanted her, and needed her. No matter what. I didn't really care what Tad thought anyway. I convinced myself that this was just a test from Janie to see if I truly loved her. So I did it. I shaved myself as she asked. I didn't want to disappoint her, so I shaved all over, leaving just a little patch of hair above my cock. I wanted to be sure she saw that I would do anything for her. The next day, I packed my clothes in the suitcase and checked out of the motel. Driving to my house only took a few minutes. I pulled in the driveway, my heart beating so fast I could feel it. I was excited about seeing Janie again. The key opened the front door, like always and I softly made my way in, trying to be sure that it was empty. I looked around momentarily and then walked to our spare room. As I went down the hall, I glanced in the guest bedroom. It looked the same, a sedate modern furniture style, tastefully decorated. Janie's parents had visited us a few times and she liked having it ready for them. Because of our budget, we had never finished the other bedroom. It made a convenient place for boxes, our old exercise bike, and sports gear. The door was shut. I hesitantly opened it. My face flushed bright red as I looked in. The room had been painted in a soft pastel yellow. The furniture was a matching set. A set of girl's bedroom furniture in white finish with a gold trim on the edges and ornate pulls and handles. The bed was a single with a canopy, covered in sheets decorated with small yellow daisies. The comforter, pillow shams, duvet, and duster were a matching print of larger daisies. The canopy was a sheer material in very light yellow. Next to the bed, there was a small nightstand with a lamp featuring a flowery shade. There were two dressers, one a tall narrow lingerie style with multiple small drawers and the other a regular squat 3-drawer style. Against the far wall was a beauty vanity with an attached round mirror and a small padded bench in front. Next to it was a full length floor mirror, which reflected my image. I could see a few cosmetics, a bottle of polish, and a pink hair brush on the vanity counter. On one side of the top was a vase with fresh flowers, a note propped up against them. Laying on the bed was the blue dress Janie had mentioned and the matching pumps were on the floor next to it. The whole room looked a little like a teenage girl's room, or better yet, an innocent coed's first attempt at an apartment using her children's bedroom furniture from her parent's house. I felt sick to my stomach. I had convinced myself this would be okay. That I could do it for a chance to be with her. But seeing what I was agreeing to do, made me want to run away. Was I really so weak that I would do this? Was I not enough of a man to fight for my wife some other way? I dropped the suitcase and opened the folding doors on the small closet. The only clothes hanging there were my old female ones. A variety of dresses, tops, and skirts that Janie had helped me acquire. On the floor were the heels, sandals, and boots that I had begged her to buy for me. I had hoped they might have moved the rest of my male clothes, the ones I had left behind, in here. But all I saw was my feminine identity. Moving to the tall dresser, I opened a couple of the small drawers. As I feared, they held my panties, bras, girdles, hose and other lingerie. Again items I had cajoled Janie into getting for me. Pulling the drawers open in the bigger dresser revealed only junk that had formerly been on the floor of the room. Obviously putting them out of sight. But no male clothes, and making it clear to me that they didn't want to have room for much beyond the few collared shirts and pants that were in my suitcase, pointedly leaving no room for my male underwear or tee shirts. Finally, I went to the flowers and opened the note. It was a simple 'Welcome Home Sweetie' in Janie's pretty script handwriting with her signature, but with Tad's block handwriting of his name, too. My stomach churned again, as this reinforced the image of them as a couple. I decided to see about the rest of my male clothes. I hurried to my old walk-in closet to see if my clothes were there. It was like a slap in the face. My things were gone, replaced by longer pants, bigger shirts and jackets. Clothes that would fit Tad's 6'6" frame. The array of men's shoes were many sizes too big for me. It was a very symbolic image of how Tad had replaced me in my own house. I was now in the spare room, like a young niece staying with her cool aunt. Not a confident husband returning to compete for his wife. I briefly checked the dresser where the rest of my clothes had been. It too now contained only Tad's things. It was clear he had replaced me as man of the house. I returned to the spare bedroom and looked around again. My legs were trembling and my hands were shaking. I was scared of what I would become if I stayed, but I could not bring myself to leave. I picked up my suitcase and put it next to the closet. I was going to hang up my clothes, but they needed to be washed first. I shivered as I knew what I must do. I slowly opened my lingerie drawers. Selectively I picked out a soft cup bra in light blue lace, a bikini panty in white with blue flowers, and my first girdle. A white brief with a satiny control panel in front and three garter tabs on each leg. Janie had ordered it for me from Sears, along with a few other things. It had started my lingerie collection. I gathered a pair of tan stockings and put everything on the bed next to my dress. I looked at them. Things I had loved to wear and things that I had been thrilled to have Janie get for me. Maybe that was what I missed from her, was the acceptance of my feminine being and the enabling actions to promote it. Whatever it was, I had decided. I couldn't pass on a second chance with her, no matter what it might mean or how embarrassing it could be for me. I unbuttoned my shirt, removed it and put it next to my suitcase. I followed suit with my trousers, letting the unbuckled pair fall to the floor and stepping out of them. I was in a hurry now, quickly peeling off my underwear and socks. I stood there naked, goosebumps breaking out over my body, both from the chilled room and my nerves. I scooped up my clothes and put them in the pile by my case. I turned toward the bed where my past and now my future lay. I picked up the panties, my excitement building as I stepped into them and pulled them up my smooth, bare legs. As I fit them around my hips, I instinctively tucked my cock between my legs. The taut crotch of the panties held it tightly, my balls retreating into my body. I hooked the bra next, with the catch in front and then spinning it around, slipped my arms through the straps and pulled it in place, settling my small boobs into the soft, padded cups. I wiggled my way into the panty girdle, its spandex and nylon gripping my hips as I adjusted it in place. The fabric between my legs reinforced control of my tucked cock, reminding me of why I loved wearing lingerie and shapewear in the first place. I felt the loose garters, not yet attached to the hose, jiggle against my thighs as I walked over to the vanity. I would need to do my nails before I could finish dressing. I sat down on the padded bench, reflexively crossing my legs. I glanced around at the cosmetics spread over the top. I saw my reflection in the attached mirror and momentarily blushed as I was forced to see how my slender body seemed to wear the women's undergarments naturally. I picked up the polish and shook it to be sure it was well mixed. I didn't need to prep my nails, as I always kept them trimmed into a nice, oval shape, although a bit shorter than most girls would do. I opened the polish bottle, seeing the shiny pink color, and started doing my toenails. The color looked like bubblegum only a bit translucent and reflective. I did each foot, quickly, as I had lots of practice. That was one thing Janie liked, was that I loved to do her nails and she let me do them frequently. Switching to do my hands took a bit more dexterity, as I had to use my left hand to polish the nails on my right hand. But soon, I was done and could do nothing more but wait for them to dry. Looking at my image in the mirror and letting the thoughts of what I was doing tumble around in my head, I alternated between excitement and shame. Finally the polish was dry enough that I could move on in my preparations. First I took the hair brush, and changed my part from a side part to a center one, dividing my hair equally and opening up my forehead. Picking up the comb, I separated out a section of hair next to my face and carefully braided it. Repeating the process on the other side, I pulled them both back behind my head and clipped them together. This created a simple look that I often wore after Janie and I married. She told me that it kept my hair off my face but emphasized a feminine style. With my hair done, I started applying my cosmetics. Janie had put out a bright blue eyeshadow and mascara, obviously to coordinate with both my blue eyes and my outfit. I applied the shadow, then outlined my eyes with the proper eyeliner and finished with repeated coats of mascara, until my lashes were long and luscious. Janie had bragged to me that I had the prettiest girl's lashes and they looked lovely when I used mascara. I was also lucky, that my brows had a slight arch to them and weren't overly hairy like most guys. After doing my eyes, I swept some blush across my cheeks and coated my lips with the pink gloss that matched my nails. My face now had the proper appearance to match my lingerie. Standing up, I retrieved the hose from the bed, before resuming my position on the vanity bench. I rolled up one stocking and extending my leg wit toes pointed, I carefully worked the stretchy material over my foot and up my leg, taking care so as to not cause a run. The nylon caressed my bare leg, sliding smoothly as I pulled it up toward the garters. I had only shaved my legs once before and had all but forgotten how the feeling of nylons on smooth skin was erotic and sensual. The material of the stocking seemed perfect for the hairless skin. Holding it taut, I clipped the three garter tabs onto the thicker welt at the stop of the stocking. Finished, I extended my leg, gazing at how sexy it looked. I repeated the process on my left leg, so that I was finished with my underwear. I went to the bed again, unzipped the dress, and dropped it over my head and arms, taking care to keep my hair in place and my face away so that my makeup would not stain the material. The dress settled in on my frame, and after zipping up, a quick tug of the hem put everything in order. The style featured short, cuffed sleeves, a contrasting bib of light blue flowery material, a high waist with a rear bow and a flared skirt. It was short, as short as possible so that it barely covered the top of my stockings. Because it was my first dress, it wasn't a current style, but I still loved it. Something about the way the tight bodice emphasized my small bosom and the mini-length that flashed my garters as I moved, made me feel sexy. Putting on the blue ankle strap sandals completed my outfit. I stood and modeled it in front of the floor mirror, turning and twisting so I could examine myself from all angles. Seeing how feminine I looked brought on a rush of excitement and a shudder of embarrassment as I remembered the situation with Janie and her boyfriend Tad. But I put those thoughts aside and began to do my chores. I took the suitcase and loose clothes downstairs, and separated them out to begin to do my laundry. I felt a tinge of worry as I decided to do my male underwear. I had a feeling Janie would no longer allow me to wear them, but I wasn't sure. We had once played a game where I had to wear my bra and panties under my clothes to school and it only stopped because I became worried about being exposed. Since she had not moved my other male clothing to my new bedroom, I assumed she would resume that requirement. I wasn't sure how I felt about being pushed so much, but reasoned that I had now plunged in. So, it was all or nothing. After getting my clothes going, I went upstairs to check the rest of the rooms. I saw dirty dishes in the sink, so transferred them to dishwasher, wiped up and generally put stuff away. I knew that Janie had a tendency to let stuff pile up, and it seemed apparent that Tad was similarly inclined. I thought doing some menial tasks would make them appreciate me and gave me a bit of distraction as I waited for them to arrive. I also tidied up the other rooms and as I did so, my situation sank in. I could see throughout the house, spots where my pictures, photos of Janie and I, or other mementos of our life together had been. These items were gone, put away, and in many cases replaced by photos of her and Tad or his stuff. I had to take a deep breath and concentrate, just to keep from crying again, as it was obvious how I no longer was the focus of her life. As I was about to lose it, I went downstairs to finish my laundry. I had just folded everything, put it in a basket and was ready to head upstairs when I heard a car pull up and the garage door open. They were here. I felt frozen, as I figured my life was going to change forever, but I couldn't move. Janie opened the door and saw me first, standing there holding the laundry basket. She had just finished saying something to Tad and immediately broke out in a big grin. They both came up to me, and I immediately felt like I had made the biggest mistake of my life. She was almost giddy, as she looked me over. Tad had a smarmy smirk on his face. He had always been able to make me feel awkward even when we were just friends. He seemed to highlight the aspects of his life, athlete, tall, outgoing, successful in business, and well-liked, which were short- comings for me. Now with his arm around my wife's waist and me standing there in a short dress and heels, having abandoned my masculinity, I could see an even higher level of confidence in his face than I ever had before. My face began to flush a bright red and my legs were suddenly weak. I was afraid I was going to faint. Maybe I should just drop the basket and run, but I was stuck in place as Janie came closer. "Oh Michael, you look so cute. I had forgotten how well that pretty little dress fit you. Tad, isn't he just adorable. I told you he'd be here and ready. You did such a good job with your hair, make-up, everything. I love the fact that you're wearing hose too. Are those pantyhose?" Her question caught me off-guard as I felt like such a fool, dressed like I was. I was almost not hearing her words, and it took a second to realize what she had asked. "Uh, no. I'm wearing stockings." As soon as I said it, my embarrassment increased. Both, because few women anymore wore hosiery of any kind and stockings were now seen as the sort of clothing reserved for sex play. "I should have known. You just loved those. That means you're wearing something with garters. I bet it's one of your cute little girdles. Let me see." Without hesitating she reached down and pulled up the hem of my dress, pushing aside the laundry basket as she did so. With my hem close to my waist, my satiny girdle brief was exposed, showing my smooth front where my cock's bulge should be and the garter tabs holding up my stockings. Janie turned toward Tad, as she ran her fingers lightly over the panel in the front of my girdle. "Michael has a thing for girdles. I think this was the first one I ever bought him. He practically wore it all the time when we were first dating. Finally I broke down and bought him a couple of other styles so he could rotate them around. I should have guessed he'd pick this one. But now, it will be okay for him to wear one all the time. Plus you can see he's put his little penis away. That was something else he loved to do, tuck himself so he'd look even more like a girl." Turning back to me, she slid her hand down to finger the garter tab where it attached to my stocking. At the same time she glanced down at the laundry basket, where my clothes were folded neatly, the underwear on top. "I see you've got your clothes ready for school. But you won't need those silly boy's briefs any more. I expect you to wear your girl clothes all the time now. So your underwear will be panties, a bra, and since you love them so much, girdles and hose all the time, understand?" Even though I was expecting this, it was still shocking to have her be so blunt about it. As I was having second thoughts about this whole idea, I had to speak up. "I understand about wearing them here, but what about when I'm outside? I wouldn't think that would be needed. Plus I couldn't find my clothes I left behind. They weren't in the spare bedroom or the walk-in closet. I just took a couple pair of jeans and a few shirts. I will need my other things too." She just laughed and turned to wink at Tad, who was standing there watching the drama unfold. "Don't be silly. We gave the best of your male clothes away and trashed the rest. Tad was clear that you were to be in women's clothes all the time. The deal for your return was that he was to be the only man in the house. We expect you to embrace being a girl for us, and to be honest, you won't even need these pants and shirts much longer. I thought I was clear about that. Personally, I was looking forward to us going shopping again. You know, me helping you pick out some cute new outfits. I noticed when I put your real clothes in your new bedroom, that most of your outfits were a little out of date. We should be able to find lots of new styles, plus I want to update your lingerie as well. I mean you need enough panties and bras to wear every day, don't you think? You said you'd be willing to do as I asked, didn't you Michelle?" Janie's use of her pet nickname for me, awaken the feelings and thoughts I had suppressed. She had started using the feminized version of my given name, when she told me I would be responsible for the household chores. Something I did willing, as it gave me a reason to cross-dress. We had dropped that as we drifted apart and I had subconsciously hidden that part of our life together. Now her use of Michelle had released those feelings. I felt a rush as I remembered how she had seemed to enjoy me waiting on her. But before I could respond, Tad spoke up. His booming voice caught me off-guard as he had been silent since they arrived. The masculine timbre of his voice chilled me to core, making my penis seem to shrivel up more, even tucked safely in my panty. "I don't think that will be a problem. I can tell from here, that she's already picked up some of the clutter and dealt with the mess in the kitchen. It's obvious she enjoys housework and from the fact that she did the laundry as soon as she came in, shows a lot of initiative, at least in that area. But enough of this chatting, you girls can get caught up later. Michelle, I'll just take these last few boxers of Michael's, as I need some rags for the garage. Michelle has plenty of lingerie at least until you girls can do more shopping. What I do want you to do, is put that basket in your bedroom and hurry back. We want to celebrate and I need a beer. So hustle your sweet ass up, and bring us some drinks." With that, Tad, grabbed my last remaining boxers, and swatted me forcefully on the ass, Janie giggled and sent me on my way with the laundry basket. My head was spinning about how fast and far my life was changing, but I sensed now was not the time to argue my points. I hurried so I could get to the kitchen and grabbed us all a beer. By then, Janie and Tad were snuggled up on the couch. He had turned on the TV and flipped to the baseball game. I quietly gave them the drinks and set down on the chair next to the couch, having to carefully hold my hem as I sat so my stocking tops wouldn't show. Immediately, Janie began to quiz me about my school schedule and when the two of us might be able to get together to shop. It was obvious she wanted me to have plenty of things to wear and even suggested that we might go to her hair stylist for something a little more fashionable than just my plain long hair. They seemed to be drinking quickly and my nerves need some help, so I followed suit. We went through three beers each in less than 20 minutes. I had drank about half of my last beer, when the urge to pee hit me. I stood up and excused myself to go to the bathroom. "Good idea little girl, I'll go with you. I need to go too." Tad stood up and followed right behind me, still carrying his last beer. This made me nervous immediately, because I knew our upstairs bath was a normal style, with just the one toilet. As we got to the room, Tad placed his free hand on my shoulder, as he took a sip from his beer in the other hand. "Ahhh, that tastes good. You don't mind if I go first do you? I got to piss badly." "That's fine, I can wait outside." "You don't need to do that, we know each other. I mean we both fucked your wife, right?" With that, he kind of steered me into the room, positioning himself in front of the toilet, with me to the side. Looking down, I could see the seat and lid were down. I felt real awkward, both because he was my rival for my wife's attention and that he was so close to me. So close that he towered over me. I saw him look down at the toilet, too. "How about helping me out?" "Sure." I reached down and moved the lid and the seat back so he could pee. I tried to step back, but he still had his hand on my shoulder, and he kept me next to him. "Just a little more help would be nice. Go on and take it out for me." I trembled a bit, but didn't want to do this. I thought maybe I had misunderstood him. "What? I mean, I'll step back if I'm in the way." "No, your fine. I just need you to pull out my cock and hold it while I piss." I couldn't believe my ears, but he squeezed my shoulder as if to reinforce his request. I felt like I was trapped. He was between me and the door, and it was obvious he wasn't about to let me leave. Feeling I was out of options, I did as he asked. I slowly unzipped his fly, and feeling like I was sticking my hand in a fire, I reached into his pants, searching for his cock. I felt it through his underwear and moving my fingers some more I parted the opening at the front of his briefs, and grabbed his cock. I felt like I was going to pass out, but I kept going, until I wiggled it out and had it part way out. "That's it. Just grab onto it, like you would your own, I mean if you still stand to pee. You might need both hands to be sure you can handle it." Tad chuckled as he said the last part. I felt my face flame as I became even more embarrassed. I took my other hand, and grabbing his shaft, I pulled it all the way out of his pants, so that his ball sack was just at the opening. His cock was big, but given his height and weight, I'm sure it was proportionally appropriate. I know my cock is average, almost five inches, and from how it looked in my hands, his was probably close to eight. I felt so strange, and seeing my small hands with my pink polished nails wrapped around him was humiliating. Finally, I pointed it down so it was in position. Seeing I was ready, Tad began to piss, slowly at first but then with more force. I had to adjust it so that the stream was in the center of the bowl. He must have really had to go, because he seemed to go on, and on. As if this wasn't odd enough, he spoke up, sort of like you would when two guys are pissing next to each other at urinals. "So what are your plans if you get a degree? Janie says your major is romantic languages. I can't see where you'd have many job offers with that. But if you want, I can't get you an interview at my office. The secretaries need a part-time office assistant, you know a kind of office girl spot. Our management is pretty liberal, so I could see them liking to have a sweet little thing like you around. It would sort of fill their trans-gender box so to speak. I mean, just because we are going to let you stay here, doesn't mean we're going to pay your bills, you know. Janie told me you'd love to clean for us and that you were a decent cook, so that should cover your room, but you will still have other bills. Want me to check for you on Monday?" "Sure, I guess. I'm getting short on money. But couldn't I just dress like a man?" "Well, you could I guess, but you might as well accept that you're more girl than guy right? Plus, it would give Janie more reason to help you shop for pretty dresses and stuff. I told her you could stay, but you have to look as feminine as possible. That might make it harder to keep playing like a guy anyway." He reached out and without any restraint, cupped my right breasts and squeezed it. He moved his fingers, feeling all around it and smiled at me. I was so taken back, and given how my hands were holding his cock, I could do nothing but look back at him. "I just wanted to see if they were all real. Janie said you had little boobs, but I didn't quite believe her. What you have is cute, but maybe we could look at getting you a boob job. I bet you'd love to have some big tits, wouldn't you? I mean I wouldn't give them to you, but I could loan you the money for getting some implants. Having real boobs might make you feel better about working in a dress. I'll mention it to Janie for you." I swallowed and felt lost. I could see how this was going to go now. Janie had teased me once before about her helping me come out of my closet, so I could see it was going to happen now. The idea of getting breast implants seemed so final, but I wasn't sure how I could stop this now. As he finished speaking, he also finished pissing, the stream of urine weakening and then with a few last squirts he was done. "That feels good. It seems like when I drink, I need to piss forever. Just go ahead and shake if off for me and then you can sit down to pee yourself." I did as he asked, shaking his cock till the drops stopped. I was stunned that he wanted me to pee now, but truthfully I had to go pretty bad. So I went ahead and put the seat down. He stepped back a bit to let me position myself in front of the toilet. I reached up under my dress, and hooking my fingers in the top of my panty girdle, I pulled it down my thighs. With it out of the way, I repeated the motion so that my panties were also bunched up just above my knees. Moving my underwear like this, also cause my stockings to move a bit. That was one thing I disliked about using them was that it made peeing much more awkward. I lifted up my dress as I sat down and once in position, I reached down with my fingers to be sure my cock wouldn't move too much as I peed. The release felt great although I was still embarrassed by knowing Tad was watching all of this. He just stood in front of me, his cock still hanging out of his pants as he finished his beer. The difference in how he pissed standing up with me holding his cock, and me sitting down primly with my lingerie bunched up around my legs and my skirt draped over my legs reinforced the wide gap in our masculinity. Finally I was done and looked up at him. Tad had stepped closer to me while I was peeing, so close that his legs touched mine and his cock, now semi-erect bobbed in my face. I reached for some toilet paper, using it to wipe off my cock but also to signal to him that I was done. I had hoped he might step back, but if anything, he moved a bit closer. I cleared my throat, again trying to signal that I was finished. "All done? Good. I just have one more request. I want you to take my cock and show me how much you appreciate my allowing you to have a second chance with your wife. We both know she's going to want my cock over yours, but you will get to be around her and I think I can convince her to let you use your tongue on her. She's told me how you use to beg her to let you go down on her but it's not really her thing. She much prefers a big hard cock shoved up her pussy. That's one reason she went for me. But I'm pretty persuasive, so I think I can find a way to let you bury your face in her. I mean you aren't going to get to have her any other way. But I want to be sure you're good at licking and sucking. So why don't you show me what you can do, okay?" I couldn't believe what I was hearing. I knew it was true. I mean the entire time Janie and I had been together, I had tried to get her to allow me to lick her pussy. To try give her orgasms that way, especially since I didn't seem to give her any with my cock. But after a few times, she told me it didn't appeal to her. She felt odd having me lick her down there, especially when we kissed afterwards. So I didn't get to do it, despite my repeated attempts to persuade her. Tad was right. I could also see he was also right that I wasn't going to be allowed to fuck her anymore either. If I wanted to have any chance with her, it would be with me kneeling between her legs and that would be only if Tad could get her to let me. I swallowed again, I wanted Janie but the thought of sucking a man's cock was so outside anything I had ever considered that it made my head spin. At this point, I just thought what the hell. I have nothing to lose. Slowly I reached out and wrapped my fingers around his shaft, right at the base. Now that his piss was gone, his cock reacted to my touch and began to swell. I could actually feel it getting bigger in my hand. As it engorged, the head bobbed again, as if beckoning me to kiss and suck it. I leaned toward it and as it touched my lips, I closed my eyes. I would do it, but I didn't want to see anything, especially Tad's grinning face. I started slowly, first kissing and licking the glans, then gradually taking it into my mouth. The feel was so different than licking a soft pussy; the hardness underneath the soft velvet like skin of the head was such a contrast. Also the way it's size filled my mouth. The overwhelming sensations of touch and smell were like burying my face in Janie's pussy, but now I was the one being filled. I was surprised at how much my mouth could stretch around his wide shaft. I knew instinctively that his girth was something that Janie had to love in her pussy, something I couldn't match. As I took more in, I licked and sucked as best I could, keeping in mind that I wanted Tad to be pleased so I could be allowed to go down on my wife too. I had swallowed a good third of his shaft, working up and down it, occasionally sliding back up so I could suck and kiss his glans. I tried to emulate what I had liked when women sucked my cock, and felt I was doing okay, if Tad's moans and groans were any indication. I had kept my eyes shut the entire time, until I heard the door creak open. Surprised I looked that way, and almost choked when I saw Janie entering the room. "Well I wondered what was keeping you two. Now I see. I should have known Tad would find a way to put his joy stick down your throat. I guess I should have warned you Michelle, but from the looks of it, you seem to be enjoying yourself too." With a fluid motion, Janie raised up on her tip toes to give Tad a deep French kiss. I could see her tongue probing his mouth. I felt so humiliated at being caught like this, that I immediately starting sliding up his cock, so I could get it out of my mouth. Feeling the motion and the lack of tongue action on him, Tad looked over Janie's shoulder, down at me, making eye contact. "Just keep sucking little girl. I'm getting close and want to be sure you get the rewarding mouthful you been working for." Despite my humiliation and his announcement that he was going to come in my mouth, I returned to sucking and licking him. I just tried to ignore what Janie must think of me. She finished kissing Tad, just as I had most of his cock back in my mouth. Grinning, she squatted down beside me, kissed my cheek where his cock had bulged it out, and whispered in my ear. "I'm so glad you've adjusted to this situation. I like having you back home and am sure you'll love it too. Just be sure to keep sucking him after he comes. Tad tends to come quickly the first time but after that he lasts forever. So if you get him hard for me, I'll get a couple of my own orgasms as a reward. When you finish him, send him to the master bedroom, and why don't you change into that cute little flowery pink nightie for me. Tad's convinced me to give you a second chance at pleasing me with your mouth. So if you're ready when he comes in my pussy, I'll let you in our bedroom so you can taste us. Just wait by our bedroom door for me to call you in, okay?" Janie stood up and left the room, telling Tad she'd be in bed waiting for him. That prompted him to take control, and he started face fucking me. Soon his cock began to quiver, his balls tensed up, and he shot his load into my mouth. It was difficult not to gag, as the smell and taste were overwhelming, but I just swallowed as fast as I could. Finally, he stopped and when he started to soften, I remember Janie's request and renewed my tongue action. It only took him a few minutes to regain his strength and soon his cock was hard and projecting out from him. As I released him, Tad looked down at me, grinning with the confidence of a man totally in charge. "Michelle, I think this is going to work out better than I hoped. I'm just glad I decided you needed a second chance to see how you really fit into your wife's new life and to figure out who you are." With that he left to fuck my wife. I automatically pulled up my panty and brief, tucking myself and adjusting the stockings so everything was in place. Glancing in the mirror, I saw my lipstick was mostly missing, so I took a tissue to wipe off the smudged remains and a bit of Tad's semen. Dropping it in the toilet, I flushed it. I quickly thought about how long they would be in bed, making a quick mental calculation that I could go out, pick up the beer cans, straighten up, and still have time to slip into my baby doll and reapply my lip gloss to be kneeling outside my old master bedroom. My mind was hazy but I knew deep inside that I was going to stay and take their offer. Although this wasn't what I thought it might be, I could see how this indeed was the second chance that was right for me.

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Tim The Teenage MCPart XII 3 Hopes Last Chance

A light flickered on, then a moment later, it flickered back off. Darkness isn't so bad as long as you can't see the shadows. Or at least that was what I thought until I sensed things moving about me. "Hello?" I called out, wondering where the hell I was. "Timmy?!?" Suzi's voice called in the distant. "Tim, where are you?" "Suzi, over here!" I frantically called out. "Timmy... I can't find you... " her voice said, fading in the distance. "SUZI! COME BACK!" "She can't...

2 years ago
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Lucky chance

Starting of the story medical college okati undi aa medical college ki chala manchi name undi, and adey college lo horny tho Kasi kamam tho ragilipoye three lectures unaru. Muguru best friends , three members single flat lo stay chestaru. Chala kamam ga undey lectures . Valu elanti members antey join ayina oka ammayini select chesukuntaru thana meda eyes vastaru aa student undey classes ki teaching ki veltaru okari taruvata okaru and different subjects teach chestaru. So first eppudu aa student...

4 years ago
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The Second Chance

A Second Chance This story is a reboot of a storyline I had going on another site years ago, called "My Life. It was another story close to my heart, because most of the first part of it is autobiographical. The second part is how I wish it had gone. I am going to do it in one part, instead of multiple chapters last time, which I never finished. My name is Tanya. It wasn't always, and it almost never was, but sometimes life is funny. It can turn on the littlest moments. ...

3 years ago
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Moms Second Chance

I rolled out of bed fairly early, even though there was no real reason to. I wouldn't be starting college until the fall, so I could have slept in if I wanted to. The view out the window when I opened it was still strange to me. Born and raised in Iowa, the sight of the ocean off in the distance on a summer morning in Florida was a far cry from what I was used to. Mom had told me the story several times about her and my Dad - whom I'm named for - scheming a move to Florida as their ultimate...

4 years ago
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My Missed Out Chances

Hi, Glad to meet you all again thru ISS. I have been reading stories in this site for 5+ years and I have written my experiences as well here. Today, I’m not going to write anything sexy but the missed out chances. If I had capitalized those chances, it could have led me to have sex with those girls/ladies. About me, I’m from South Tamilnadu and right now in Chennai. Year 1991: I don’t know when exactly I started getting addicted to sex. But I could still remember it started at the age of 6 or...

2 years ago
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Second Chance

Episode 1 "You have a lot of kids, don't you?" The question came out of the blue and out of the darkness. I was working late on a Tuesday evening in November. I thought the place was deserted; the car park was empty apart from my car. The cleaners and the watchmen on their rounds wouldn't be here for hours yet. So I leapt a foot from my chair. Well, it felt like a foot. "Huh?" or "What?" or something similarly intelligent may have escaped my lips. "Sorry, I didn't mean to startle...

1 year ago
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Utilized A Golden Chance

I am Rumi, six ft tall, average complexion and physical structure. I am changing the name and essence of the story for obvious reason. I was 20 yrs old that time. I used to live with my brother in a big city and study in a famous university. My brother was a top level executive of an MNC. He had a big bungalow from his company. There was a middle aged watchman(Darwan)for the house, who used to live at their house, with his wife. Komola was his 2nd wife, as his first wife died. She was pretty...

3 years ago
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A chance

A chance by kittynor Note: Coming back to writing after a long time. The writing might seem rusty. Please leave your feedback as it would help me better myself. Thank you. "Mark, I am going out shopping. You want anything for yourself?" Cynthia asked. "No dear, I am fine. You enjoy your day, okay?" Mark said, as he kissed his wife goodbye. "Sure will. See ya later," Cynthia said and helped herself out. Mark...

4 years ago
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Alices Second Childhood Alices Second Chance

Alice’s Second Chance, Alice’s second childhood.   PART 1   Mom was a good woman. Dad is a good man. Yet my little sister, Alice was, by age 18, a total spoiled brat and a delinquent. She could easily also have ended up being a killer. It is certainly arguable that she deserved to be sent to jail.   Now Mom did not believe in hitting children and she did not. She did, however, understand that the word ‘NO’ needs to be...

Spanking
3 years ago
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Second Chances

It was mid – January, the air below minus two, when I entered the park around ten to midnight after doing a busy nine hour shift at the convenience store. I pulled up the hood of my green puffa jacket over my head and walked deeper into the fog that miraculously appeared out of nowhere. I saw the outline of the lake in front of me so I thought and walked on. I suddenly felt afraid as the fog thickened around me, wrapping around me like a duvet. I turned around frantically searching for a...

3 years ago
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Second Chances

This is the most seriously autobiographical telling of my first marriage. There are fictional aspects to it, but this one is close to the mark. This is my first foray into cheating stories; there may be a couple more. Not a stroke story by any means. I can recall the moment I found out my marriage was a lie. It was a little thing, an overheard comment; yet it crystallized everything in an instant, so many little facts spread out over fifteen years of courtship and marriage. It was all so...

2 years ago
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My Second Chance

Have you ever felt stuck? Felt like you were spinning your wheels? Like one mistake you made, so many years ago, set you on a path you never would have chosen? Have you ever wished you could have a second chance at life? I did. One wrong turn on my way home led me down a path that gave me that chance, that opportunity. It let me make that request to the ether, let me slip back through my timeline and take my second chance into my own hands and this time I'm not going to make the same mistakes...

Transsexual
4 years ago
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The Last Chance

Mature Gentleman seeks travel companion. Requires younger cultured woman as a travel companion for a trip to Europe and beyond. NSA. Applicants will be judged on personality and culture. All expenses paid and an end of trip bonus of $10,000 per month will be offered. Apply by Email to WethersfieldR@ Wethersfieldassocs.com giving a brief apercu of yourself. Only candidates judged suitable will be contacted.I insert the ad in the Globe Classified section to run for a period of a weekend and sit...

Novels
3 years ago
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Tokens A Second Chance

Tokens: A Second Chance By Bashful What can you say about James and Lonny? They were best friends, they were nice guys but they were?losers. It wasn't their fault and maybe 'losers' is a harsh word. They were less than attractive, not ugly, just not good looking. Geeky was a word commonly associated with the pair. Had things gone differently, with a few more years to mature, maybe they would have been acceptable looking guys. But fate has a way of stepping in at times and...

4 years ago
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Last Chance

Last Chance By Karen Elizabeth L. It's just too bizarre," I told my wife Heather. "We don't need anything that drastic, we can work out our problems ourselves." "How," She asked. "What's going to be different? What will we do this time that we haven't done the last ten times?" "I don't know that yet," I responded glumly. "But I'm sure that we can think of something, anything but this." "Do you think that little of our marriage, our family?" Heather shot back. "We've tried it...

3 years ago
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Fanfiction Chrono Cross Alteration of Chance

Disclaimer: I do not own any of these characters. Serge, Kid, all of 'em are owned by Squaresoft even if one of them is in an... altered... state. Nope, even she-Serge belongs to Squaresoft. (Though I doubt we'll be seeing her anywhere but here!) Even this story belongs to Squaresoft. You have no chance to survive make your reading time. Okay, bad Zerowing reference. Fans of Games/Anime as well as TG, there is a message for you at the very end of this fic even if you don't...

2 years ago
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Fusion Second Chance

Fusion: A second chance By Rachel Saunders [email protected] Prelude: Lex He stared at the girl in front of him. For the life of him he could not work out how she had got there. She must have been 5 or 6, and her white dress was immaculate. She looked too perfect to be in this hell they called London. Picking her up he held her close as a shell exploded a...

3 years ago
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Dancing On Daddys Shoes Chapter 13 First Dance Last Chance

Chapter 13 First Dance - Last Chance Friday after school, Kim returned home and charged up the stairs to her room without so much as a hello for her father who was waiting in the foyer to greet her. The better part of caution told him to just leave it alone. He returned to the living room. She would tell him what was wrong when she was ready. Tom had a good idea what the trouble was without having to be told, however. There had not been much he had been...

3 years ago
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Jennys Last Chance

Christian was the boy I was into since 7th grade. And at the age of 16 Igave him my virginity. At least in my dreams...Reality had not been so kind to me. I even started to grow my hair (whichI was wearing rather short since I was a k**) in the vain attempt to makehim like me. Well, it didn't work out and a few years later when risinghormon levels had turned my dreams of intimacy into a real need for it Ihad finally given up. But with our graduation nearing I somehow felt that Icouldn't leave...

4 years ago
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The Fourth Chance

His head was spinning. His head was spinning and his vision was blurry. He tried to muster a low groan before he realized his mouth was gagged with a piece of cloth tied around his head with a string, and that's when he knew it was time to panic. Immediately, he regained total consciousness. His vision was back, his headache receded and he could finally see what's around and where he was. Though, that didn't exactly answer the questions he already had, but rather add more to confuse...

1 year ago
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Missed the first chance

Hi, I am Suri and I’m just finish of my MCA from Hyderabad. This is the first time I m writing a story. I had no sexual experiences till date. But I’d like to share the most recent one which happened to me day before yesterday. When I fucked my sexy sister-in-law Siri (name changed). Let me explain from the start from where every thing begun. Two years back when I was in 1st year of mca she was in 10th class. I used to be stay with my parents. She is my mom brother’s daughter. She looks sexy...

1 year ago
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Young Barista Surprising Second Chance

Kaitlyn was always on my mind, wanting to see her, almost needing to see her, I continued to visit the Starbucks where she worked. There still seemed to be some tension and even though I tried to flirt with her, our interactions were strictly business. I really liked seeing her and maybe it was just me, but I sensed she was hiding her feelings. One day however, when I happened to visit, hoping to see her like always, Kaitlyn wasn’t there. I didn’t think anything at first, figuring it was...

4 years ago
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Mannsborough Tales 3 Svetlanas Second Chance

Svetlana didn't even glance up when the doorbell rang. Despite the fact that he left her alone all but three or four days out of the month, Karl liked the illusion that she was completely helpless and, without him around, would soon starve or go mad due to her inability to perform even the simplest of tasks, like opening doors or turning on the television, for herself. For the most part, Sveta was happy to humor him. After all, he let her stay in this fairly posh apartment and asked so little...

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