SISSY FOR MY WIFE: (Crossdressing, Feminization, First Time)

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Thank you so much for sharing. I had a similar story but it was much more connected to my gender identity. I got caught at a young age (about 9) trying on my mom’s makeup and she threatened to parade me up and down the neighborhood in it if I ever did it again. So like you, I hid my crossdressing periodically throwing away my stash for years even after I married the most amazing woman. All of it was complicated by the fact that we both grew up in very conservative and religious homes and I was even a minister for a while.

I know he’s not hurting anyone and I guess at least I didn’t walk in on him having sex with someone else. He’s still the man I love more than anything in the world and, fingers crossed, we make it out the other end with our love still as strong as it was before. After few years in our marriage, my wife got a job as a business development manager for a very reputed company and her job had her going away on business trips more regularly. I was mostly alone at our house and again, the urge to dress up started to grow stronger and stronger. I had a few close calls when I was younger, but got caught red handed by my brother once. He would always wake up before me and have to wake me up. It just so happened that the one occasion where he got mad because I wasn't waking up, he pulled my covers off of me and there I was lying there wearing a pear of pink panties. Obviously, I was completely speechless. He just walked out and went to eat breakfast. That whole morning we didn't say one word to each other, not even on the walk to the bus stop. It felt so wonderful to get in touch with my feminine side again. I walked around the apartment and spend almost 2 hours taking photos and looking at myself in the mirror. After that moment, I began to wear Amanda’s outfit more frequently but in total secret. But time and again, I would really feel bad about my crossdressing and then throw out all the clothes and feminine stuffs that I had brought and try to live a normal life. I crossdressed on and off for quite some time and after college, when I started working, I completely stopped to crossdress.So I went on my trip and touched down at Changi on Saturday afternoon as planned. Jason plays football with his friends every Saturday morning and always got home around 1pm, after they’ve had lunch together. He’s a creature of habit and I knew for a fact that he would be home the whole afternoon. Also, we had been trying to start a family then and I was thankful that we didn’t have kids in the picture to complicate things further. But, did that mean that we would never have kids? I certainly couldn’t imagine having sex with Jason again; when I close my eyes, all I see is him in my clothes. My family once noticed my sister's panties in our guest room closet, her one piece in my sink, her compression shorts 3 times in my closet, once confronted with my mom and sis finding a two piece in my closet as I was in the room, I said as a complete lie "Well I chafe down there, and use the bottom half to stop that, and my dad caught me wearing a sports-bra once when I was 9(Which I could have gotten away with, had I not told him I was ) So I guess they basically know, and would tell them, but I dont think I could go on full time(Even though I really want to) and just the way people think of you, my friends who id loose alot of, basically telling them I have lied constantly and that I feel so wronged and cheated. Plus, I want to make my parents to feel proud when people know Im their son, and be to proud of me.

It seems that this day she was taking her little baby girl; all dressed up cute, and adorable, in her best party dress for a special ride. They ended up at this well to do townhouse complex. She stopped the van in the drive way out side of a nice looking townhouse. She beeped the horn twice & the garage door opened so she could pull in. once inside the garage door closed behind her. She got out and came around to the side of the van to open the sliding door and released her new baby from the car seat. She whispered a word in his ear, and he started to act like a 2 -year-old little girl, who talked with a really bad lisp. As she got her baby out of the car seat he grabbed his dolly and asked mommy, do I look really cute mommy? His mommy told him oh yes dear you are the cutest baby girl ever. To which the husband, who was now acting like a little 2 year-old-girl giggles and clapped her hands happily. The wife had her new baby turn around so she could attach a long pink leash, as she let the baby out of the van. She reached over and placed his large adult size penis pacifier hanging on a ribbon from his dress in his mouth. Then she had him walk over to kitchen door entrance in the garage and ring the bell.The dress that my mom wore the night before was lying on the bed. It immediately caught my eyes. It was a burgundy bodycon dress with a cut on the front side. I also found her bra, pantyhose and heels lying in one corner of the room. It was already making me tingle with excitement just thinking about putting them on .

One day, I was alone in the house. My parents had went to a party the night before and both of them were off to work that day. I had a holiday break after completing my school exam. I went into my parent’s bedroom to find if there was any mom’s clothes I could try on. Due to my crossdressing habit, I was quite an introvert and shy to interact with other people. I loved spending time alone and just dressing up and trying to look as feminine as I could. I even went out in public few times dressed as a girl and it was so amazing to me. Share with us your pictures on how you and your significant other developed your relationship with your cross-dressing or transgender self. Then we went inside the mall, my heart racing faster with every step I took. It felt like everyone was just staring at me. I could feel butterflies in my stomach. I held Amanda close to me the whole time and she seemed to enjoy seeing me like that. All of the places that I held him were covered and pinched. I hadn't realized how much I loved his male body until he twisted into something different.We all make "judgements" every day, and there's nothing inherently wrong with doing so. Rather, I submit that it would be wrong - to one's own self - to fail to do so.