Every Story Has It’s Start
And that includes each panty boy’s story. It can be very interesting to hear how a panty boy’s fetish began. The moment that he became aware of his desires. Today we are going to explore the story of Tabitha…a self professed lesbian sissy. But her fetish is for panties, lingerie, and heels.
This panty boy has over 300 pairs of lovely panties. Boggles the mind, doesn’t it?
Tabitha will tell this story in his (her) own words.
My Defining Moment
When I was a teenager living with six sisters, it was so much fun to catch them in their underwear sometimes. Then, one day, I just happened to see a pair of sexy bikini panties on the floor in the bathroom. They belonged to my older sister.
Of course I had felt soft, silky panties before when searching in the laundry for some of my clothes. I had to pick up the panties and feel them touch my cock. I grabbed the panties and went to my bedroom where I proceeded to masturbate with them. It felt great and soon I spurted cum all over my belly. I was careful not to get any on her panties.
The Enjoyment Deepens
It felt so good that the next time, I went into my sister’s room and took two pairs of silky panties. I ran to my room, put on one pair and masturbated with the other.
It was wonderful and the panties felt so good on me. They also fit great. I was hooked. I fell in love with panties right there.
He Can’t Stop With Just One
After that, I had to have panties to play with every chance I got. Even when I got caught by my mother one time. She made me take the panties back to my sister and tell her I was sorry. But I was not sorry. Only sorry that I had got caught…and embarrassed beyond belief. That did not stop me. I just had to be more careful after that.
Panty Boy + Marriage
During my marriage of 10 years I would sneek into my wife’s panties when I was sure not to get caught. I went so far as to buy panties as gifts for my wife that I wanted to wear myself.
After divorce, panties were all mine. I would go to Victoria’s Secret and buy any panties I wanted. Just pretending to buy something for my wife or girlfriend. That worked for a long time. Then finally I got into buying and wearing more and more sexy lingerie. I still love all of my sexy panties, lingerie, thigh highs and high heels.
VS is Mecca
The best thing ever was when, about 5 years ago, after many visits to a Victoria’s Secret store each week, I finally worked up the courage to ask to try on my selections in the store. It was a turning point and so wonderful to be able to try things on before I buy them. I love to shop for sexy panties, lingerie, and thigh highs. It always gets me excited even though I am still nervous while shopping.
Today I always have so much fun in the VS stores. The sales girls know me by name and treat me very well when I am shopping. I wear my panties to work every day, and at home. Also, since I found Sissy School a year and a half ago, I have my toenails painted pink most of the time. I know that I am a panty boy sissy and love every minute that I am wearing panties and lingerie!
Inspiration
Thank you for sharing your story with us Tabitha. It is my intention that reading how much fun panty boy Tabitha is having will give some of you men in panties the push you need to go out, select your own panties and other feminine items at a store. Try them on. Build yourself a panty boy wardrobe.
When you get that courage together and take that step outside your comfort zone…let me know. If you already have, leave a comment here about your shopping experiences. That is half the fun. The other half? Teasing masturbation phone sex with your enchanting Mistress.









Hi Sweet Mistress Violet,
It has been a long journey to get where I am today sitting here in my panties and lingerie, knowing that I am a Panty Boy Sissy Lesbian. For so long I had searched phone sex lines looking for the answer, and nothing ever seemed right. The phone sex operators were just mean and ugly towards me, they didn’t try to understand who I was or what I was. I gave up on calling any sites at all for a few years. Then on day while playing on my pc I stumbled onto Sissy School quite by accident. The site just poped up and caught my eye, so I checked it out. It sounded strange to me but then I took the test and sure enough it sounded like I was a sissy. At least in some respects. Then finally one day I took the plunge and called Mistress Gabrielle. She was so sweet and loving and completely understood me, and how I felt and loved panties. And in the months after that first fateful call I found out that every Mistress that I talked too was just as kind, loving and caring for us little Panty Boy Sissies. I had finally found a place to call home. The last year and half have been some of the best I have had. Every one at Sissy School is wonderful. Thank you all so much.
xoxoxo Tabitha
Thank YOU for allowing me to tell your story Tabitha. And for sharing more of your story with us. It can be a long journey to discovery and acceptance.
Can any of my other panty boys relate to some of Tabitha’s story?
This was a lovely story and I am so happy for Tabitha. Had my marriage fallen apart, I would probably be in a similar situation of letting my fetish loose, but as you know I am a closet sissy. But like Taitha, I have found the lovely Ms Violet to open a long closed door and allow me to share my love of girly things openly and honestly with a beautiful sexy woman. Thank you Ms Violet, for being you and guiding myself, Tabitha and likely many others to accept who they are.
That is a very good point Cindy. While a marriage failing is never a happy occasion, sometimes it is necessary in order for a panty boy (sissy, CD) to live an authentic life. Everyone has their own priorities, making their authentic life a very individualized matter. If you can balance your panty boy needs with a happy marriage, life is good! You are most welcome Cindy. My panty boys and sissies are a joy in my life! *hugs*
Thanks for sharing Tabitha’s story. i know i had my moment of discovery when i realized how fabulous panties and girlie things are and that i need make a special place for my inner girl. i am so glad that panty boys and sissies are a joy in your life. i know that you are a joy in my life.
All thanks go to Tabitha. She was very brave to share such a personal part of her life with us. I know it was not easy, but it was a step forward for her. Thank YOU susan for leaving a comment and sharing a bit of your story with us here. *smile* You are a wonderful person! *hugs*
I to wear panties each and everyday. I have even gone so far as to throw all my mens underwear away so I have no choice to wear my panties. I even went out the other day and bought myself a pair of 5 inch heels with a 2 inch platform peep toe shoe to show of my pretty pink nails.
Pinky…welcome to my blog! *smile* It is lovely to have a new voice here to add to the fun. Clearly Tabitha’s tale inspired you to share your story with us. I love that you threw away your man-ties. Oooh…those heels and your toenails sound lovely!!
A Wonderful Shopping Trip
I wanted to share about my recent shopping trip in hopes of encouraging others.
In an email to me you said you would like me to have several pairs of panties and some lingerie at least for starters, perhaps a teddy or a camisole. i left work a few minutes early and drove to the mall, heading for Victoria’s Secret. A bit nervous but excited as i headed in, i reminded myself that although my new things would be for me and my feminization this is something i wanted to do for you and i was determined to make you proud of me. In my first real act as your submissive i would not pretend that i was buying for a girlfriend. An attractive sales assistant approached me as i entered and asked if i was here for a gift. This was my moment and i told her that i was here to buy some pretty things for myself, perhaps a teddy or a camisole and matching panties, pink or yellow or deep purple would be nice. She gave me a kind smile and mentioned that the sexy things were in the front part of the store and suggested we start there. She told me her name was Pam and i told her my male name.
Though i was a bit disappointed that there was not much in pink or yellow we soon found several potential items that i carried around the store was we looked around. She paused to point out some matching panties and asked me what styles and size i preferred. Not thongs i told her and she pointed out some cheekies and bikinis i might like. Though i need to improve my knowledge of the terms for lingerie we selected was a purple lace bra top that would reach t mid thigh. She asked me about cup size and suggested that a 36C might give me a bit more room. Meanwhile she mentioned to another sales assistant that i was interested in yellow or pinks and asked if there might be anything in the stockroom. Now there were two women helping to dress me in lingerie.
Shortly i had six items in my hand (no panties yet, except for a deep blue camisole with tap pants). i knew i had to make some choices and asked Pam if it would be okay if i tried them on. She went for a moment to check and then she led me to the dressing room leading me me past some women shoppers, opened a door and said to let her know if i needed any help. No mistaking what was going on at that point. Smiling, i removed my male clothes and began to try them on and pose for myself in the mirror. A bit of a bulge in the tap pants to be sure. After a bit she came back and asked through the door if i needed her to find some other sizes. i told her everything was fine and soon i left with three items i was going to buy – the camisole and tap pants set, purple bra top cami, and a pomegranate satin slip with black lace trim. As i left the dressing room there were five or six women in the area right outside, one of whom gave a bit of a start as i walked by. Pam then helped me to find three pairs of panties. She asked if i needed anything else – hosiery or a fragrance. i then picked up a Mango Temptation Fragrance Mist and headed for checkout. All so lovely. As i left i thanked Pam for being so helpful.
When i arrived home i had a few minutes so i slipped on a pair of panties under my clothes and gave myself a spray of my new fragrance. i will end now with couple of things. Without being conscious of it at first i then noticed that my movements became a bit more feminine as i prepared dinner. i am writing this sitting up in bed with my new slip on. Tomorrow i will wear panties to work and think of you all day.
i wanted to thank Mistress for directing me to buy myself an apron to wear when i am cooking or cleaning around the house. i did find a nice red one with black trim and silhouettes of women’s shoes and lettering that reads “Will cook for shoes”. i am sure i will be thinking of her and my girlie self whenever i am able to wear it around the house.
susan…thank you for sharing this shopping adventure with us! I know this will be very encouraging to other CD’s who are anxious to do an in-person shopping trip. You had a wonderful time and I was delighted to be a part of it. *hugs*
You know how important it is to me that my submissives feel close to me when we are between sessions. In your case, that means being of service to your significant other. Also dressing in very feminine attire. There is something about wearing a frilly apron to give one that Donna Reed feel. Ah…the life of a 1950′s housewife. Keep up the great work susan!!
Miss Violet,
That was such an amazing story. I remember when I first really thought about being a sissy. I was about 11 and I was looking around my classes and noticed all the cute girls. At first I thought, wow it would be great to get to know them and be friends with them. At that age, it was just coming out of the girls are bad phase into liking them, but not quite into wanting to have a girlfriend. Also around that age, I began exploring my body and the adult aspects of it and had many moments of pleasure. Well, being a boy, I just had to search for adult pictures and came upon several. I don’t remember if it was the first, but very close to the first picture when I started thinking, women have those parts and they are soo gorgeous, what does it feel like to wear panties, hose and all the clothes. So I ran right into my parents room and started to put on my mothers clothing. It felt so nice, smooth and comfortable. Although she was considerably larger around the waist than me, I made some adjustments. From that point forward, I wanted to wear panties and so wished I could be a woman. I looked at all the girls in the room and was asking myself, what’s it like to be a girl and do all those girly things and to wear cute skirts, tops, jeans and those shoes. There were several times where I went to school with panties on and felt so excited. Now I have a small wardrobe, but it’s growing. But even at a young age, I started feeling really girly and loved the softness of the panties and the real cuteness of the clothes.
Katie
Thank you for sharing your realization of having a strong feminine side Katie. That is a long journey, and yet…in many ways…you are really just discovering what you enjoy and where you want to go with this journey. I am enjoying sharing this exploration with you. I know Tabitha will appreciate you seeing a bit of yourself in her tale.