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I have been dressing since I was very young and love it. I am not full time, but hope to sometime soon. I only recently have a regular boyfriend, much older and wiser than me. As a christmas gift, i purchased and put on a locking chastity device and gave him the key. As it turns out, this may have been more of a gift to me,..now without a doubt my focus is on pleasing him, not pleasing myself.

Update: the adventures with my older boyfriend continue, although we have morphed into a different type of couple, I am now topping him, and loving it. I am also pretty much full time as a gurl. I love dressing not as a slut, but as a regular female that has some style. I also really love getting orally pleasured from my boyfriend.....and one of his friends.

Update 2.0: Tom and I have really experimented recently. He is a large muscular man. We keep his big thick cock locked up so only i can play with it. We also have been experimenting with using numbing cream on him, allowing me to completely enjoy riding him for my pleasure. he only gets to cum when i let him. He loves when I fuck his face and cum on it, and i love fucking that hairy hole of his as well.

Last night i told him to jerk off while I paddled his ass, he was only allowed to cum when getting smacked!

Update 3.0: Well back to being a bottom...and we love it! Now I am the one in chastity with Tom free and easy. We have been working on my sissygasm, which we both enjoy immensely. Being quarantined has allowed me more time to really get my sissy on, keeping my body thin, tight and toned (as well as smooth!), my hair is longer and fuller, and my makeup has really improved. Tom loves that I am fem 24/7 now, and so do I. There is real freedom in being fem and sexy without being a complete tramp....although there are some nights when the whore in me comes out to play!!!

Update 4.0 i was traded in by Tom for a younger model. i have to admit i was depressed and angry at the situation for many months. fortunately for me i have a great squad of sisters who helped me work through this.

I have found being a mature sissy does have its advantages: i have an extensive wardrobe, i know the little tricks to stay mostly passable, and i have a good diet/work out routine to stay thin and toned. and this has led to a new phase in my life; i am the mentor for other sissies as well as a top for some sissy lovers.