BondageDating

hi!

I’ve been watching from the sidelines for a bit now. I’m a male senior citizen, age 69, and have been crossdressing since at least age six. My two sisters…

member_533307d308 10 Sept 2026 #1

I’ve been watching from the sidelines for a bit now. I’m a male senior citizen, age 69, and have been crossdressing since at least age six. My two sisters thought it was wonderful. Bondage has been part of that mix quite often (many times? lol). Over the years, I’ve taken many ‘long walks’ on Halloween. My first wife only did this a few times for me. These days, my current wife buys me something almost every time she goes shopping, so I have built up a large wardrobe over the decades. Shoes? Plenty of them, ranging from 1-inch to 6-heels. Lots of wigs too. As I’ve aged, my wife has health concerns about having me ‘locked up’. She’ll dress me up and send me outside while she heads to work for about three hours during the day, with no hiding spot from people passing by. I could never quite pass though. lol. Every time I see Jenny in her full corset, I drool and can only dream. I own a couple of waist cinchers too. Sorry if this is long-winded; it’s mostly wishful thinking (the main wish being that my body allows me to do “My Thing” as much as I want when my wife calls for it).