BondageDating

DON’T (Ah-hem!) DARE ME ON THIS ONE!

To start with the background: I belong to a local TG support group. For those who don't know, TG stands for Transgender. This group provides acceptance,…

member_3ad3736aad 31 Aug 2026 #1

To start with the background: I belong to a local TG support group. For those who don’t know, TG stands for Transgender. This group provides acceptance, friendship, fellowship, discussions, sharing of information and recommendations, social events, coordination between members and the wider community, and invites the public or partners of members who want to understand why their loved ones are choosing this path. Naturally, it also allows meetings in private and public spaces where appropriately dressed (for general public) members can show off their opposite-gender look without needing full societal acceptance. (They do discourage partial nudity or excessive undergarment displays that might alarm the public, though private events seem nearly restriction-free as far as I know.)

Transgender generally covers CD, TV, TS, and others. A member could be an occasional Cross Dresser, someone who wants to cross-dress all the time, or someone seeking physical and medical changes from their birth gender to their desired one, plus various combinations in between.

They invited members, including me, to a costume-required Halloween party. Here is the dilemma… does a male cross dresser attend as a “costume” dressed in male attire? Does a female cross dresser suddenly just appear wearing a skirt? (I laugh along with them at these ideas; I find it amusing myself.) My chosen outfit includes a light blue sweater-style long-sleeved top and a handmade yellowish-gold square dancing skirt made of three layers, which I sewed myself. Over this is a 60-yard bright orange petticoat topped by a 40-yard deep purple one! Underneath are female garments like satin corsetry and nearly bursting DD-cup lingerie. Can you picture the volume and fullness when combining those 40- and 60-yard Pettis? I almost wish I had two more skirts on top! Is there some way to chain my brain down so I can punish this cross-eyed madness of mine? I think I’m drooling from these mental images, even though I’m not wearing a gag yet! Anyway, moving forward…

I expect many photo opportunities to add another album to their growing collection of fun and adventurous past events. Photography and video are areas where I struggle! I allow few ordinary photos/videos because I don’t particularly seek the spotlight. Logically, this means I’m clumsy with cell phone mechanics, and even worse at transferring those images to PC monitors or web pages! This leads me to propose a potential “DARE YOU!???!!!???”

Dare level 1: Photograph the petticoat(s) and other costume items to use as an avatar.:whip: Dare level 2: Ask someone else to photograph those (above) on my behalf and provide the files for me to use as an avatar.:oops::whip: Dare level 3: Take a rear-view photo showing me in costume, suitable for an avatar! We’re upping the spice factor!:shock::whip: Dare level 4::oops::whip: Capture a frontal view photo where I am dressed but hiding identifying features to serve as an avatar!!!! Dave level 5: A fully revealing photograph for an avatar!!! That won’t happen!!!:evil::whip::gag::twisted:

Remember, I’m nearly computer illiterate and might never master the technical side! But I give you all this context to spark your imagination and shared erotic pleasure. I really hope someone is stirred a little by the whole background and potential Dare scenarios. I’d like to know if they are! Can I poke you with a slender reed switch suited for pinpoint titillation or snapping stings at appropriate spots? (My Dom/sub switching nature is leaking out again – I’m so confused – laughing! Oh, that feels good…sting me again! …I mean, sting YOU again!) Switch-switch mode gone wild!:whip::hi: