My first day as a sissy Uploaded by hmapterodactyl Profile | Galleries | Videos | Favorites | Fanbase | Clubs | Comments | Blog | Chat Add a description of the contents of your gallery, so it will be more visible for other users. Remember that you can also add descriptions to each image. I know I need to rotate a few of these... PLEASE CAPTION ME! I've been dressing for a while now, but I never had the courage. I got up early, shaved and put on makeup and clothes, and went shopping, all caged and plugged. I got home and I finally had the courage to go through with it. I posted on Craigslist, followed up with a random guy. He came over, we smoked, and I blew him. Deepthroated him and gagged, choked a little. Unfortunately he shot off to the side onto something I was NOT licking off of. The fun part was when my butt plug slipped out halfway through and it was just wedged there with my thong and tights. Afterwards, he left and I came here to chronicle it. Pictures are from my shopping trip or what I was doing at home. PLEASE CAPTION ME!     Saving...     Description saved I know I need to rotate a few of these... PLEASE CAPTION ME! I've been dressing for a while now, but I never had the courage. I got up early, shaved and put on makeup and clothes, and went shopping, all caged and plugged. I got home and I finally had the courage to go through with it. I posted on Craigslist, followed up with a random guy. He came over, we smoked, and I blew him. Deepthroated him and gagged, choked a little. Unfortunately he shot off to the side onto something I was NOT licking off of. The fun part was when my butt plug slipped out halfway through and it was just wedged there with my thong and tights. Afterwards, he left and I came here to chronicle it. Pictures are from my shopping trip or what I was doing at home. PLEASE CAPTION ME! Gallery Categories: Amateur, CD / TV, Crossdressing Gallery Tags: crossdressing, sissy, blowjob, chastity, buttplug, shopping 10,0 (17 votes) Detailed View  /  One page Close gallery A lot of my female friends help me dress, and a lot of them got this dress for Easter. So I figured I'd get a shot of me in it, too.     Saving...     Description saved A lot of my female friends help me dress, and a lot of them got this dress for Easter. So I figured I'd get a shot of me in it, too. 20130412_102053.jpg 3264 x 2448 < 2963 Views > I need to work on my ass if I'm gonna wear booty shorts, lol     Saving...     Description saved I need to work on my ass if I'm gonna wear booty shorts, lol 20130412_101502.jpg 3264 x 2448 < 1673 Views > When I changed into this at home, I knew I was ready.     Saving...     Description saved When I changed into this at home, I knew I was ready. 20130412_173819.jpg 1280 x 960 < 1639 Views > I wear a CB-6000S with the spacer on the outside; the longest post plus the spacer small enough to fit that length this way. Tight and relatively painless, for my little dick.     Saving...     Description saved I wear a CB-6000S with the spacer on the outside; the longest post plus the spacer small enough to fit that length this way. Tight and relatively painless, for my little dick. 20130412_224207.jpg 3264 x 2448 < 1141 Views > This is what I want to get, it's not gonna fall out on me. 8 inch vibrating plug. I can already shove a 10 inch dildo in with my 6 inch plug...     Saving...     Description saved This is what I want to get, it's not gonna fall out on me. 8 inch vibrating plug. I can already shove a 10 inch dildo in with my 6 inch plug... 31cXvfTZU-L._SY45... 300 x 450 < 567 Views > As requested, my ass.     Saving...     Description saved As requested, my ass. 20130412_233110.jpg 1280 x 960 < 875 Views > Users who added this gallery You have to login in order to favorite this gallery Send this link to a friend To link to this gallery use : https://www.imagefap.com/gallery/4022952 Or generate html/bbcode here Report this gallery