Surprised while crossdressing

Hey everyone, I've been dressed all day at home and got some time to write up a few captions. I'm returning to a favorite theme, a crossdresser being surprised while dressed, then tightly bound and gagged and at the mercy of "her" captor! The last one is a lost bet cap that I had originally considered for a friend, but it fit well with these, so please enjoy them and let me know via a comment or email to timidtinacd@gmail.com how you like them!!

 

Forced into dressing and bondage

The fantasies of being forced into female clothes and heels, then tightly bound and gagged with no hope of escape or return to a male life are strong today. These caps reflect my darkest side, I hope you like them!

Please leave a comment below or send email to timidtinacd@gmail.com!

Toodles!

Return of the blog - lost bets!

Hi everyone - I have finally created a few new caps! I have not had the creative urge for a long time, but I still kept the hope that it would come back and it has! A bonus is that I bought myself a new red dress that I love (and am wearing right now!), so I looked over my pictures and found these that I could caption for you! I hope you enjoy them - I can't promise that I will cap very often, but I am not going away! I decided to use the "lost bet" theme, as it always leads to some exciting adventures!

Toodles, Tina

Chair-bound crossdressers

Long time, no caption - but the long weekend gave me time to create a few caps for you! These crossdressers are surprised either at home or the office and end up tightly bound to a chair and securely gagged, unable to escape their fate! I hope you like them - please leave me a comment below or send email to timidtinacd@gmail.com!

Forced secretaries in bondage

These new secretaries were not dressed by choice, and they ended up tightly bound and gagged as well! No more male lives for them, they will serve their new owners as beautiful women! Please leave a comment below or send email to timidtinacd@gmail.com!

Toodles!!

Secretaries' Day plans go badly

Hello, all!

I've been busier than ever trying to find a job, and now that I have accepted an offer, I have some time this week for dressing and captioning! By a wonderful coincidence, today is Administrative Professionals' Day - PHOOEY! It's Secretaries' Day, and these unfortunate girls thought to celebrate it by dressing up! However, the best laid plans go oft awry (literary reference!), and they end up tightly bound and gagged, awaiting their fate! I love this theme and almost everything to do with the secretarial look!

I hope you enjoy the captions!
Toodles!

Secretary crossdressers

I have some more secretary caps (mostly non-bondage) to share with you - I had intended to give them to a friend to post, but she has shut down her blog. I always enjoy sexy secretaries and try to dress that way myself. Today, I have on a white camisole, pink panties, black tights, a high-waist flippy black skirt, a black low-cut sweater with a black belt with a gold buckle, a pair of 3" black pumps, some clip earrings and a gold necklace. I hope you enjoy the captions and I promise to have some bondage caps later this week! Please leave me a comment below or send email to timidtinacd@gmail.com. Toodles!

Kidnapped and forced into womanhood

I've had some dark thoughts this week, including some serious self-bondage and realized I needed to caption to get those feelings out! These men have been kidnapped, forced into women's clothes, then tightly bound and gagged to await their captors' will! No more living as men for them - a life of bondage and sexy clothes and heels is in store!

Please leave a comment below or send me email at timidtinacd@gmail.com if you like these caps or want to make a request. I don't do nudity or explicit sex shots, but I almost always imply there will be sex of some kind! Toodles!

Secretaries to sluts

These former men thought they just were going to be secretaries after being dressed, but they ended up becoming sluts instead! I created this set for a friend and had to post it here as well, even though these are not bondage-related caps. I hope you enjoy them! Toodles!

Hogtied and ballgagged

Celebrating the reversal of Blogger's new adult policy, I've created some caps involving, you guessed it, hogtied and ballgagged crossdressers! A good time is guaranteed for all... well, maybe not for the crossdressers!

It's been a week of dressing while doing housework and searching for a new job, but next week we will have guests, so Tina must be put away for a while. Don't fret, I will be back as soon as possible, with more fun bondage for your enjoyment!

Toodles!!

Returning to captive crossdressers

Like every other blogger in the CD/TG caption space on Blogger, I got the email about the end of adult content in late March. I am probably going to end up at Tumblr, but I wanted to give you a final set of captions that I've made that hit right at the root of my being. Captured crossdressers, tightly bound and gagged, unable to stop their captors from taking them away permanently! I've had the chance to dress up for a couple of days now, but captioning only came because I tied myself up tightly and pretended to have been kidnapped, waking up to see myself dressed, hogtied and severely gagged with a wad of cloth held in by a knotted silk scarf (the knot pushed deep into the wad) and then wrapped with an ace bandage around my head! What a rush!!

Anyway, I'll post once more with the new blog info when it's ready.  And now, the captions!!

Toodles, Tina

Tina's caught in the office, part 7 (finale)

Wow, this has been such an exciting set of captions to write and I know you all have enjoyed them! Tina is in lots of trouble now that her bondage is complete and she is helplessly hogtied on the desk! Will she escape or be rescued, or will she end up in a permanently changed state?? Please let me know if you want more of these story style captions or if I should go back to the varied captions that I have been doing. You can leave a comment below or send me email at timidtinacd@gmail.com. Toodles!

Tina's caught in the office, part 6

Hi everyone, I'm sorry I didn't post this last weekend! It's been a crazy couple of weeks and I didn't have the time to finish the captions or post anything! However, I have now finished the last two parts of Tina's story and am very happy with how they turned out! Here's the finishing touches on her strict bondage - hogtied and helpless on the desk! I absolutely love hogties and will almost always bind myself in that position! Please let me know your thoughts on hogties and these captions, either by commenting below or sending email to timidtinacd@gmail.com. Toodles, and the end comes for Tina next week!

Tina's caught in the office, part 5

Tightly bound and gagged, Tina is helpless to prevent her captor from putting her in a most precarious position! That knotted crotch rope is so deliciously applied that when she is turned onto her stomach, it must be agonizing and exciting at the same time! This set has a couple more weeks to go, please leave a comment or send me email at timidtinacd@gmail.com to let me know your feelings on these captions.

Toodles!

Tina's caught in the office, part 4

Now that she is heavily and completely gagged, Tina is helpless as her office tormentor ties her legs! Will this complete her bondage? I wouldn't bet on it!

I hope you all are enjoying this series of caps - please leave a comment or send me email at timidtinacd@gmail.com so I can feel better about keeping up with captioning. It is hard when you know everyone is clicking on the photos but can't (or won't) comment or connect with you! I know that I am enjoying this series and will finish it soon - there's still at least 3 more sets of caps to go!!

Toodles!