#sissy AI
Explore tagged Tumblr posts
bdtre313-blog · 5 months ago
Text
Tumblr media
Brandi
11K notes · View notes
sleepybimbobambi2 · 12 days ago
Text
Tumblr media
338 notes · View notes
abdlsweetdiapered · 5 months ago
Text
Tumblr media
916 notes · View notes
justdavina · 3 days ago
Text
Tumblr media
Sexy! HOT!
258 notes · View notes
mindlessdroid8 · 2 months ago
Text
Tumblr media
257 notes · View notes
chasitymom · 4 months ago
Text
Tumblr media
181 notes · View notes
amyai · 7 days ago
Text
Tumblr media Tumblr media Tumblr media Tumblr media Tumblr media Tumblr media
Travel is a transformative experience
96 notes · View notes
bdtre313-blog · 5 months ago
Text
Tumblr media
Brandi
4K notes · View notes
sissy-space · 2 months ago
Text
Tumblr media
82 notes · View notes
farraldesrosiers · 1 month ago
Text
The perfect angle to appreciate the view 😘
Tumblr media Tumblr media Tumblr media Tumblr media
79 notes · View notes
anderii · 1 month ago
Text
🎃 Halloween princess 🎃
Tumblr media
Will you stop going through my wardrobe? It's the 3rd time recently. I have found my outfits in a jumble , just leave my clothes alone, ok? Lisa was really cross with her sister Tasha.
It's not me. Why would I want to touch your stuff it's so boring, and while we're on the topic of other people's things, have you been using my makeup?
Tumblr media
Dave listened and laughed to himself, his sisters would never expect it was him who was trying on their clothes and makeup it had started off innocently enough. They had teased him about his effeminate size and look, not in a bad way but enough to hurt, so he was going to muck up their things so as to get back at them but when he was in Lisa's bedroom he took out some of her clothes to damage, he found himself wanting to try them on instead.
Tumblr media
After that first time, he took every chance he could, even grew his hair out and started using some of Tashas makeup. He was getting good, but they were getting suspicious, and he would have to be more careful.
Tumblr media
Lisa couldn't believe it. She had set up her laptop to record Tasha touching her belongings, but this was not what she expected to record. She grabbed Tasha, and together, they watched Dave put on Lisa's old prom dress and then disappear and return with makeup on.
Tumblr media
He literally stood in front of the laptop as he looked at himself in the mirror. Both girls were shocked. What were they to do? They had teased their brother a bit but never suspected this.
The girls thought long and hard, they could confront him, but they teased him first, so was this their own fault? They could tell their parents, but again, it could come back to bite them too. A decision was made, and Halloween was just around the corner. They had a plan.
Tumblr media
The dress was just an explosion of pink and frills, Lisa left it on her bed, she and Tasha announced they were going out till later. Their parents were out visiting relatives for the weekend. Dave would almost certainly fall for the trap and would be all theirs.
Tumblr media
It only took minutes for Dave to take the bate. Walking into Lisa's room, he saw her supposed Halloween princess dress and just had to try it. Everything was out ready, bra panties stockings, shoes, even a tiara it took about 30 minutes to dress and put on some makeup but when he looked in the mirror he felt so happy with the result and figured he had about an hour to enjoy it before he had to take it off, he figured wrong.
Tumblr media
Lisa and Tasha had watched and recorded everything, and as their little brother posed once more in front of the mirror, unaware that the dress once done up wouldn't come off.
They had to admit he did look very cute as a princess , this was all going perfectly. All they had to do was confront him, finish his outfit and take him out trick or treating, and their day would be complete
Tumblr media
Dave meanwhile smiled into the mirror, unaware of his impending fate.
His sisters had only driven round the road then returned to the house entering through the back and changing into their own costumes, if Dave was going to be the princess then in true fairy tale style they would be the wicked step sisters. Bursting into Lisa's room phones in hand they recorded everything, Dave was in a state of shock unable to fight back as they finished his makeup and gave him the long heavy wig that was with the outfit.
Tumblr media
Now you are our Halloween Princess little brother, we have a deal for you, we know about the makeup and dressing up, we have films and pictures and if you want to keep them secret then come out trick or treating with us, and we can forget about the whole thing, or if you want, once you have made up for causing us to get into unnecessary arguments we can let you borrow some of our stuff, we can have girly night's in when mum and dad are out, teach you make-up and do your nails, all the girly stuff you want. Do we have a deal?
Tumblr media Tumblr media
The trick or treating went on till late, Lisa and Tasha introduced their cousin Davina to lots of their friends, at first Dave was nervous that he would be outed but everyone was having so much fun, no one cared, he got lots of complements on his costume and loads of candy, in fact Davina had an absolute ball and was definitely the fairest one of all.
69 notes · View notes
mindlessdroid8 · 1 month ago
Text
Tumblr media
212 notes · View notes
amyai · 16 days ago
Text
Tumblr media Tumblr media Tumblr media Tumblr media Tumblr media Tumblr media
You thought it was just a Halloween costume, but it's become so much more
91 notes · View notes
bdtre313-blog · 5 months ago
Text
Tumblr media
That bulge tho
7K notes · View notes
sleepybimbobambi2 · 2 months ago
Text
Tumblr media
255 notes · View notes
kelseeey1 · 7 days ago
Text
Tumblr media
54 notes · View notes