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Published at 06/05/2026 - 01:26 AM
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All of my caps can also be found on my Deviantart at https://www.deviantart.com/caveingeek
There you will find exclusive galleries and uncensored versions of some of my captions!

Transcript
The old country fair was always a good time. People were encouraged to dress up in their best old western cosplays and go have a good time. It had typical fair amenities that satisfied the droves of crowds that would visit each day. This year, there had been a new section added though. There was allegedly and adults only section of the fair that boasted some more “mature” things for people to do. Tobin was super excited to go see what it was all about, so he put on his best cowboy boots and headed out to the fair. 

Once he was there, he paid the entrance fee and began to make his way towards the new section. The place was fairly busy, and he had to duck and weave between groups of people. Eventually, he arrived at the gate to get into the adults-only section. They looked at his ID and waved him inside. Tobin began to pursue what was available. There were several tents sporting alcoholic beverage sales. There was a comedy show, a burlesque show, and even a tattoo parlor. Tobin thought he had just about seen all there was to offer when he glanced at a small booth where a woman was sitting on a stool with her bare tits completely exposed.

Shocked to see something quite so blatant at the fair, he made his way over to her. The advertisement surrounding the booth indicated that it was some sort of guessing game, and if you won, you got a “very special prize,” although it did not say what. Tobin walked up to her and inquired.
“What kind of guessing game is this?” he asked.

“You have to guess the weight of each of my breasts. If you guess within a tenth of a pound of either, you win,” she explained.

“Sounds awesome,” said Tobin, fishing the five dollars out of his pocket that it cost to take a guess. He handed her the note and stood back, thinking.

“Well, aren’t you going to lift them?” the woman asked sincerely. 

“Oh.. uh… yeah!” said Tobin, somewhat shocked that he was allowed to. They were pretty large and fairly heavy as far as breasts go, he thought. He considered the weight as they jiggled in his hands. After a moment or two, he had his guesses. “I’ll say the right breast is 3 pounds and the left breast is 3.3 pounds.” Tobin knew the breast over the heart was usually bigger and was confident that he was close.

“Congratulations!” the woman exclaimed. “You guessed them exactly correctly!”

“Wow! What do I win?!” asked Tobin, hoping that by some miracle it was a blowjob or something.

“Breasts!” she shouted and shot a bolt of lightning at him from her finger. The blast enveloped Tobin wholly and entirely, blinding him from view. Then the intensely bright light faded, leaving behind the new and improved Tobin. Tobin had been completely transformed into a woman sporting an identical pair of breasts to the guessing game woman’s own. Even Tobin’s clothes had transformed his boots becoming heeled and his pants becoming booty shorts. There was a surprising lack of anything shirt-related though. As shocked as Tobin was by this sudden development, she had to admit that the breasts were pretty nice. Looking down at them was a view she could get used to.