Page 64 of Daddy's Little Matchmaker

He nodded, set the bag down, and started pulling out items. He held up a pair of boy short underwear with cartoon cats all over them, and a matching sports bra.

“Those are for me?” she asked again.

“That’s right. I wanted to make sure you had some cozy clothes that made you happy. Plus, Daddy doesn’t allow his Little girl to wear adult underwear.”

He knelt down in front of her and held the boy shorts open next to her feet. “Step in.”

She put a hand on his shoulder for balance, and stepped into the underwear. He pulled them up, being careful not to scrape the elastic waist against her bottom.

“I bought these specifically for after spankings.”

She gasped and her eyes grew wide. “Why?”

“Because there’s no elastic in the legs. Regular panties would dig into the spot where Daddy needs to leave an impression.”

She reached back and cupped the sore spots. “It really hurts, Daddy.”

“That will help you remember that Daddy expects you to behave yourself.”

She pouted.

He went back to the bag and pulled out a pair of normal cotton panties with puppies on them. “Would you rather wear these?”

She shook her head and kept her hands covering her bottom.

“Do you have anything to say to Daddy?”

Her eyebrows furrowed.

“How about a ‘thank you’ for letting you wear comfortable panties after your spanking?”

“Thank you, Daddy. I like the kitties on them.”

“You’re welcome.” He picked up the matching sports bra. “Do you want Daddy to put this on you, or do you want to do it yourself?”

“I can do it myself.”

He handed the bra over.

She unbuttoned the top of her blouse, and then frowned at him. “Don’t watch, Daddy.”

He turned around with a tiny smile. That helped him gauge her Little age. Most Littles under the age of four or five didn’t care much one way or the other about being naked in front of someone, so Tessy was older than that.

While he was still turned around he said, “Leave the blouse off. I’ve got some different clothes for you.”

“Okay.” After a few more seconds she said, “I’m done.”

Connor turned around. “Aw, those are very cute on you.” He dug into the bag and pulled out a pair of Hello Kitty pajamas. The bottoms were a solid pink, and the top was white with Hello Kitty’s face on the front.

“I know it’s a little early, but I thought you would rather wear comfortable pajamas after your spanking.”

She nodded, and he handed them to her.

“These are pretty, Daddy. Thank you.”

“You’re welcome.”

Once she was dressed, Connor pointed to the bed. “Grab one of your pillows and follow me to the kitchen.”

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