Note: The story begins with Part 1.
What a pleasant surprise! All planned tasks completed by noon. The app reached an important milestone in terms of functionality. That merited some reward, for sure.
“Put on some clothes, and take your Mistress shopping”, she said, while taking off the buttplug, but keeping his dick caged. Her plan for the day was to spend less time discipling, and giving him the opportunity to spoil her.
They went to a fancy department store in the old town. “You get to pick an outfit that I will wear tonight.” She was a beautiful woman, and few things gave him more joy than seeing her in extravagant clothing. Sexy and stylish.
Almost like a kid in a toy store, he selected some outfits for her. He first picked a classy black leather dress – not the first in her collection, but always a joy. Then he added a pair of high-heeled overknee boots. For her Victorian countess look, he picked a fancy corset. The cock hurt in its cage, but it was worth it.
They dropped everything off at home, took care of some things, and then went out for dinner. She picked one of the sexiest restaurants in towns, where the young and wealthy patrons dress for the occasion. He tried to focus on the food, however, as his dick has been suffering quite a bit today.
Once they arrived at home, it was time for the final reward. She put a collar with a leash around his neck, and sat on the sofa. She slowly pulled up her dress, and took off her panties. She pulled the leash until his head was around her pussy.
– “Make me come”, she said, “and maybe you get lucky tonight”.
He started to slowly caress her legs, gently kissing her inner thighs. He carefully approached her clitoris, and started licking it. As she started moaning, he inserted his finger into her, making her moan louder and faster.
Almost at her climax, she reached for her purse, and handed him the keys for the paddle lock on the cockcage.
– “You better be quick!”, she exhaled.
After a full day of teasing, his cock could finally rise to its full size. They both turned around so that she would now sit on top of him. He gently massaged her breast, while she was pinching his nipples, setting the rhythm by moving her hips, until they both came at the same time.
They were lying in bed, cuddling and professing their love for each other.
– “I guess you and I had our rewards. Now don’t let that get over your head.“, she said as she caged his dick again. That was part of the rules: the cage had to be worn for a full 24 hours, no matter what, after they had sex or he was allowed to come in any other way.