The private lesson pt. 6

It's been a few days since Tom and Anna texted about the session and now the Saturday it's supposed to happen in has arrived. The hours went by, he asked her for her address, looked it up and now he's ready to go.

As he was riding down the streets with his bike the only thing that came to his mind was how surreal this all felt. He was actually riding his way to a wonderful girl just to get his balls kicked. Even though he liked it, he was still so new to this fetish. He was only a few houses away from hers and then parked his bike.
She was living in a nice suburban area in a white, clean looking house. He stood at the front door and rang the bell. Tom could already feel his dick harden as he saw a silhouette of a woman approaching through the frosted glass window of the door. The door opened and Anna stood there, flawless looking like always.

She was wearing a cute looking summer dress that also showed a bit of cleavage as well as white nylons, which Tom already loved really much on her the lessons before.

"Hey, Tom, hope you had a good ride." Her voice was as beautiful and innocent sounding as ever before, nobody could guess how much pain she's about to cause.
"Hello, Anna. Yeah, it was fine." He felt very awkward, especially as he was trying to hide his now fully grown boner.
"Well, then come in."
"Yeah, sure." And he entered the floor.
"Do you want some water?"
"No, no, I'm fine."
"Well, then let us go into my room. I see, you're excited for it." She looked at his boner with a slight smirk. Tom became red and followed her without saying anything.

Her room was nice and quite big. He could already see her shoe collection and was wondering if he will maybe get to know a pair of them a bit better by the end of the session. There are definitely some that could increase the pain of her kicks even more.

"Take a seat." She said and Tom sat down into her desk chair, while she's sitting on her bed. "So, you're really sure you want me to do this?" She asked to make sure.
"Yeah, i think i'm ready. I just wanted to add that i can only be here 'till 5 p.m."
"Oh trust me, i don't need that much time till you have enough." She began to tease. "If i had to guess, it probably won't even take 5 minutes till you begin to beg me for mercy."
"But even before i had discovered my fetish i was lasting your kicks without too much struggle. I was still standing after 5 full kicks!" He defended himself.
"Haha, you're face said something different and do you really think those were the hardest kicks i could give to you?" Tom gulped.
"Well, seems like that made you speechless. How about we start then? What do you want me to do?"
"Ehm, i don't know, you can decide."
"Oh, you're brave." Anna laughed and began to think about what to do. "How about some kicks then if you're so sure that you can take them well and to spice things up you'll have to take your pants off." Tom was shocked.
"Wait, isn't that a bit much?"
"Don't you want the full experience?"
"Sure, but.. it's just so private."
"Come on, you've already told me about this fetish and you also said i could decide." Tom was silent. It was crazy how eager she was. "How about we make a bet then. I'll kick you 5 times. If you're able to stand, which you said you easily could, you can leave your pants on, if you're about to fall though you'll have to take them off and follow all of my orders for this session. Is that ok?" Tom wasn't sure what to think about it.
"I don't know, it's just.."
"You said you could handle some kicks. Do you take it back?"
"No!" What was going on in his mind. He was pretty intimidated by her, but for some reason his pride was still too big.
"Perfect, than we should start." She stood up and looked at Tom, who wasn't realizing until now that she saw that as an agreement. "Stand up!" She commanded, which was actually quite intimidating. He stood up and stepped back and spread his legs.

"Good." Anna said and swung her red toed foot in her nylons a bit towards his balls to get a little feel for it. Tom was very split in his mind if she was just bluffing about the strength of her kicks or if she was actually right.
"It can't be", he thought, "those kicks were meant to teach me a lesson, why should she hold back. Otherwise.. If she didn't hold back it could be that there's some lasting damage and how should she explain that to my parents? She probably didn't want trouble with them.. Oh no.."

He wanted to intervene, but it was already too late. Within a matter of a second her foot swung towards him, straight into his wide spread legs. A loud smack could be heard and his body was lifted up as her foot rose higher. A huge adrenaline kick came in as she swung her leg back, but it was rapidly interrupted by the wave of unbearable pain that was going through his whole body.

Without even a chance of still staying up he collapsed to his knees, his arms just barely strong enough to hold his upper body off the ground. His breath was heavy and eyes all teary when he noticed the pair of red toed feet coming closer and stopping before him.

"Well" Tom looked up to Anna, whose smile alone sent shivers down his spine. "I think it's clear who won this bet."