I walked with Vanessa to the end of the block to where Blue's Diner was located. It was at the end of the same block, which had The Facility. Blue's Diner was your average greasy spoon that somehow survived in 2013 despite the big chain coffee shops. I opened and held the door open for Vanessa; she smiled and looked down as she walked in. I noticed she had redone her makeup, only a keen observer would notice faint traces of the makeup, which ran down her face from her caning. I walked up to the hostess; she was your stereotypical looking young, attractive hostess.
"Table for two, please" I said, wondering if she knew where we had just come from.
"Right this way, please." She said, grabbing two menus.
I turned to Vanessa and she followed the hostess and I brought up the rear, my eyes fixated on Vanessa's bottom, knowing it had six cane marks on it.
"Will this do?" asked the hostess.
"Yes, thank you" said Vanessa.
Vanessa was already sliding into the booth by the time she gave the hostess her answer. Vanessa winced in pain as she had to put the full weight of her body on her bottom to sit. I stood, suddenly nervous, realizing, sitting would be painful for several days.
"Sit, Tim. The pain from sitting is a wonderful reminder of your spanking." Vanessa said.
I slid into the booth and cringed my face in pain. It felt as if my bottom was still on fire and sitting only intensified the feelings.
"You probably have a million questions" said Vanessa.
"Well, yes. I guess it is hard to keep secrets from each other now, since we have seen each other naked and knowing we both get spanked." I said, not realizing the waitress had come over to take our order. The waitress of middle aged, smacking gum, slightly overweight and had her hair pulled back into a messy ponytail.
"Spanking? You two just come from The Facility?" she asked, with a certain curiosity in her voice.
Vanessa and I both stared at each other for a moment.
"Yes, is that a problem?" Vanessa asked there was a tone of defiance in her voice.
"Problem?! Heck no! Since The Facility opened up our business has sky rocketed. The customers are better behaved and the tips are much better. I wish it opened up years ago. Now, what can I get you two?" the waitress said.
Vanessa had an evil looking smile on her face.
"Two cups of coffee and two slices of cherry pie, please" she said.
"Be right up, hon" said the waitress as she left.
"Cherry pie? Really Vanessa? Isn't that a little over the top?" I said
"This is a celebration. After all, one of us just had their spanking cherry popped and it wasn't me. Tell me, what got you interested in spanking?" asked Vanessa.
"I really don't know. I was never spanked growing up, but I remember every time I heard the word, it would feel as if the word was full electricity. I wanted to know what it felt like. Spanking is a huge turn on for me. What about you? What got you in it? How long have you been going to The Facility? Who spanked you?" I asked, feeling slightly at ease saying the word, spank.
"Similar as you. It is a sure fire why to get me turned on. I have better orgasms after a spanking. I have been going to The Facility for a few months. I have been spanked with a hand, brush, belt, paddle, twase, flogger and cane there. I have been spanked by Carol, the mom looking one, Robert, the dad looking one, but my favorite is the new girl, Kate." Vanessa said.
By this point, the waitress had returned with our pie and coffee.
"Kate is the one who spanked me as well." I said, feeling my face turn as red as my bottom.
"Did you have to do corner time on that damn scaffold? I love and hate that thing. It is great reflection time, but being forced to stand their naked, with that sign around your neck is very humiliating. The humiliation is worse if the waiting room has more guys than girls in it waiting for their spanking." Vanessa said.
"Awww...poor Vanessa. Having to stand there all naked with her sexy bottom all red. I had to stand there with cum dripping off my cock and stomach, so don't tell me about humiliation." I said.
I could see on her face she was intrigued.
"Kate jerked you off?" Vanessa asked.
"No, she said since it was my first time she couldn't touch me. I jerked off while she scolded me. She touches you?" I asked.
"One of the perks of being a repeat customer. I get a helping hand. She uses a vibrator on me. At least when I do scaffold time, I don't have cum dripping off me." Vanessa said laughing
"How often do you go?" I asked.
"About once a week, sometimes less. Why?" asked Vanessa.
"I was thinking, could we be spanked together? I mean, we both know we both like it. We have seen each other naked; does The Facility offer group spankings?" I asked.
Vanessa's mood changed a mixture of interest and dread.
"Yes, they do." she said in a barely audible whisper.
"Then let's go make an appointment when we are done here. Next week? Unless you think your bottom needs more time to heal?" I said
That same look of insolence washed over her face. I bet she could be spanked for a poor attitude.
"I'm finished with my pie and coffee. If you are ready to put your money where your mouth is, we can go make your appointment." She said with a rebellious tone in her voice.
I threw some money on the table and we made our way out the door. Within a few minutes we were back inside The Facility. Cassandra looked up from behind her desk with a look of surprised.
"You two? Back so soon?" Cassandra asked inquisitively.
"I was hoping to make another appointment with Miss Kate." I said.
"When were you thinking, Tim?" asked Cassandra.
"Well, it is for both Vanessa and I to get spanked together by Miss Kate. We are friends and thought it would be fun to share this experience with each other." I said.
"Next Tuesday at 10 AM. Does this work?" said a smiling Cassandra.
"Yes." Vanessa and I said in unison.
"Very good. We will see you then. Before you leave, I need to speak with Tim on a matter." said Cassandra.
"Did I do something wrong?" I asked.
"Not really wrong, sweetie, just a note I saw in your file that Miss Kate wrote. She said that you weren't well groomed....down there." She said pointing to my crotch.
I blushed a deep red. I tried to answer, but nothing came out.
"It is a hygiene issue, Tim. If the prevalence of STD's in our society, and so many naked people around each other, our employees need to make sure you don't have any open sores. So we ask all our clients to be well trimmed, shaved or waxed." stated Cassandra.
"I'll make sure he is well groomed for our appointment next week." said Vanessa.
With that we were out the door.
***************************One Week Later*******************************
There was less dread as I waited for my appointment at The Facility than before. I was excited. I was looking forward to seeing Vanessa naked and spanked. I was excited to get spanked and wondering what extra perks I might get as a repeat customer. Vanessa told me she would be at my place a 9 AM to groom me. At exactly 9AM, there was a knock on my door. I opened my apartment door to see a smiling Vanessa. She had bright red lipstick on, mascara, blush, she looked incredible.
"Morning, Tim! Ready for your trim?" she asked.
"I guess." I said sheepishly.
"Good. Now get naked." she said giggling.
I reluctantly unzipped my jeans and stepped out of them. I was embarrassed even though she had seen me naked a week before. While I was doing this she pulled an electric trimmer out of her purse. She plugged it in and turned it on. The buzz filled the room. She turned to face me.
"Tim? Why do you have a boner?" She asked sounding surprised.
"Umm...honest answer?" I asked.
"Yes, otherwise I will tell Miss Kate to be harsher with you." She said sternly.
"I have feelings for you." I blurted out.
She smiled, a soft, gentile, loving smile. She kissed me, leaving me the taste of lipstick.
"We will discuss this later, but you need a trim and we need to get going to The Facility." she said.
She quickly ran the trimmer around my cock and balls, leaving a small pile of hair on the ground.
"There! All done. And if I don't say, you look much sexier, Tim. Now get dressed, we have to hurry. Trust me, you don't want to be late to your appointment at The Facility." she said.
We left my apartment and soon arrived at The Facility. We entered the same dull waiting room and saw Cassandra at her desk.
"Morning Vanessa, Tim. Tim, please fill out these forms and return them to me." She said.
