I'm female a server at a high-end restaurant. A customer paid me to kiss her virgin son

Sometime around Thanksgiving last year, I was working dinner service and had just put the check folder down on the table of an older woman and her son, who at the time I thought looked like he was in his mid-twenties.

The woman, who if I had to guess was in her late 50s, caught my eye and motioned for me to lean down so she could whisper something into my ear, so I leaned down and waited for her to speak.

The words she said took me aback. As an attractive female working in an environment with many wealthy men, I had been propositioned and flirted with countless times, but this was a request I'd never encountered, especially coming from a woman.

She whispered, "I know this might sound crazy, but my son has never been kissed by a girl before, and I think you are so cute and wanted to see if you would kiss him for a $500 tip."

My eyes must have flown open as the shocked expression took over my face while I quickly stood back up.

All I could get out in the moment was, "Ummm."

I looked around to see if I was somehow being recorded and this was some kind of prank by my manager or other coworker, but all around me everything seemed completely normal.

No one had their phone pointed at me and none of the usual coworker suspects were nearby smirking in my direction.

I looked back at the woman, who was sitting there patiently waiting for me to collect myself, and said, "$500?! Are you serious?"

As a single woman living alone in an apartment in a high-cost-of-living area, $500 was an amount that could really make a difference. I had been putting off some car repairs that I didn't know how I was going to pay for, and I thought a simple kiss was a pretty small price to pay.

I looked at the son and made eye contact with him. He looked shy and maybe a little nerdy, but otherwise he wasn't unattractive. He at least had shaved his face and looked like he'd brushed his hair before going out. He had really pretty blue eyes that I immediately liked, and I found that the little voice in my head was telling me to do it. It would be easy and over in a second.

I looked back at the mom and asked, "So, like, right now? Here?"

She smiled and motioned for me to come close again. She whispered, "Not here. If you're up for it, come to my house after you get off and we'll do it there. As a show of good faith, I'll give you the money right now."

From across the dining room, I felt the eyes of my manager on me, so I quickly said, "I can do that. Thank you. I'll be right back," and walked away to take care of my other tables.

When I came back around to their table, I picked up the check presenter folder and walked away with it. Upon opening it at the register, I found her American Express Black card, a small piece of paper, and five brand-new $100 bills neatly folded in half.

I quickly removed the slip of paper and glanced at it. There was a phone number and address on it and I took it and the money and slipped them into my pocket while running her card.

Thinking quickly, I wrote my name, number, and the time I was getting off on the back of the credit card receipt. My heart felt like it was about to beat out of my chest.

When I got back to their table, I smiled and thanked them for visiting and the woman thanked me for the great service.

For the rest of the evening, I couldn't think about much of anything else. Now and then I wondered about what I was walking into. Was I crazy? Going to a complete stranger's home to kiss her son? Who does such a thing? Did I have a death wish?

I texted my bff and told her what I was about to do and she told me it was insane and what if this was some kind of trafficking operation and other wild ideas.

I googled the address but all I could see was a satellite view. It was in a gated community so there were no pictures of the house on Google. The neighborhood was definitely in a nice part of the city.

I told my bff I would share my location with her and that if I didn't text her by a certain time to try to come find me, and she of course said she would.

When my shift was over, my anxiety was really high. I got in my car and took out the money and looked at it. I counted it out in my hands - one, two, three, four, five. I did it like three different times like an idiot.

Finally, I said out loud to myself, "Come on, Lexi, stop being a pussy. We can do this."

I took a deep breath and texted the mom, 'On my way!'

She responded almost immediately, 'We're ready for you. Tell the guard that Sophia is expecting you.'

We're ready. We. I mean, was she going to watch? Participate? What in the hell did 'we' mean? My overthinking took over.

I nervously put the address into Google Maps and drove off into the night. I turned up my music really loud and tried singing along to take my mind off my anxiety, and it mostly worked.

When I got to the gate, there was a guard in a uniform. He tapped my window with his knuckle to get me to put it down and I felt like an idiot for not already having it down.

I pushed the button and the whir of the window motor filled the silence. The guard looked me up and down and asked in a practiced tone, "Good evening. Are you lost, miss?"

I swallowed and opened my dry mouth and told him exactly what Sophia had told me to, and his expression changed to a much more friendly one.

"Ah, Sophie said she was expecting a guest. Have a good night, miss."

With that, he stepped back into his security booth and hit the button to open the gate, and I smiled at him as I drove past.

I pulled into the large circular driveway of what I can only describe as a mansion and pulled up next to the front door. I texted my bff one more time to tell her I was here and she told me she would be waiting. On a whim, I sent my location even though I had already shared it. I guessed it couldn't hurt.

I took another deep breath and walked up the very well-lit walkway to the large white front door and pressed the doorbell.

I didn't hear anything, but about 20 seconds later, Sophia opened the door, smiling widely.

"You came!" she said brightly, followed quickly by, "Come on in."

I walked into the house and she closed the door behind me. I internally flinched slightly when she loudly locked the deadbolt, but did my best to remain calm.

I tried to act confident and spoke first. "How are you this evening, Sophia?"

She smiled again and said she was fine, and we spent a few minutes making small talk. I followed her into a living room that was bigger than my entire apartment and we sat down.

She offered me a glass of wine and I gratefully accepted. I took a sip and swallowed it down, hoping that it would help me to feel calmer in the next few minutes.

Sophia got out her phone and said she was texting her son to come down 'out of his cave' and in a couple of utes, he joined us on the couch.

He looked very confused when he saw me sitting there and asked his mom what was going on. I couldn't believe she hadn't even told the poor guy about what she had planned!

In the next few minutes, I learned that his name was Kenny, and he was currently not employed and mostly played video games with online friends. Pretty typical, I guess.

When Sophia said she brought me here to give him his first kiss, Kenny turned several shades of red and seemed a little upset. He said more than once to her, "Are you serious right now?"

She was pretty strong-willed, though, and was quickly able to calm and reassure him. He looked at me and apologized a couple of times, and I could actually feel myself relaxing a little since I apparently wasn't about to be a victim character in the latest reboot of Taken.

When he finally turned to me and asked if I was really okay with this, I said I was and after a few minutes, he seemed like he was up for it.

At what seemed like the perfect moment in an otherwise awkward silence, Sophia asked, "Well, shall we begin, Lexi?"

I smiled and said sure, and then her next comment threw me off. "Do you both mind if I stay and observe?"

Observe? Who says that?! It struck me as extremely weird, but in the moment, I wasn't feeling overly confident and shyly said I would be okay with it. I guess I had been right about obsessing over that 'we' earlier.

Kenny laughed and said something like, oh, you like to watch, do you? Everyone laughed and she said that yes, maybe she did.

He rolled his eyes a little but kind of shrugged it off.

It seemed like he was trying to get ready and looked at me and asked again if I was sure, and I said I was.

I don't know if it was the wine, but he was starting to look cuter to me. I liked his laugh and his blue eyes were beautiful.

He scooted closer to me on the couch, and I did too.

We were face-to-face now, and he suddenly awkwardly said, "Um, should I go brush my teeth? I honestly didn't know this was happening."

I giggled and found a little confidence, moving right in and planting a quick kiss on his lips. I think I caught him a little off guard because he opened his eyes wide. Thankfully he didn't try to pull back.

He did say, "Whoa," and then I did it again. This time, I moved a little slower to give him time to be ready, and he kissed me back for a couple of seconds. It was nice.

He looked back at his mom and said, "Wow. That was..."

I said, "Hey, over here." I turned his head back to me and started kissing him for the third time. This one lasted closer to 10 seconds, and I could feel and hear him breathing through his nose and I felt the heat of his lips.

When the fourth kiss started, he took more control. He started parting his lips a bit and I could feel a hint of his warm saliva in my mouth. I loved kissing more than just about anything. I started to feel aroused, and my clit was throbbing. I had a feeling that my pussy was starting to get very wet.

He stopped and asked if I was still okay, and that melted my heart a little. I answered by pulling him back to me and continuing the kissing.
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