I'm a server at a high-end restaurant. A customer paid me to kiss her virgin son. What happened next changed my life forever.

*Everyone in this story is 18+ and fully consenting.*

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 who looked to be her son, who at the time I thought looked like 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 to 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 to 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 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 of my anxiety, and it mostly worked.

When I got to the gate, there was a guard there 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 more calm 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 minutes 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 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 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.

I was first to let my tongue venture out past my lips to touch his, and that seemed to unlock something in him.

He pushed himself forward into me, causing me to lean back into the couch as he roughly pushed his tongue into my mouth, licking my tongue and even my teeth, which felt kind of weird but was also hot at the same time.

I leaned into it and tried to match his energy, licking his tongue and even playfully biting it. I was getting even more turned on and started to feel that familiar feeling of being empty and needing to be filled.

After another few moments of this, I suddenly felt his hand make its way to my boobs, and when he squeezed one firmly, I felt a little rush in my clit. It made me moan and now I could definitely feel the wetness gathering in my panties.

When Kenny reached to start unbuttoning my server uniform, Sophia spoke up.

"Baby, hold on. I invited Lexi here for your first kiss. We need to ask her if she wants more."

To his credit, he stopped immediately and sat up. My eyes immediately dropped to his crotch where his sweatpants were tented with what looked like a very nice-sized cock. I wanted it.

I didn't hesitate and said, "I want more!"

Sophia laughed in a nice way and said to her son, "I need to speak to Lexi alone for a moment. Go up to your room and we'll meet you there in a bit."

Ken took a deep breath and sat up straight. He very respectfully said, "Yes, Mother."

When he stood up, he didn't do anything to try to hide his substantial erection, and I noticed Sophia had her eyes glued to it as well.

When we heard his door close, Sophia began speaking again, this time very quietly.

"It was so hot watching you kiss him. Are you as wet as I am?"

My eyes flew open in surprise at her words. I looked down momentarily and she could sense my hesitation. She added, "Oh, don't be so surprised. I'm a divorced single mom who hasn't dated in years, but my pussy is still in very good working order."

We both laughed at that. Her next words shocked me even more. "I know I asked you here to give Kenny his first kiss, but now I realize he wants more, and as we just heard, you want more, too."

She went on, "I don't want this to be awkward, but I think you should be properly compensated for doing this for us." *Us*, I thought. "Would you be willing to stay the night? Perhaps, for..." She paused theatrically and then added, "Another $2,000?"

My eyes told her that I thought that was way more than generous, and I confirmed it by saying, "Wow, that would be awesome."

"You're probably wondering if there's a catch, and there is," she continued.

Oh boy, here it comes. Liam Neeson, come save me!

"What's the catch?" I managed to get out.

"I want to watch. I have quite a voyeur kink, and it would greatly please me to watch you take my baby boy's virginity."

I said, "I mean, I guess. I don't mind. But..."

When I didn't continue immediately, she prompted me, "Yes?"

"Could I maybe take a quick shower?" I asked.

A look of knowing came across her face and she picked up her phone. She said, "Oh, of course. I should've thought of that. I'll have him shower too."

She sent off a text and soon enough, I could hear a shower running upstairs.

She stood and held out her hand. She said, "Follow me."

We walked up the stairs hand in hand and past Kenny's room where we could hear the water running.

We went down a long hallway past several different doors and entered the huge, main bedroom. This room was also probably bigger than my entire apartment and I said, "Your home is so beautiful!"

"Thank you! I designed it myself," she said.

To myself, I thought, wow, *designed* it? So cool!

She kept walking and said, "Bathroom's this way. Come on."

The bathroom alone was like something a normal person couldn't even dream of. The huge mirror had some kind of display in it and there was a huge jacuzzi bathtub, a large standalone shower with multiple shower heads, a toilet, a separate bidet, multiple sinks. It was insane. I was standing in the land of the rich.

Before I knew what was happening, Sophia was removing her clothes and putting them on this little table. She said, "You'll probably want to get undressed to shower," and laughed.

I asked hesitantly, "Are you showering too?"

She answered as if it were obvious. "Of course. I want to see all of you before I give you to Kenny."

I said uncertainly, "Oh, okay."

Sophia pulled her bra off and her tits came into view. I blinked and took them in. She was in pretty good shape for her age, and she had nice boobs. When she removed her panties, my eyes were drawn to her neatly-trimmed pubic hair.

She actually turned around so I could see her firm butt and then said, "Take a good look. Now, it's your turn. Show me your body, Lexi."

At this point, I was shaking with adrenaline. Here I was, in a nearly-complete stranger woman's bathroom, about to get naked and shower with her.

Initially, the movements I made were robotic. I unbuttoned my shirt and took it off like I was at a doctor's visit.

She interrupted me. "Try to relax; I don't bite." She laughed and added, "Well, I do, but I promise you would like it."

That made me laugh, and I relaxed slightly. I started to pull the straps of my bra down, but she interrupted me.

"You know what, is it okay if I take off the rest?"

I nodded quietly and she moved really close to me. When her hands touched my skin, it was electric. She placed her hand on my lower back and caressed upward until she was at my bra. She unhooked it effortlessly and moved her own naked body forward until she was against me, pressing her warm tits against my back.

She gently pushed my bra away from me and put it on the table with her clothes.

She walked around me and said, "Let me see you. Put your head up and back. Stand tall."

Her voice was firm and authoritative when she gave commands, and I obeyed her without hesitation.

When she caressed my breasts, I wasn't even surprised. I could see in her eyes that she wanted me, and at this point my vagina was pulsing with need, and my clit was throbbing so much I thought I might come without even being touched.

She said, "I guessed during dinner you were about a C-cup." She put both hands on my tits and squeezed them firmly. "Is that about right?"

I gasped with pleasure and looked into her eyes and said quietly, "Yes, ma'am, 34C."

She squinted and laughed softly. "Please don't call me ma'am; it makes me sound old. My friends call me Sophie, okay? And I think we're going to be great friends."

I nodded and she took my nipples between her thumb and middle fingers and squeezed them, causing me to moan. "Such a good girl," she said soothingly.

I felt my back break out into goosebumps. Who were these people? What on Earth was I even doing here?

At this point, it got surreal as Sophie knelt down in front of me and helped me out of my shoes and socks before moving to my pants, which she undid and lowered to the floor, leaving me in nothing but my panties.

I looked down at her head as she folded my pants and placed them on the table.

She caressed my legs up to my thighs and up to my boobs before saying, "And now, for the *pièce de résistance*."

I was quivering now as she got even closer and pressed her warm, naked body against mine. She slowly moved her hands down over my skin, and with a practiced gentleness, lowered my panties to the floor. I stepped out of them without needing to be told to.

Her face was mere inches away from my pussy now, and I felt extremely exposed. When she took in a long, slow inhalation with a satisfying moan, I knew she was smelling me and I was no longer shocked, nor was I surprised. I was perhaps more turned on than I had ever been in my life.

She had me turn for her and she softly said, "You have a cute butt, Lexi."

I answered back, matching her tone. "Thank you, Sophie. You're so beautiful, too."

She stood and said, "Thanks, you should've seen me about thirty years ago." She laughed and so did I, albeit nervously.

She was holding my panties in her hand and before placing them with the rest of the clothes, said, "I'll be holding onto these if you don't mind...?"

Again, I was past the point of being surprised and said, "I think I'll be able to buy a few more with $2,000."

She smiled widely and said, "If everything goes well tonight, I'll take you shopping sometime and get you some very nice underwear."

Without waiting for a response, she took me by the hand and led me to the shower.

I would like to say that we had some crazy hot lesbian sex in the shower, but we didn't even kiss. I stood there and followed her commands as she washed my body. Lift up your arms, turn to your left, pick up your leg, bend over, squat, and on and on. I did everything she said.

When she touched my pussy, I had what I will characterize as a "mini" orgasm. I felt a huge rush of pleasure course through my body as she touched me and even moaned.

She kept saying things like, "You're so sexy," "you're so perfect for Kenny," things like that. In my mind, I wanted to kiss her so badly and tell her she was perfect for *me*, but I didn't know what she wanted.

I had always known I was bisexual since I was a teenager, but I had never done anything more with other girls than kissing, which I really liked but never had the opportunity to go further.

Sophie washed my asshole for me, which felt otherworldly, and then said, "You should pee before we go see Kenny. Just go right here. I'll join you."

Before I had a chance to think about the words she'd just said, she released a stream of urine that trickled down to the shower floor.

I said, "Um, okay. I just need a second."

To be honest, I peed in the shower all the time, but not in front of strange women I had just met that day. It took me almost a minute before I could relax enough to let it out, but it finally came and Sophie watched on attentively.

When I finished, she actually said 'good job' and I think I blushed, which made her laugh. "Nothing to be ashamed of, my dear. Now let's rinse your pussy one last time."

I was enthralled with how open she was with her words and enjoyed the sensation as she sprayed me with the handheld showerhead.

I had noticed she hadn't been washing herself, so I asked, "Do you want me to wash you now?"

She smiled, "You're so sweet, but no. I'll shower with you again after we're done with Kenny. I'll let you wash me then, okay?"

I was already looking forward to that next shower. I couldn't get enough of Sophie's energy.

But first, it was time to go see Kenny. I was so ready. I remembered to text my bff to let her know I was staying the night and to not worry, and she was cool with that.

*Continued in Part 2 soon...*