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Another adventure in the Saturday/Sunday at the Café series. A crash course: our protagonist Sam works at the Femboy Café for William, alongside his friends Pat and Alex.
As per usual, all characters are over 18.
“I hope you’re enjoying your steak, Sam,” said William. His eyes twinkled in the candlelight.
“I am,” I told him in response. In the back of my mind, I was fairly certain I’d heard William ask that before, even though I’d never eaten steak with him before. I definitely had experienced his meat, though. Many times. “This is a little beyond my budget, so I really appreciate it.”
William grinned and leaned in a little. His suit and crisp shirt accentuated his masculine jaw and slightly gray hair. “And I’m sure you’re enjoying your new outfit, as well.”
“Of course,” I told him, smiling back. For the occasion, he had gotten me all kinds of things, including a tight, red, sleeveless dress that went down to my ankles and a pair of nude stiletto heels. Underneath that was a red and black lace lingerie set – bra, thong, garter belt, and stockings – that was way nicer than any of the cheap crap I’d ever ordered off Amazon.
He had even gotten me a pair of silver bracelets. The whole deal must have cost a lot of money, which was why I then raised an eyebrow at him.
“Why’d you get me all this, though?” I asked him. Nothing like the gifts or this steakhouse dinner had ever happened before.
He leaned back and sipped his wine before answering. “What, can a boss not show some appreciation to his employee?”
I daintily cut off a new piece of steak. “This seems a little expensive for something like that.”
As I placed the cut piece of steak in my mouth and began to chew, William motioned his hand towards me. “Actually, I do have an… ulterior motive.” He took another sip of wine before continuing. “This was a… test, of sorts.”
I swallowed and raised an eyebrow again. “A test?”
“Yep,” he replied. “A test.”
I took a sip of my own wine, smiling slightly at the ring of lipstick marks on the glass.
“I really only see you serving coffee,” he said, “or bent over my desk. I don’t really see you in, well, gentler settings. And I must say, having watched you cut that steak, drink that wine, walk in those heels… the way you’ve interacted with me tonight, you’ve done it with a certain unmistakable grace.” He smiled again. “Sam, you’ve grown into a beautiful young woman.”
I blushed immediately. “Th-thanks…”
“I don’t mean to say there’s not still a man under there,” he reassured me. “But you are definitely a capable woman. And I need a capable woman this Saturday night. And, Sunday morning, I guess.”
My brow furrowed. “What do you mean?” I had already known that something was happening this weekend, because William had told us we’d be closed this upcoming weekend. (Upon hearing this, Alex had immediately asked “why?”, only for me to spank him and say, “don’t question it!” I knew we could all use some time off.)
“I have some old friends coming over this weekend,” he told me. “Friends with… similar interests to mine.”
I knew ‘similar interests’ meant men who were into femboys, and I was beginning to wonder if I was going to be asked to be a prostitute for the weekend.
“There will be six of us in total, including myself,” William continued. “We’ll need someone to serve us drinks and food – you wouldn’t have to cook or anything, just serve it – from around 3pm on Saturday to 10am on Sunday. You’d also have to clean up after us.” He sipped his wine. “And, as you can probably imagine, you’d also be expected to…”
“Fuck?”
He nodded. “Fuck. Everyone, probably multiple times.”
My jaw throbbed at the notion of how much cock sucking that would entail, and I frowned. “I don’t know, William, I could use the weekend off…”
“You’d be well paid, of course. One thousand, from each of us.”
I nearly spat out a sip of wine. “Six thousand?!”
William nodded again. “Yep. Of course, that’s conditional on you doing a good job, but I have no doubts about that.”
I rolled it over in my head. Yes, I would basically be a hooker for the weekend, but six thousand dollars was a shitload of money…
“And,” William continued, “there could be some other gifts on top of that.” He leaned in, speaking quietly. “Dresses, skirts, lingerie, shoes, bracelets, earrings, necklaces, sex toys-“
I swung my hand up to cut him off. “I’ll do it.”
He smiled his sometimes annoying, but always alluring, all-knowing smile. “Good. I’m glad you’re interested.” He reached a hand over the table and placed it on mine. “You’ll do a wonderful job.”
Looking into his eyes, I told him, “thank you, sir,” and before I realized what I was doing, I had leaned forward and was softly kissing him on the lips.
I broke off after a moment and smiled at him. He smiled back, leaned back, and gently wiped my lipstick off his lips with his napkin.
Afterward, we finished eating. William erzurum escort paid, and the two of us got up to leave. He offered me his arm as we walked out to his car. He even opened the passenger door for me as I got in.
The drive back to my apartment was mostly silent aside from the music coming softly to the radio. As we pulled up to my apartment, I thanked William for the night.
“It was my pleasure,” he told me, then he glanced up at the unit. “You know, I don’t think I’ve ever been here before.”
Yes! I thought. “You’re welcome to come up and see it,” I nearly blurted at him.
He grinned at how eager I was. “I would be delighted.”
Arm-in-arm once again, we ascended the stairs to my unit. I pulled my key out of my bra and unlocked the door, and then we were inside.
Flipping on the light revealed my messy apartment. There were clothes strewn about, and the kitchen counter was a disaster.
“Sorry,” I muttered. “This is the, uh, kitchen, and… living area, I guess. The bedroom’s in here,” I told him, pointing at a door that was just cracked open. I entered it, and he followed.
Neither of us bothered turning on the light, which meant I immediately nearly tripped over something that was in the floor. William opened the door enough to allow light in that showed the object to be a rainbow dildo.
“Maybe you don’t need the sex toys, then,” he told me.
“It’s not even mine!” I protested.
“Then whose is it?!”
“It’s Pat’s! That little slut practically lives with one of these in his ass. He bounces up and down on one while doing his homework. I think he left this here the last time he spent the night.”
William cocked his head slightly to the side. “And when was that?”
“Uh… last Thursday?”
“And how many times have you used it since then?”
I felt myself blush. “Once… maybe twice.”
William laughed. “I’m surprised he doesn’t miss it.” Something about his tone was sarcastic.
“He got a new one, I think, a bigger one. A week or two ago.”
“I know,” William said, and he took a few, slow steps towards me, before stopping in front of me and putting his hands on my hips. “I gave it to him.” With that, he kissed me.
After a moment, we broke off, and I told him, “you are an HR nightmare.”
He laughed again, then went into for another, longer kiss. His tongue pushed into my mouth and his hands roamed from my hips to my ass, where they started squeezing.
I began stroking his chest with my hands as we continued to make out for a few more moments, before William’s hands moved up my back and began to unzip my dress. He fumbled with the zipper for a moment before succeeding, and I felt the dress begin to slip off my shoulders. I lowered my arms and allowed William to tug it past my hips and down to the floor.
Now I stood before him in just my lingerie and heels, and we made out some more. I began to stroke his cock as we did so, and I enjoyed feeling it get harder and harder as my hands danced over his crotch. It wasn’t long before he couldn’t take it anymore, and he stumbled over to my bed while taking off his belt.
He got the belt unbuckled himself while he sat down on the edge of the bed, but I stopped him before he could unbutton his pants. I slowly did that myself while looking into his eyes, then I unzipped them. He stood up slightly to allow me to pull his pants and his boxers down.
I knelt in front of his cock, which was nearly full hard, and kissed it on the tip. William groaned and laid back on the bed.
Slowly, I took his entire cock in my mouth, with my lips making gentle contact with his balls and pubes. I then gently went up and down, savoring his salty cock. He groaned again, before placing his hands on the back of my head and guiding me up and down.
I sucked him like this for a few minutes before he pulled my head off his dick and sat up, patting the bed next to him. I sat down beside him before he pushed me back so that I was laying down like he had been.
William stood up and turned to face me, before grabbing me by my ankles and pulling me towards him, lining up my ass with the edge of the bed. He grabbed a bottle of lube I had on the nightstand and wildly squirted some on his dick.
“You naughty slut,” he told me as he reached down toward me. “Having your panties outside your stockings…” He pulled my thong down so that it was on my thighs, then lifted my legs up so that my ankles were resting on his shoulders.
I moaned as he thrust inside me. My hands gripped the bedsheets as he fucked me, starting slow then quickly getting much faster. I felt like such a slut with my heels up in the air.
William then snaked his hand around my leg and started stroking me, and I knew it was nearly over. I loudly moaned as he jerked me off, and the pressure from his cock inside me combined with the sensation on my dick was too much.
With a squeal I orgasmed, spurting cum all over my own stomach and garter esat escort belt. William kept stroking and pounding for another moment before pulling out, letting my legs fall to the ground, and then jumping on top of me.
He straddled me, kneeling, and waddled up to my chest, where I saw he was stroking himself. His dick loomed over my face, and I closed my eyes and stuck out my tongue. Sure enough, in just a moment I felt his jizz hit my face. After a moment it seemed he had stopped, and I opened my eyes, reached my head up, and licked the last little bit of cum off his dick.
With that, William retreated off the bed and began putting his pants back on. I laid on the bed, exhausted.
“Oh,” William said, just before leaving. “When was the last time you shaved? Your legs and pubes and stuff, I mean.”
“Uh… Friday night,” I told him.
“Good. Don’t shave this week,” he replied. “I’m going to send you the address of a place to get waxed. Full Brazilian, the whole deal. You’ll love it.”
“Thank you, sir.”
“Don’t mention it, Sam. See you this Saturday.”
I pulled into the driveway and whistled softly. William lived in a nice house. All brick, three car garage…
“We make that son of a bitch more money than I thought,” I muttered to myself.
I threw my car in park and rubbed my thighs once again. They were so perfectly smooth after getting waxed yesterday, and I couldn’t stop myself from rubbing my body. It made the pain I’d endured while getting waxed more than worth it.
I hopped out of the car, grabbed my backpack and heels, walked up to the front door, and knocked. I hadn’t known exactly what to wear, so I was in cutoff jean shorts and a t-shirt, though I had a feeling I would be changing very soon.
William opened the door. “Ah, Sam,” he said. “Welcome in.” He beckoned me inside.
Entering, I found that the house was just as nice on the inside as it was on the outside. “Wow,” I said, gazing over the living room, complete with two leather couches and an absolutely massive TV. “Very impressive, though not quite as nice as my apartment.”
William chuckled. “Yes, and not quite as clean, either. You’ve got your bunny costume, haven’t you?”
I nodded.
“I’d like you to start with that, then,” he told me, motioning for me to follow him. He went past the living room to some stairs and began to ascend. “I’ve got some other ideas, but you’ll mostly be serving food and drink tonight, so we can start with that.”
Since I’d wanted to wear something new, I was a little disappointed that I’d be wearing what I always wore at the café, but I didn’t say anything and followed William up the stairs an into his bedroom. He had a king bed and expensive looking furniture.
Through the bedroom was his bathroom. “Do your makeup and nails in here,” he told me, pointing towards a vial of nail polish on the vanity. “Use that one. And hurry, you only have an hour before Brandt is supposed to get here.”
I got to work, painting my nails first to give them time to dry. The color was a bright red. Then I changed into my thong, fishnet stockings, corset, collar, and ears, and finally applied my makeup. When I finished, a sexy young woman looked back at me. Leaving my bag in the bathroom, I got up, slipped into my heels, and went back downstairs.
William was sitting on one of the couches. “Wonderful,” he said when he saw me, before pointing through a doorway. “The kitchen is in there – you’ll be running back and forth between here and there quite a bit. Go say hi to the cook.”
Following his finger through the doorway, I found myself in the kitchen. A woman looked up from cutting meat at the island as I entered.
She eyed me up and down. “You’re the sissy bitch, huh,” she said.
I opened my mouth to respond, but all that came out was a stuttering “Ah, uh-“
She shrugged. “Whatever. To each their own. I’m Bella.”
“Sam,” I told her.
She pointed at the fridge and then at a cabinet. “Drinks will be in there, except for wine, which will be in there. Glasses are in the next cabinet. I’ll need you to get the drinks yourself; I won’t have time to.”
I nodded, then asked, “are you making all the food yourself?”
She nodded back.
“Damn,” I told her. “That’s a lot of work.”
She snorted. “It’s a shitton of work. But something tells me you’ll be a lot more sore tomorrow than I will, Sam.”
Grimacing, I turned and left the kitchen, returning to the living room, just in time to hear the doorbell ring. I looked at William, who simply looked back at me, raising an eyebrow. It took another second before I went “oh,” and hurried over to the door to open it.
Opening the door revealed a man on the other side. “Welcome in, sir,” I told him, holding the door open. He smiled as he entered.
“Willy!” he said as he saw William. William stood and the two hugged for a moment, slapping each other’s backs. “So good to see you.”
“Likewise,” William esenler escort responded. “I’m glad you could be here, Brandt.”
“As am I,” Brandt said, turning to look at me. “I’m already liking what I’m seeing.”
He did a twirling motion with his finger, so I slowly turned for him, something that I always found a little awkward to do in heels.
“He looks lovely, William,” Brandt said. William smiled as I blushed.
“Yes, he certainly does,” William replied. “Now, Miss Sam, would you help Brandt by taking his coat and putting it in the library?”
I nodded and grabbed Brandt’s coat, taking the heavy, leather thing in the opposite direction of the kitchen, to the library. There didn’t seem to be anywhere to hang it up, so I simply set it down on the desk and returned back to the living room.
Over the next couple of hours, William’s friends trickled in. I was struck by how unremarkable a group they were: Brandt, Steven, Nate, Charlie, and Karl were all late thirties or early forties, tall but not freakishly so, of masculine but not muscular build, and with short hair. It was like whoever had created them had been told to change each one slightly so that it wasn’t obvious they were all just copies of the original.
Another thing they had in common was that they were all delighted to see me. Every time I returned from storing a new arrival’s coat or brought someone a new drink, all eyes were on me. If I could have charged a fee for glancing at my ass, I would have made my six thousand in only a couple of hours.
When the clock hit six, it was time for dinner, and they all got up and headed to the dining room. That meant more work for me, and I was now shipping food back and forth. All of Bella’s cooking smelled great, and I hoped my stomach wouldn’t rumble in front of any of William’s friends.
After the table had been initially set, I grabbed a pitcher of water from the kitchen and returned to start refilling everyone’s glasses.
I gently moved in between Steven and Karl to fill their cups. Karl stared at me as I filled his, smiling as I made eye contact with him as I placed his glass back down. I smiled back, then turned to fill Steven’s. I had just started pouring when suddenly Karl slapped my ass, causing me to flinch and go “oh!,” barely avoiding spilling the water on the table.
“Wow, William. Excellent work,” said Karl, rubbing his hand up my inner thigh. “He didn’t spill a drop.”
William smiled at him. “Of course. Sam’s a professional. Very much a professional.”
The rest of the meal was uneventful, then everyone went back into the living room, except for William, who went upstairs. When he returned, he had a small box, and he motioned for me to come over to him. His friends were all sitting on the couches.
“Kneel,” he told me. I did as ordered and knelt in front of him, getting a little nervous. I’d done a lot of things, but I’d never sucked dick in front of an audience before…
But William’s pants remained zipped. Instead, he opened the box and pulled out a leash and a collar with a ring on it. He took off the collar I was already wearing, swapped it for the other, and attached the leash to it.
“Who wants him?” he asked, holding up my leash.
“I do!” said Karl immediately, jumping up for it. He took my leash and pulled me over to him, then had me sit in his lap. I immediately felt his dick stir beneath me.
William sat down, grabbed the remote, and, to my complete surprise, put a porn video on the TV. Nothing happened for the first ten minutes, but then this cute twink in a skirt and thigh highs started suck a jock’s cock and, suddenly, all of William’s friends had their own dicks out and were slowly stroking them.
I had barely registered my shock when the leash yanked my head back beside Karl’s.
“Grind on me,” he whispered in my ear.
“Yes, sir,” I whispered back, and began to gyrate as best I could on him, rubbing my ass on his crotch. He groaned with pleasure and leaned his head back.
This went on for a little while. I went back and forth between watching the TV and watching everyone jerk off. Seeing all those big dicks had me salivating.
My desires were fulfilled when Karl pushed me off of him, yanked his pants down, and pulled my head to his cock. I needed no further instructions and immediately started eagerly sucking.
“Oh god, fuck yes…” moaned Karl as I gave him head, swishing my tongue up and down his shaft. “I needed this so bad…”
The twink in the porno moaned loudly, but I barely even registered it as I sucked. Eventually, Karl grabbed my head with both hands, stood up, and started face-fucking me. I nearly choked as his meat slammed down my throat.
“Uhhhh, I’m gonna cum!” Karl yelled, and he thrust in one last time. His jizz shot out into my throat, and I swallowed it all as best I could.
Groaning, Karl pulled out, and I barely had time to breath before someone on my left grabbed my leash and pulled gently. I turned my head just in time to see Nate’s big cock cum all over my face.
I was kneeling there, licking jizz off my lips and trying to wipe it so that it wouldn’t trickle into my eyes, when Brandt walked over and picked me up, throwing me over his shoulder. I hadn’t realized he was this strong.
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