Sweet Dreams are Made of These Ch. 06

Sweet Dreams are Made of These Ch 06

"That was your soccer buddy, Jerry." Jennifer informed me as she hung up the phone. "He heard from Ted about Jacqueline and wants to hire her to work at his poker night."

I stood there stunned as my girlfriend had decided to hire me out as a sexy, slut maid to my friends and soccer pals. Ted had come unexpectedly and found me dressed up cleaning the house. He didn't recognized me at all or at least didn't seem to recognize me. Maybe it was my big, G-cup boobs that I somehow developed. Then when he introduced himself, I automatically answered "Jackie" but then quickly added on "line" and so Jacqueline was born.

After teasing him, he later contacted Jennifer for the service's number and arranged for me to clean his place. Even after discovering I had a cock (albeit caged), he fucked my ass like no tomorrow.

"Well unless you want to go to play card with your big tits sticking out..." when I didn't respond, Jenn continued. "Well then, you aren't going to just sit around here. And with four hours minimum with the possibility of more plus any "tips" that's a pretty good pay day. Or in this case, night."

I was pretty sure what she meant by "tips!"

Friday night, I was nervous as heck about the next day. Jennifer inserted a butt plug in my ass to make sure it would be receptive for any "tips!" After I ate her pussy to multiple orgasms, she fell asleep. I was restless all night and of course had another wild dream.

I found myself standing outside in the bright sunlight. I was dressed in a pink, cashmere, crop sweater. The short sleeved top had a low rounded collar that showed off my cleavage. My big boob seemed larger than my normal and my nipples stuck out very prominently. The panties I wore were giving me a hard wedgie and the taut garter belt straps held up some stockings.

I brushed down the matching pink, cashmere skirt that barely covered by stocking tops as a bus suddenly appeared. I lifted my stiletto heel shod foot and stepped onto the empty bus. The doors closed behind me as I moved towards the middle. Suddenly, the bus was crowded. Men, women crushed against me, all of them were faceless.

A hand brushed against the back of my thigh and traced one of my garter straps. Fingers deftly pulled up my hem enough to expose my leg. They pulled the strap and let it snap against my naked skin. Another hand snaked around and cupped my boob. A hand took hold of my cock over my thong and stroked me to hardness. Hands were now beneath my sweater and had ripped off my bra. They pinched my rock hard nipples causing pre-cum to pour from my pee-hole. I wanted to scream but could only moan.

I felt the back slat being pulled from my crack. A slick finger shoved through my sphincter muscle and bumped against my prostate. Then a thick dick penetrated my rear hole and humped against me. With a cock in my ass and my cock being stroked, I started to cum and cum and cum.

I awoke with a jolt sweating profusely. My panties were soaked with my own cum. The butt plug in my ass throbbed.

Not being able to fall back to sleep, I rose up from bed early and jumped into the shower. Jenn had arranged for us to go back to the spa for some pampering. She had laid out things for me before she had her shower. A red lace cup bra and a small red thong to wear beneath a thin white t-shirt and white leggings. The vibrancy of the red easily showed through the thin white material. I stepped into a pair of white, stilettos. It was the first time without stocking and felt strangely sexy.

I waited for Jennifer nervously; anxious for the evening. Jenn came down a bit later. She wore a similar outfit except in black. Immediately waved to me. "Let's go!"

The bright sunlight was warm and I was thankful for wearing white. Jenn was always cool and never had a problem with the heat. When we arrived at the spa, we were greeted by the receptionist guiding us to the change area. I was told to strip and put on a fluffy gown before being lead to a private room where Yoyo the attendant was waiting. She held me off with my robe and told me stand there. Yoyo went over my body and looked for any hairs that might have reappeared from last time. Any strays were lasered away. She paid particular attention to my crotch area which got me hard. She used her tongue to make sure I was smooth and hairless. She told me to lie face down on the bed and used her tongue in my ass crack to make sure it too was smooth and hairless. She inserted a finger inside to check just in case. LOL

I was on my tummy for my massage. My face in that stupid donut, my boobs pressed against the table. She climbed on and sat astride of me as she rubbed my back. An oily hand reached between my legs and played with my cock. She stood up onto the table, placed one foot then the other on me. Her back walking was just what I needed to get the kinks out.

She sat on my thighs. I felt the drizzle of oil on my ass and along my crack. She started to massage my bum, pushing my cheeks apart each time. Her thumb ran between and pressed against my back hole. Each time harder and harder. She grabbed my sack and squeezed and manipulated my balls.

I raised my ass off the table as much as I could since she was still sitting on me. Yoyo wrapped her hand around my stiff shaft and stroked me as her finger poked at my backside. While her thumb ran over my pee hole, her finger pushed past my sphincter. She wriggled it inside of me. Uncaring who might heard, I moaned loudly. "Oh fuck! Yeah! That's... Oh fuck!"

She told me to turn over onto my back. When I did, I didn't realize that she had taken off her clothes. The Chinese cutie was only five feet tall and with long black hair and perky tits. She sat on my hips to massage my big boobs. My erection nestled into her ass crack and used it to rub my shaft as she moved back and forth. She leaned forward to kiss me on my lips but as she did, my tip popped right into her hot, wet slit. I slid straight into her slick, tight pussy. "Your Mistress instructed me to make sure your balls are empty but she didn't say how."

She moved back and forth as she palmed my tits and pinched my nipples. When she squeezed her vaginal walls, I started to shoot my load.

I thought we were done but Yoyo had other plans. She climbed on top again but this time she straddled and planted her cum-filled, dripping pussy on my face. It was drink or drown. She held my thighs apart and surrounded my knob with her mouth. She bobbed up and down ensuring I would stay hard. Even after just cumming, her persistence paid off and was rewarded with another, albeit smaller, load of hot cream.

I was unable to move having all of my strength sapped after two powerful climaxes. She wasn't done yet. I watched as she stepped into a large strap-on and moved between my parted knees. She push my thighs up to my chest and penetrated my asshole with her big dick. As she fucked my ass, she stroked my erection. Having cum twice already, it hurt. But it hurt good. Her cock assaulted my prostate. I screamed in pain as I came for a third time but shot nothing but air.

Yoyo slowly extracted herself from me. I was left on the table a gibbering blob of wobbly jelly and definitely emptied of all cum. She let me recover a bit before cleaning me off. Donning a robe, I was assisted to the next area where my face and hair was done as well as a mani/pedi.

Completed with the make-over, I waited for Jenn. When she appeared, my jaw dropped. She was drop-dead gorgeous. Her make-up was strong and dominate looking as she smiled at me pleased with my results.

Back home, with a couple of hours before having to be at Jerry's for work, Jenn told me. "I have a special outfit for you to wear tonight. It's laid out in the other room. Go get dressed."

Anxious to see what I'd be wearing, I scurried off. I was a little taken aback by what I found. Rather than a normal women's outfit or even maid's uniform, I picked up and held a shiny, latex dress. Something I never would have thought about wearing.

I started with the red demi-cup support bra. They cradled my boobs and pushed them up and together. The lacy, underwire cups left my already hardened nipples exposed. The panties were also red but frilly. As I pulled them up, I discovered they were assless. The garter belt had twelve dangling straps that I fed under my panties and attached to my black, fine fishnet, seamed stockings.

I had to figure out how to put on the dress. The easiest way was to step into it rather than pull it over my head. I pulled the waist up over my hips and slipped my arms through the shoulder straps. The dress itself was very tight and form fitting. The latex was very thin and showed every goose bump and line of my underthings. While the dress straps hid my bra straps, the low cut, rounded front that showed a lot of boob and cleavage and some of my areola but just covered my nips. They still pointed through though. The flared skirt hem barely covered my ass and left my garter straps and clips exposed. Any bending over would certainly show off anything I wore beneath.

There was no maid cap or tiara or anything like that but there was a black satin choker to clip around my throat and wide enough to hide any remains of my small Adam's apple. When I attached it, there was a bit of a jolt, not big but not unnoticed.

The red shoes matched my undies. They were open toed to show off my red painted toe nails with an ankle strap to hold them on and a five inch stiletto heel. With no platform, it was a bit taller than I was used to.

Satisfied with how I looked, I went down to get Jenn's approval. She smiled at me and told me how nice I looked. "You need to go over now and help out with setting up. Do whatever Jerry says without question. Your Uber is outside now."

Of course it was my now regular Uber driver. She turned and smiled at me. "Wow! You really look the slutty maid. I'd fuck you now if you weren't my fare and your mistress didn't pay me so well."

We arrived at Jerry's soon after. The Asian bachelor had a nice place on a private, secluded piece of property that was treed off from any of his neighbours. I'm not sure how many times he's bragged about fucking his naked dates on his back deck and not been seen.

Although I had been there many times before to play poker, I pretended not to know where everything was. He showed me around and where everything was. Really everything was set up already. I was instructed to make sure everyone had whatever they needed; drinks, food or whatever. "Now as host, I get served first."

Jerry grabbed me around the waist and pulled me in tight. He kissed me hard on the lips. It was fortunate that my lipstick was smear-proof. He let my tongue probe his mouth as his hand crushed my ass. His other hand on my boob and pinched my nipple through the latex. I moaned hard. "Uuuh!"

My dick was so hard inside my panties. I could feel it press against his thigh. His hand reached between my legs and confirmed how hard I was. He dropped to his knees and pulled down my panties to my knees. "Fuck! Ted wasn't kidding!"

With both his hands on my ass, he held me there as his mouth opened and closed around my shaft. I was surprise on how talented his was at sucking my cock. But I was more surprised at the fact that he was sucking my cock period. After that extensive session with Yoyo earlier, I was able to remain hard without needing to cum.

Jerry turned me around and lifted the back of my skirt. He drove his face right into my ass while his tongue probed my hole. I pushed my butt back to give him full access. Thoroughly lubed in the back, Jerry stood up and easily penetrated me. His hip rhythmically smashed into my firm cheeks. Harder and hard until he exploded and filled me with his hot cum.

"Oh fuck, Jacqueline! That was incredible." Jerry panted as he flopped back on to his bed. His pants around his ankles with his hard, pulsating dick still leaking.

It was my job to take care of him. I leaned over and cleaned off his uncut dick with my tongue and mouth. He kicked off his pants and lifted his legs up over my shoulders. His cute hairless asshole winked at me. I moved lower and lapped his hole. He moaned loudly so I knew he was enjoying the rimming. He looked me right in the eyes and gave me a nod.

I moved onto the bed and positioned my dick into his hot wet hole. Unsure how much he could take, slowly I pushed myself in. His hole opened up and I was in to my hilt. I enjoyed the feel and with no urgency to cum, I took my time fucking his ass. That is until suddenly more of his white, hot cum spurted from his pee hole.

Jerry laid there panting and unmoving. Slowly, I pulled myself out and made myself look proper again. I asked him if he needed "anything else" (wink, wink) but he just said he would have a shower when enough of his strength returned.

I left him alone and puttered around to make sure everything was set for the game. A few minutes later, I heard the shower run. Then the doorbell rang. I checked myself out in the mirror and answered the call. It was Ted and Ron.

I invited them in and informed them that Jerry was having a shower. I was about to close the door when Rich appeared. Rich was our soccer team sponsor who owned the bar we frequented after the game. He was a good looking guy with greying hair and a bit overweight. With my heels on, I was a couple of inches taller than he.

Jerry soon joined everyone. I had served them all a drink and some nibbles making sure to give them an eyeful of my ass and legs as I bent over. I noticed the table was set for five. Normally I would play but since I was working, who would fill the extra chair?

Start time was approaching. The doorbell rang once more. Jerry answered and I heard him say. "Come in. Everyone else is here."

I turned to see who the fifth was. My jaw dropped as Jennifer strode in.