Cops and Robbers

Cops and Robbers

How Laura became my girlfriend, I'll never figure out. She was a strong, take charge person. She decided when we went out, where we went or what we did. She had a hot looking body with a nice big set of tits and long strong legs. Me, I was three inches shorter than her five ten stature and almost the same weight (I think she was actually a couple of pounds heavier than I was). My only guess was that she liked that she could boss me around and I would be thankful that she selected me as a boyfriend.

We've been going out a while but we lived in different places. She seemed happy with this arrangement and I was too chicken to make the suggestion of moving in together. That said, most of my time was spent at hers since my place was too tiny bachelor's I could just afford. As a web developer, Laura allowed me to work at her place and use her internet so I didn't have to pay for it at my place. In exchange, I cooked and clean and did the laundry for her. Which was fine in the beginning.

It started innocently enough. One day. Laura handed me an apron to wear so I wouldn't get dirty as I cleaned. It was a white pinafore with white frills along the edges. A big bow was tied in the back with the tails hanging down below my butt. I kind of like the way it hung snuggly on my hips.

Soon after, Laura seemed dissatisfied with my cleaning attire. She handed me a change of clothes so I wouldn't soil my regular clothes. "But Laura. This is a maid's outfit. I can't..."

"This is what you will hear when you clean my place." Laura said sternly with a glare that could stop a charging bull. That was the end of the discussion as she turned away and ignored me any further.

The next day was house cleaning day and so I was to dress as expected. The outfit included everything and I mean everything that a sexy maid's outfit would include. I started with a white garter belt around my hips then rolled on some white, seamed, fishnet stockings just like I watched Laura do many times before. I clipped each of the ten straps to the tops of the lacy welts; five on the left and five on the right. Most of my body lacked hair growth. No chest or pit hair and barely some pubic. I was amazed at how nice my hairless legs looked.

Next was a white frilly panty with pink along the frills. I loved how the tight straps looked as they bit into the bare skin of my thighs, especially the backs.

I picked up the bra. It was full cup with heavy padding. I hooked the eyelets and adjusted the straps. My boobs had to be at least a full D-cup. Almost as full as Laura's Double-D's which was good since I didn't want to overshadow her.

The dress itself was pretty. A standard all black with some crinoline under the skirt part. I stepped into the dress and did the back zip that closed with a click at the top. The hem was pretty short and with the stiff crinoline beneath, most of my legs were uncovered so you could easily see my stocking tops and garter straps.

I actually enjoyed wearing this outfit as I cleaned the house and did the laundry. Bending over caused the back of my dress to flip up and exposed my panties and pressed the back garter straps to press into my thighs even more.

"Nice ass, Baby!" I heard Laura standing behind me say. She grabbed my hips and dry humped my ass giving me a hard erection in my panties. That night, she had me take off the dress and wearing only what I wore beneath, we had incredible sex. After eating her delicious pussy until she came, she pulled my panties aside and used her strap-on to fuck my ass harder than she had done before.

She enjoyed it so much so, that Laura bought me some more sexy lingerie to wear to bed. I was happy she was happy.

When Laura noticed my footwear, she threw a pair of her heels at me. Black open toed mules with a high skinny heel. "You should wear proper shoes when you are dressed up as my maid."

I looked at Laura with a "How am I supposed to wear and walk in these" kind of look. Of course that was the end of any discussion.

I kicked off the shoes I was wearing. I sat down as I slipped my feet into the stilettos. I had heard and read about many men initially wearing heels and how they fell over trying to keep their balance or walk. The shoes fit nicely and I decided to try them out. I slowly rose from my seat while using it as support. I was surprised that I could keep my balance easily. I cautiously lifted my foot and took a careful step. No problem. Then another step and another and another. I actually found them quite comfortable and easy to walk in and took a couple more confident steps until my ankle gave and I fell on my ass.

"Silly girl." Laura laughed. "You need to be more careful."

The more I wore them, the easier it was to move around. Even not dressed in my maid's uniform, Laura made me wear the heels. Then she bought me a couple of more. I wore them at her place and mine.

"Next week is Halloween. Rebecca is having a party at hers." Laura informed me. "It's a couple's theme. I'll handle getting the costumes."

Seemed like a done deal. No conversation. No seeing if I had made other plans.

The day of the party, I was over at Laura's as usual. Party was to start later that evening so we had some time to fool around in bed. After eating Laura to climax, she allowed me to cum inside of her. And then I had to clean the cream pie inside of her until she sprayed my face with her juices.

While Laura was in the shower, I changed the bed linen and clean the room. The smell of sex was intense and I had a boner sticking out of my panties.

I needed a shower too. When Laura was done, I was allowed to clean up. "Make sure to shave off those straggly bits of pube hair."

The warm water pelted against me. It felt great and helped me relax. I made sure that any body hair was gone as instructed. I dried off and wrapped a towel around me. I opened the door to see Laura dressed as a sexy cop. She looked so hot. The blue shirt was snug around her body with her big boobs threating to pop the single button holding them. Garter straps extended from beneath the tight fitting booty shorts. Her legs were covered by fishnets and knee high, stiletto heeled boots.

I was a little taken aback since I thought I would be playing the cop. I guess it would be okay for me to play the nasty robber. I went to the room that Laura referred to and found my outfit laid out. To say I was shocked was the least descriptive word I could use. The costume would be for a female cat burglar.

I looked to Laura for kindness and understanding that I could not wear this in public but she was having none of that. Her glare gave me little... no choice.

Once I resigned myself to the idea, Laura helped me. She applied some glue on nails then painted them and my toes with a candy apple red, sparkly enamel. There were some stockings and a garter belt. I attached each of the twelve clips to the sheer black hose, six on the left and six on the right. Then the suit.

The suit was a two-piece, tight-fitting, slinky, black spandex top and bottom. I stepped into the pants which were also sparkly like the ones Olivia Newton-John wore in Grease. I pulled them to my waist. My garter straps and clips created obvious lines and bulges from beneath. I was about to pull over the top but Laura stopped me. She handed me a box. I removed the lid to reveal to massive breast forms.

Before I could protest, Laura positioned them on my chest. They were self-adhering and needed no glue. Then she pulled the top over them. The forms were huge. At least G-cups with big hard nipples that poke through the thin material top.

The top attached to the waist of the pants to prevent anything riding up. It was hooded with cat ears. When she applied matching red lipstick to my lips, painted my nose pink, drew on a few cat whiskers and put on some black cat style glasses, it masked that I was a man. Or at least a male. No self-respecting man would allow themselves to be dress in such a slut costume.

I strapped on the black, CFM, six-inch stiletto heels she gave me. They had a two inch platform so at least I would move around a bit easier. I stood there in front of the mirror. I had no gaff or panties on. My erect cock was as evident as my garter straps and clips.

"You look amazing. Just like a cat burglar." Laura smiled at her work. "Just one more thing. A cat has a tail."

From its hiding spot, Laura pulled out a three-foot long black furry tail. She told me to turn around and bend over. "Hold your ass apart."

Not understanding, I did as I was told. Cold air hit my ass hole. It seemed the back of the pants were split. Laura pressed something against my hole and slowly pushed it in. While it was smooth, I could sense it was quite large as it gaped me and finally popped in.

The tail had some sort of string attached to it. Laura took it and attached it to the rhinestone choke she had me put on. It would allow my tail to stay up in the air without dragging behind me.

We arrived at Rebecca. I was very reluctant to enter her place being dresses as a feline but it seemed that all the women were dressed as males with their male partners as female counterparts. Rebecca was Fred Flintstone dressed in on off the shoulder saber tooth tiger skin and her partner Kevin was a sexy red headed Wilma. Sara was dressed as Samson while Danny was Delilah. Julia was Marc Anthony in a toga and Al was draped as Cleopatra. And finally Charlene was Romeo and Jerry clad in a lovely dress was Juliette.

And while some of Danny and Jerry looked like pretty girls with their perfect make-up, Kevin's and Al's make-up looked like guys crossdressing. There seemed to be some collusion since all of us had huge boobs protruding from our chests.

While the five women sipped on white wine, "we girls" were only allowed to drink some pink cocktail. Other than our costumes, things seemed to pretty normal. Of course, whenever I passed by one of the women, they never failed to yank at my tail. Which was fine but each yank caused my dick to leak inside. So much so, that a noticeable wet spot grew. This only made them yank harder and harder. The plug inside my ass was big enough to stop it from popping out.

After my third maybe fourth or fifth cocktail, I started feeling a bit light headed. So did the other girls drinking the pink concoction. My groin area tingled and the outline of my erection was easily seen through the tight fitting pants. Kevin and Danny were smooching on the chesterfield and stroking each other's hard cock. Al was behind Jerry eating out his ass. Jerry's dress was pulled up over his eight inch erection.

I found myself on my knees in front of him. A clear bead of pre-cum oozed from the pee hole of his uncut cock. I used the tip of my tongue and gently licked it off. It tasted so good, I needed more. My lips surrounded his girth as I took him into my mouth. I sucked at his dick like it was a straw. He held my head as he pushed himself into me. He hit the back of my throat. I didn't choke. He pushed more until my lips were around his base.

Al was now on his back between Jerry's feet. His head was beneath me. I lowered my ass to get Al to eat me. His long tongue penetrated my hole.

Suddenly, we found ourselves in a train. Al on his hands and knees lead the line. Fucking him from behind was Kevin who was being fucked in the ass by Danny. I was deep inside him with Jerry inside stretching my ass.

I was turned on my back; legs up in the air. Jerry's cock was back in my hole and pumped furiously. From his expression, I could tell he was close. Hard, penetrating thrusts and I started jets of my cum onto my face. A few more thrusts and Jerry filled me with his hot cream.