Sweet Dreams are Made of These Ch. 03

Sweet Dreams are Made of These Ch 03

With the new breast forms that Jennifer got me, we needed to shop for new clothes to fit me. Except, I thought it would be on line verse at the mall. Jennifer did my make-up and a wig. The transition was amazing. I think I even got a couple of looks from a number of husbands and a lot of leers from their wives. The fact that my already very short skirt kept creeping over my stocking tops and garter clips probably was the reason.

At the lingerie shop, I really enjoyed being fitted for new bras. The new outfits I got were very tight and very sheer and very short. Jennifer really loved showing me off. But the shoe store was the best. After the cute sales clerk showed me these incredible sparkly red stiletto heels, she sucked my boner that bulged from under my skirt.

Back home, Jennifer was strangely quiet during dinner. Of course she made me dress up before we ate. I put on one of my new outfits. After touching-up my make-up and brushing out my hair, I started with my new deep red, satin demi-cup bra with white lace trim along the tops of the cups that will support my huge K-cup breast forms. The matching panties were tiny thongs that cradled my balls and a slat that dug deep into my ass crack. It barely came up to my hips. There was no way they'd fit properly over my garter belt so I more them beneath.

The red garter belt had ten dangling straps to hold up my pink, sheer, seamed stockings. I loved how the reinforced toes still allowed my red painted toe nails to show through. I adjusted each strap to make sure they were straight and very taut against my thighs.

The outfit Jenn wanted me to wear was the white, stretch, taffeta lace dress. It was short sleeved and had a low cut bodice with round front and back. Jennifer purposely pick this one because it would show off my cleavage. It was pretty short too; just coming down to almost mid-thigh. At least the hem didn't climb upwards as I walked, however my hard erection still produced a noticeable bump in front.

Of course I had to wear my new heels. The sparkly red, skinny, seven-inch steel spike heels with an inch and a half inch platforms would go perfectly with my outfit. They fit like a glove as I buckles the straps around my ankles. As I stood up, I found them very comfortable to walk around in. I loved how they made my legs look; how they made my big boob and butt stick out even more. My cock got even harder.

Dinner was simple grill chicken and salad with white wine. For dessert, Jenn had got my favourite Crème Brule from my favourite bakery. I loved the texture of the ultra-smooth custard with the broken shards of burnt sugar. It was a good as the one we ate in Paris (France not Ontario or Texas).

Afterwards I was packing the dishwasher in the kitchen. My hands were wet as I rinsed off the dishes. I did not hear Jennifer approach me from behind. Front to back, she press her body against me. She nuzzled my nape as her hands snaked around to grab my boobs. She pinched my fat, hard nipples and even though they weren't real, I could feel it.

She pushed her hips into my backside. Then she pushed my back so I leaned over the sink. She pulled my hem over my butt then grabbed the dish soap dispenser and pushed the nozzle into my asshole. She gave it four or five pumps before extracting it. Jenn ran her long pointed nail along my crack and tickled my anus. Slowly she pushed her long finger in until her knuckle pressed against my backside. "Oh fuck, Jenn! Ooohhh..."

I felt her finger wriggle around and then slowly at first, she started to finger bang me. It wasn't the first time she's played with my hole but it was the first time she had inserted it. My breath was hard and raspy. I couldn't talk, only moan. "Uuuhhh... Uuuuhhh..."

With her finger still inside of me, Jennifer started punching my ass and pushing in her finger deeply each time. Each time, her finger would graze against my prostate. Each time, I grunted loudly. Each time, I'd almost cum but couldn't.

"I think you're ready, Jackie!" She whispered into my ear.

She slowly extracted her finger from me. Although she no longer held me in place, I did not move. Then there was something pressed against my asshole. It wasn't her finger, it felt fatter. Slowly Jenn applied more and more pressure. Both her hands held onto my hips. She backed off slightly before pushing forward again. Then it popped through into my soapy, defenseless hole. "Uuuhhh!"

I realized it must had been some sort of strap-on. Jenn repeatedly pulled back slightly then pushed in more and more. It was stretching me open as it entered. Then her hips hit my butt cheeks. I could feel it in my belly. Jenn did not pull back any but just continued to plunge her cock into me as hard as she could. With each penetration, she'd moan out loudly. "Fuck! Fuck! Fuck!"

Then three really hard shoves, Jennifer sustained a hard push into me. I could feel something fill me inside. Then another hard thrusts, more of something spewed inside of me until there Jenn collapsed atop my back.

She rested there for a minute or so before slowing easing away from me. It was then I sensed how big and long this thing inside me was. With each inch she withdrew, I had a mini-orgasmic spasm. I experienced seven with her fat knob still inside. Then she pulled the last inch out. My knees buckled and I fell to the floor.

I looked up at Jennifer who leaned against the counter to support herself. Between her thighs dangled her "dick." It wasn't a strap-on per se but I discovered it was a two sided cock with balls in the middle. The balls could be loaded with some sort of cream to mimic cum and could explode out from each end when triggered.

Jenn allowed her side to slip out and land on me. She then just grabbed me from the floor and yanked me to the bedroom. Throwing me on the bed, she pushed my legs apart and my knees towards my chest. With her "cum" still inside of me, Jenn shoved a plug up my ass and barely touched my prostate. She let my legs drop and turned the vibrator on with her remote. Low at first but it would automatically increase in speed and intensity.

Jenn mounted me and sat down hard on my still rock hard erection. Her cunt was slick and scalding hot from before. I was surprised and disappointed when she removed my breast forms but then placed nipple suction tubes on my nipples. They had a twist screw on top that draw my nips up the tube. It was pleasant at first but then when she didn't stop until the end. She held my wrists down and fucked me slowly at first then faster and faster. The vibrator just seemed to know when to escalate itself. By the fifth time Jenn orgasmed, the plug was at max. The minimal contact with my gland kept me from cumming until it reached its apex.

Jennifer collapsed on top of me. The plug still vibrating away and made me experience a continual orgasm until I blacked out.

When I awoke, it was still dark out and Jennifer had rolled off of me. I was still aware of the plug inside of me but the charge had depleted. I laid there and thought about what had just happened. I drifted off into a peaceful, deep sleep.

I awoke the next morning. Jenn had already got out of bed. The suction cups had fallen off but my nips were still extended. The plug was still buried inside of me and I had to pee. I gingerly walked to the toilet and sat. Carefully not to rip my asshole, I slowly pulled out the plug. After I released a long, hard stream of yellow, I stripped and had a shower. The hot water felt great against my hairless body. As I ran my hand over my sensitive nipples, hardness returned to my cock.

Drying my hair, I walked back to the bedroom. On the bed, Jennifer had laid out my outfit for the day as well as a note. "Put these on and don't forget your wig and make-up which you should be able to do yourself now. Clean up from last night. Do some dusting. And don't forget to empty the kitchen garbage. I'll be back from work for dinner. Love J."

I looked at the outfit. "Was she serious? How would I do the dusting in this?"

The panties were rose red thongs with a big bow in the back. I stepped into them and they rode high on my hips but cradled my balls nicely. I placed my breast forms on my chest before hooking on the matching full cup, plunge bra. My nipples still hurt from the previous night's pulling. The stockings were just above the knee white schoolgirl socks

The long sleeved top was tight, translucent white mesh that barely covered my belly button but the skirt...! You really couldn't call it a skirt. It was more of a belt. The white, stretch skirt was about four inches wide unstretched. When I pulled it on, if I pulled it up to my waist, most of my panties would show. If I pulled it down, the top was barely halfway up my hips. I guess covering up my crotch was better than having it exposed so I left it like that. Even then, the hem crept up when I walked or bent over or reached up.

I loved the shoe though. Hot red, five-inch high, thin heeled Mary Janes. They looked great and felt even better.

Jennifer was right. I learned to do my own make-up and not end up looking like a guy in drag. With the bob-cut, red wig on, you'd have to look really closely to tell I was a he. I checked myself in the mirror. I looked really good but my red underwear easily showed through the thin mesh top and skirt. Before I started, I tied a small apron around my hips. The front part was barely longer than my skirt while the big bow in back had extra-long, wide ties dangling down over my ass.

In the kitchen, as I put things into the dishwasher, I amused myself by exaggerated bending to place things into the lower rack. As I wiped the counter, I'd push and wiggle my bum. With things put away, I walked into the hallway and noticed shoes and stuff strewn in front door vestibule. I pick them up and put them in the hallway closet.

"Ding! Dong!" called the front door.

Without thinking how I was dressed, I automatically answered the door. Standing there was Ted from the soccer team. Dressed as I was, it was too late to shut the door and hide. Ted looked at me stunned. He checked the address and then looked at me again. "Er... Ah... I'm Ted. Is Jacque home?"

I shook my head. "I'm Jacq..." Realizing if I gave him my femme name, he might figure it out even though he didn't seem to recognize me at all. I added in a girlie French accent. "... line! I am Jacqueline! Non, Monsieur Jacques est... ez not here!"

"Oh. I called earlier and Jennifer said it was okay to come by and drop some things over for Jack." Ted said. "Will he be back? Do you think it is okay if I wait?"

"Oh... Ke, Monsieur Ted. Entre si vous plait." I invited him in. "Pleaze come in!"

Ted entered the house and I shut the door behind him. Even with my heels on, Ted was still taller than I was. He took a seat in the living room. "So Jacqueline. I didn't realize Jennifer and Jack hired a maid."

"Oh non, Monsieur." I answered and thought of a quick excuse. "I am from a cleaning service to clean zee house. If it is oh... ke, I would like to continue."

I retrieved the duster and flittered around the living room. I purposely bent over a lot knowing that my ass would be on full display only protected by my panty and apron tails. Getting braver, I moved nearer to Ted. I bent over with the excuse of fluffing the couch cushions. The loose fitting shorts Ted wore had a definite rise in the crotch area. "Monsieur Ted. May I get something for you to drink? Coffee? Tea?" I thought to myself. "Me!"

"Sure. Coffee would be great." Ted smiled. "Do the girls all dress the way you do?"

"Non, only for Madam Jennifer." I returned to the kitchen and made a fresh pot. As I waited, Ted entered the kitchen. Maybe he was feeling a lot braver.

"Uh, Jacqueline. Do you think you could come and clean my place?" Ted asked as he moved behind me. His hands wrapped around and took hold of my breast. I felt him press his crotch against my butt.

"Oh, Monsieur Ted! Arrete! Stop! I am not that!" I enjoyed it but there was no way I was going to let this get out of hand. "Not in Madam Jennifer's maison! You will have to call the company!"

Ted immediately released me. I was actually a little disappointed he didn't persist. I served him his coffee as I continued to tease him. I smiled as I spied on his dick peeking out from one of the leg holes.

"Unfortunately, I can't wait for Jack to return." Ted announced after downing the few drips of coffee left in his cup. As he left, he handed me an envelope and asked. "Please make sure he get this from me. I hope to see you again, Jacqueline. I am sorry about the kitchen thing."

After he left, it was only then I realized I too had a hard boner in my panties. I dashed to the bedroom, laid back on the bed, pulled my dick from my panties and jerked off until I spewed arcs of cum that landed on my face.

Later when Jenn came home. "So anything special happen? Any callers?"

It dawned on me that Jenn had told Ted to come over. Since she'd know if I lied, I admitted what happened. Jennifer took me upstairs and fuck my ass until it was so sore, I couldn't sit down.