All Tied Up Ch. 02

All Tied Up Ch 2

I stood in my hotel room confused. Last night, while dressed up, I tied myself up on my bed with a remote vibrator up my ass. It made me cum so hard, I blacked out. When I awoke, I could hear or seen nothing from the ear buds and blindfold I used but my cum crusted body could feel the warmth of the morning sun.

Suddenly, a hand wrapped around my cock and started to stroke me. I realized it was a female once she mounted fucked me. Before she left, she had placed the shackle release mechanism in my hand. By the time I released myself, she was nowhere to be found.

I took a shower to wash off the dried cum from my body. The hot stream of water felt great and refreshing. I got dressed for the day. A simple white chemise with thin spaghetti straps and matching thong panties under a golf shirt and plain slacks. San Francisco is a great city. Warm during the day but can be wicked cold at night with the wind off the bay. I learnt that the first time I visited.

As I left my room, a pretty dark haired, housekeeper appeared from the room next to mine. She looked a little Latin with a big smile and shapely body. Her big brown eyes sparkled. "Good morning. Would you like me to clean your room?"

"Was she the one that came in?" I thought. Her fragrance seemed familiar as I reached into my pocket to hand her a fifty tip just in case then replied. "Yes, please."

"Thank you sir." She grinned at my generosity then winked. "My name is Natalia. Please let me know if there is anything else I can help with if you get into a bind!"

I loved walking around especially here. Sometimes I'd take the trolley but mostly go by foot. I made my way down to the wharf to watch the hundreds of sea lions bask in the sun before I made my way to a place for lunch.

My phone buzzed. I looked who was calling before answering. It was Rachel, the woman from the plane. "Hello, Rachel. How are you?"

Apparently she still had an afternoon meeting but asked if I would like to meet her for dinner at eight. Of course I agreed. This elegant tall woman who I knew was wearing stockings and garters under her skirt had a mysterious hold on me. By mid-afternoon, I was excited but tired so I made my way back to the hotel. A light flashed on the room phone telling me there as a message. A package was delivered and someone would bring it up to my room.

A few minutes later, a knock on my door. I answered and was surprised to see it was Natalia. Housekeeping of course wouldn't be responsible for delivering things but I guess she wanted to do it. She handed me the package. It was a box a bit bigger than a Rubiks cube. I turned to see Natalia had already undid the front buttons of her maid's dress and let it drop to the floor. Beneath she wore a red bra, panties and garters with stockings. She immediately fell to her knees in front of me and undid my pants. She smiled when she found me wearing a thong. My dick was suddenly rock hard and sticking out the top.

Natalia pulled down the thong enough to free me and started sucking me. Her lips were so familiar around my shaft. I lifted her to the bed and got between her legs. I started eating her out and taste her through her panties.

I pulled her panties aside for unfiltered access. She ordered me to fuck her. I complied. I easily slid into her unprotected cunt and rammed her until I blew my load deep inside of her. We rolled over and now with her on top, she moved her hips over my face. Our cum mixture started to flow out. I lapped all that I could.

Natalia left me there exhausted. I fell asleep.,, Again!

I awoke about an hour later. Still a bit woozy, I opened the box. Inside was some sort of cock cage and a note. It was from Rachel and read:

Please wear this tonight. I noticed on the plane that you had to be wearing stockings and garters beneath your man clothes. Please wear them again. I'll meet you in the restaurant at 8.

Love Rachel.

I needed a shower to wash off the earlier day trip but also to get rid of Natalia's sex. After drying off, I sat on the bed and looked at the cock cage. It was basically a two piece clamshell that would encase my balls as well as my cock. It fit very nicely but there didn't seem to be a lock. It just clicked closed when I joined the two pieces. I became a little concerned about how it would come off.

I opted for my baby blue lingerie set. First I put on a micro-thong just to support the cage but the cage made them bulge out. I figured I'd be wearing a jacket so I hooked on the matching demi cup bra behind my back then slipped the chemise over it. The eight strap garter belt was next with nude stockings that were RHT and a thick blue seam running up the backs. I clipped each strap tightly to the six inch welts. I stepped into the satin, tap panties; baby blue with white scalloped lace trim that matched the bra and chemise.

I buttoned up a fresh, silk dress shirt. No tie so I left the top button undone. Then my dark blue suit before sliding on the women's black pumps. Again, the pants were hemmed long to hide the almost five inches of stiletto heels.

I decided to put on some make-up. A bit of mascara and lippy, light enough that it would only be noticeable if you looked carefully.

It was time to leave. I checked myself in the mirror and smiled at the result. I confidently walked through the Marriott lobby. The thick carpet muted the clicking of my heels but the naked entry way and concrete amplified the sound. The doorman opened the door to the cab. I hopped and instructed the driver over to where Rachel was staying. The darkness of the evening hide a lot but the cabbie did a double take when I got in his car.

Arriving at the Hyatt Regency, I paid the fare and exited the cab. The doorman smiled and held the door open for me. I asked him where the restaurant was. He pointed it out and wished me a nice evening.

I was two minutes early and was seated at a table that Rachel reserved. The server came by. "Good evening. I am Sara. May I get you a beverage while you wait on Ms. Rachel?"

A little taken aback by Sara knowing I was dining with Rachel, I asked for a dirty vodka martini and waited. The drink came three minutes later. I started to worry that I was in the wrong place but Rachel had made reservations so...

Five minutes later, I looked up to see this incredible looking woman glide across the room towards me. Rachel was dressed to the nines in a dark red form fitting knee length cocktail dress. The plunging vee framed a very nice cleavage.

I stood up to greet her. She kissed me on the cheek. Rather than sit across from me, Rachel sat beside. Her hand landed on my lap. She smiled as she fingered my garter strap and clip. Then her hand slide up further and cupped my cage. "Thank you for wearing what I asked. I love it!"

She took my hand and placed it on her thigh so I could feel her garter straps and clips. The growing erection trapped in the cage started to ache. I guess I squirmed a bit. Rachel of course noticed and smiled at my discomfort.

Dinner was perfect. Conversation flowed easily but I recognised Rachel was a bit of a dom and always took the lead. She continually put her hand between my legs and asked how my encaged cock was feeling. Somehow she figured out I was into bondage. I ended up telling her about my night before and how I was caught blindfolded most likely by Natalia the housekeeper. Rachel seemed to like the story.

A live pianist tickled the ivories. A small wood area served as the dance floor. Rachel took my hand to the floor where she embraced me. Her hands beneath my jacket felt my bra around my chest. She kissed me hard on the lips as she now cupped my ass and played with my straps. She squeezed me hard so my caged pressed and rubbed against her thighs but my rock hard cock felt nothing. A strange sensation.

It was near mid-night when we went to her room. She had me stand and wait outside. A few minutes later, she opened the door. She handed me a mask that stopped any light from hitting my eyes. She took my hand and lead me inside. I heard the door close behind.

Rachel opened and removed my jacket. Her fingers nimbly undid my buttons and pulled off my shirt. She cooed with approval. Next she undid my pants and let them fall around my ankles. She kissed me on the cheek and told me. "Oh, I love your lingerie! And your shoes too. Nice stilettos."

Rachel buckled a collar around my neck. Then she buckled wrist and ankle cuffs on me. My wrists were attached to a belt she put around my waist before she kicked my feet apart and snapped on a 12-inch spreader bar on the ankle cuff.

There was a gentle yank on my collar forcing me forward. With the spreader bar and my high heels, walking was a bit difficult. Rachel slipped the chemise spaghetti straps from my shoulders. Her fingers played and pinched my hard nipples. She squeezed my sensitive left one then attached a nipple clamp then she did the same to the right one. When she tugged a chain between the clamps to make sure they were secure. My dick was leaking profusely. Her hand grabbed my cage. "From your soaked panties, it seems that you like this."

I felt her hot breath as she kissed my neck. She continued to stroke the cage until my knees started to shake. Then nothing. Eyes covered I couldn't see but could hear her move about the room. From the sounds, it seemed like she was undressing.

Then suddenly a whoosh and a slap on my ass. I cried out. "Fuck!"

"Quiet! The more you carp, the more you're punished." She whispered in my ear. "You are a very nasty flirt all dressed up like a sissy. You're making my pussy wet."

Whack! Whack! Pause. Whack!

I tried my best not to cry out but with the surprised sting of the paddle, I couldn't help myself.

Whack! Whack! Whack!

I didn't dare plead for mercy but tears fell from my eyes.

Then Rachel stopped. Her hands slowly pulled down my tap panties to my spread knees. Her fingers grabbed the micro-thong then suddenly ripped it off. Her hands palmed my ass cheeks. I could only sense what was happening. Rachel kissed my pee hole through the spaces in the cage. She licked my pre-cum before taking me into her hot mouth. She bobbed back and forth. It was the most sensual, non-feeling experience ever. I wanted to cum but the lack of any friction denied me.

"Poor baby!" She said. "I know what you want but you're here for me."

Rachel turned me around and pushed. With my hands clipped to the waist belt, I thought I'd fall on my face but landed on the bed. Rachel spread my crack open. Her tongue attacked my asshole. It pushed inside of me. I was surprised by its length.

When she pulled away, my hole ached for something to replace it. I didn't have to wait long. Standing behind me, I felt the familiar feeling of a cock. Rachel slowly rocked back and forth while pushing more and more until the knob popped through. The rest of it just seemed to slip in and penetrate me deeply. I felt it in my belly as her hips pushed hard against my cheeks.

Rachel backed off halfway then pushed it all the way back in. Slowly at first but with each push, she shoved it in a bit harder and faster until she was slapping against my ass. It felt so good, I couldn't even scream, just groans emanated from my throat.

Suddenly, Rachel pulled out. My hole felt so empty. But not to worry. Rachel flipped me onto my back. My ass hanging over the edge of the bed. She lifted my legs up and pushed my knees to my breasts as her cock penetrated me once more. Then she hit that spot. I cried out. "Uuuuhhhh....!"

My hot cum jettisoned from my dick splashing my face. Shots landed on the tongue of my open mouth. Rachel continued to ream my ass even after I was firing blanks, just dribbles.

Finally she stopped. She stepped away from me. I guess she had undid her harness because her cock was still inside of me. Rachel mounted me and crawled up the bed. Her knees were on my shoulder as she lowered herself onto my mouth. Immediately, I started to lap and tongue her the best I could. The essence from her cunt was exquisite as was the taste. She grinded her pussy into my face, I couldn't breathe. Her juiced went up my nose as I tried to get air as she fucked my face. Finally, a gigantic gush spewed from her and soaked me. One final thrust before she relaxed and fell atop of me. Her body heaved as she gasped for air.

Rachel shimmied her body downwards along my torso. She nestled cunt against my caged cock. I could feel her heat but could not feel anything else. She wiggled her bum until I started slipping inside. My engorged erection strained to burst through the holes of my entrapment. The pleasure of her womb surrounding me but not feeling her was enhanced by the pain of the cage from her humping against me.

Again, I could not see her reaction but only hear. Rachel was moaning freely and loudly and I sensed she was very close. The lack of friction did not stop me from shooting another load as she exploded. She continued to thrust and screamed out. "Oh fuck! Yes! Fuck! Fuck! Yes! Aaaahhh...!"

The pain and the pleasure I experienced was unlike anything before. My back arched high as I ejaculated hard. After my final spasm, I collapsed back onto the bed. That was the last thing I remember.