True Confessions – The Penthouse Part I added 1 year ago

By: am3boyz Age: 39 Country: United States

Currently 3.5/5 Stars.
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Categories: Oral Sex, S-M / Domination / submissive, Anal Sex, Force/Rape, Anonymity
Tags: gagger spank pain facefuck dominate real
Location: Other
Roleplay: Stranger/Stranger
Fulfillment: Act on it
Nature: Agressive

When I finally received a text message from Rob I was surprised.   I thought he was no longer interested after the few exchanges we had a few months ago. I never met him in person. He was one of many that I had met over the internet looking for my next sexual adventure.   I was drawn in by his ad on CL. He was looking for voluptuous women who were into being submissive and anal sex. I had a love hate relationship with anal sex up until recently…but I have discovered that with about three shots of tequila to help get over the “hump “it can be quite orgasmic. I was ready to go bigger and the pictures of his enormous cock kept me intrigued.

He insisted on hearing my voice on the phone (possibly to make sure I wasn’t a man.)   He made his requests for our first meeting. He wanted no perfumes or feminine products. He wanted a natural smell. He also wanted me to wear boy short panties and a short skirt. He gave me the address to his penthouse … an address that I recognized as being in the Fisherman’s Wharf area. For some reason this made me hesitant but I wasn’t sure why. I am all ways leery of men with money. They seem more entitled. My hook ups with them always proved a little disappointing…kind of as if they were doing me a favor.   I am not a desperate woman… but I do love to be desired and fuck when I have the time.

I agreed to meet Rob. He seemed down to earth enough. I wore a flimsy pink shirt, a black pleather skirt, and 4 inch heels. I threw a trench over the slutty attire. Just as I arrived to his apartment building I received a text message “Tell the doorman that you are here to see Rob Hartman.” This rang a bell. Where did I know that name from? I had a flash to a newspaper article I read about a doctor that had been arrested on rape charges. The victims were three women he met online after posting an ad for ultra-violent sex. I remembered thinking why did these women answer this ad if this is not what they were expecting? Well this could not be the same guy I told myself….but the article did mention his penthouse in the Fisherman’s Wharf area.

I arrived to his apartment building still unsure if I was going to make it all the way up. The doorman called up to him then passed the phone to me “I want the coat off before you come in.”

“My outfit …is not suitable for the public.” I explained.

“I’m disappointed. I   thought you said you were adventurous?” Said Rob.

“I’ll take it off in the elevator.”

“Good Girl.”

I resolved to finish what I started. I went into his apartment without knocking.

I walked into his living room. His curtains were open and he had a magnificent view of the bay.

“I love how you came in without knocking!” said Rob.
His voice startled me. I turned to see Rob for the first time in the flesh. He was a large ,tall, middle aged man, and yet extraordinarily fit. He wore nothing but a Fedora hat. He moved in quickly. I didn’t have much time to process his bold entrance. He shoved me face first into a wall and began to explore my body. He ripped off my flimsy blouse and yanked off my bra. He roughly fondled my breasts and twisted my large nipples as he pressed his member against my ass. Then he proceeded to spank me …hard. I was taken back. I fought back the tears and struggled to stay on my feet. He jerked me around and pushed my back against the wall. He kissed me roughly on the mouth and harshly grabbed my breasts again. “Wow. You’re cute.” he seemed genuinely surprised that I was as attractive as my pictures. He pushed me down on my knees. This is when I realized exactly how well-endowed he was. I had second thoughts about letting this guy put it in my ass.

He pushed his cock into my mouth and down my throat. He fucked my mouth well. He told me to push the saliva out so that I could breathe better. Eventually I could take no more. I started to gag. I pushed myself away from him and jumped up.

“What’s wrong?” he honestly seemed concerned. “Did I break something?”

I ran to the bathroom and spit out the contents that rose from my stomach. “I don’t like to gag.”

“Oh I love it … that was so hot!” he exclaimed.

I looked at him confused. “I don’t like how it feels.” I said.

“Okay we won’t do it anymore.” He promised. He grabbed me around my waist and moved me into his bedroom. He pushed me on to his bed, spread my legs open, pushed my panties aside, and shoved his cock into me. He pushed in deep as he lifted my legs over my head onto his shoulders. I cried out with each stroke. He then flipped me over and rode my pussy from behind while he pulled both of my arms behind my back. I found it impossible to stay on my knees and flopped onto my stomach. He pushed his cock between my ass checks. “Do you like it fast or slow?”

I wanted to tell him that I did not want it at all. I was afraid it would ruin me, especially since I could only enjoy it in the ass fast. “Ummm… I ….slow at first …then faster when you are in.” I couldn’t say no. My heart raced as a buried my head in his pillow and he worked himself in.

“Be one with the pain,” he whispered in my ear. (to be continued.)