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  1. #1

    Join Date
    Dec 2018
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    Annika First Meeting

    Annika First Meeting

    Made it into Toronto and after a crazy day of meetings a delayed flight and a dinner meeting cancelled I thought I would call Cupids to see who was on. Jillian informed me that she had a older more mature lady on this night and she would be perfect. I booked her and sat back awaiting her arrival. Anxiety reached a crescendo and I was almost ready to call the whole thing off when I heard a gentle knock on the door. My heart jumped into my throat, not sure why, it was not like this was my first rodeo. I made my way to the door to let her in.

    I was blown away, I had never thought about being with a woman like her. In fact I wasn't even sure that women like her even existed outside of porn movies and Hollywood. Gentle waves of brown hair cascaded down her shoulders, falling nearly to the center of her back. A few wisps of hair obscured her face as she smiled shyly up at me. She was a bit shorter than me, which gave me a perfect view of her rather ample cleavage, set out on display by the tight red dress she was wearing. It hugged her body and revealed that she was not wearing anything under it. She had a body that was clearly sculpted by long hours at the gym and the diet of a supermodel, not to mention a healthy dose of amazing genes. I felt my heart skip a beat as I looked into her deep brown eyes, and words failed me utterly. Yet as hot as she seemed she looked like a lady you might meet in a bank behind the till. Or a woman in your office in the accounting department. She was hot but still innocent.
    "Hi, my name is Annika" she said. She held out her hand.

    "Nice to meet you" I said followed by. "hi, my name is Greg" I took her hand and shook it in a perfectly perfunctory way. "Please come in?" I said. She entered the room, she moved with the grace of someone who may not be in this profession and she sat on the edge of the couch.

    "Payment upfront" she said, smiling at me, I motioned to the envelope on the table. I informed her it was there. I thought that my heart must have skipped a beat each time she took a breath.

    "Shall we get started?" she asked.

    I nodded mutely and she started to undress. She dropped her dress, revealing that she wore nothing beneath it either. Her lush full breasts hung the way that only the young can manage, even though she was older. Her pussy was completely free of hair, shaven and smooth. Her body now exposed, she moved into the bedroom and sat on the edge of the bed and cocked an eyebrow at me. I realized that I had been standing there staring at her, my mouth agape, and I tried to wipe the slack jawed look off my face. I closed the distance between us, taking her in my arms. She melted closely against me, her breasts pressing against my chest. Our lips met, just a brush at first, before pressing urgently against each other. Her tongue darted into my mouth and I moaned in desire. I knew that I had been longing for someone to fuck, but I hadn't realized how much I had missed all the things that went along with it. Her body felt so soft and warm in my arms, her skin against me.

    I slipped one hand down between her legs and she obediently spread them to provide me with better access. I found her pussy already wet with desire and I easily slipped my first two fingers inside of her. She moaned loudly in my ear as my fingers penetrated her cunt. She pressed her body tighter against mine and pressed against my questing hand, pushing my fingers deeper inside of her. One of her arms snaked around my neck, pulling my head down, and her tongue flicked against my earlobe before she enveloped it in her mouth. I grunted as she bit down gently on the lope and I started to flick at her clit with my thumb while working my fingers inside of her. Her moans increased in volume as I found her g-spot and her hips bucked as she came, holding on to my body for dear life.

    "Now it's my turn." she said, her voice made husky with desire. She dropped to her knees beside the bed and freed my cock from inside my pants. My cock immediately springing to full attention before her. She slipped the tip into her mouth and pressed it as deeply into her as she could manage, gagging slightly as it hit the back of her throat. She looked up at me as my cock filled her mouth and our eyes met. I could tell that she was as horny as I was, her eyes hazy with unsuppressed desire. She started to slide my cock in and out of her mouth, careful never to let it completely leave her mouth and break the suction she was creating. With one hand she stroked along side while her other hand gently fondled my balls. Just when I started to worry that the evening would be over early, she freed my cock, a loud smack as the suction was broken.

    "Now fuck me!" she commanded. Now it was my turn to be obedient. She leaned forward on the bed, bending down and sticking her ass up in the air, presenting her sopping wet pussy to me. I wasted no time placing a condom on and slammed my cock into her waiting cunt. She moaned as my thick cock stretched out her hole. I grabbed hold of her hips and slammed my cock into her again, lifting her slightly from the bed with the force of my thrust. I thrust in and out of her tight hole, each thrust bringing us both closer to release, she urged me on, her moans and cries of passion filling the hotel room.

    I slowed after a time, and pulled my cock out of her. She moaned in disappointment as it left her. She opened her eyes again and looked at me questioningly. "On your back" I commanded. She rolled over on her back and I lifted her legs, keeping them closed. The thin pressed lips of her pussy peeked forth from between her closed legs and I pressed the head of my cock against them. I slid in, carefully this time, and felt the walls of her pussy grab at me. Heat rolled off of her cunt and her tightly closed legs increased the pressure. She moaned again as I forced my cock all the way inside of her. I resumed my activity, sliding my cock out slowly before slamming it home inside of her. Several times she announced that she was going to cum, at which point I would increase my speed until her eyes rolled up in her head and her body shook. Both of us were covered in a fine sheen of sweat as we worked to bring each other to climax.

    Finally, I could feel that I was getting close to cumming, I was actually surprised that I had been able to last as long as I had. Although I was in relatively good shape I hadn't had a workout like this in quite awhile. I rolled her over onto her side and climbed onto her. I pulled her body against mine, one arm slipping beneath her and clasping one of her ample breasts. As we spooned I lined my condom covered cock up and slipped it again into her well fucked hole. I could feel my orgasm building and I worked at her, we were both panting heavily, and this pace I was slipping as I reached exhaustion. At long last I clutched her body against mine and announced that I was going to cum, she moaned back encouragement, begging me to fill her cunt with my seed. This was the last thing that I needed and I obliged her, pumping an enormous load of cum into the condom deep in her pussy. She moaned and shook as the biggest orgasm of the night rocked through her body as wave after wave of cum erupted inside of her.

    We both lay in each other's arms, exhausted from our long effort, and we both felt fulfilled, utterly and completely. She made sleepy sounds as her breathing slowly returned to normal and I absently played with her tits, twisting and flicking at her nipples. She slapped my hand away half heartedly and made an amused sound, snuggling into the crook of my arms. Although I realized that this was simply because I had paid for the "girlfriend experience" I was comforted none the less. As sleep called my name and she got dressed to leave I then asked if she had some sort of special rate for regulars...

    She informed me to contact the office and out the door she went.
    Great night!

    Another good choice for Cupids. Select.... who? Use to use their services but now I am hooked on Cupids.

    Next time I will book multiple hours with Annika.

    L: 8
    B: 9
    A: 10

  2. #2

    Join Date
    Apr 2009
    Near Hanging Rock and the Dan River Next door to Maybury, NC
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    Thanks for the Share And Up Date...
    Just the Rantings of a Horny Old man hpy!



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