The Unpopular Girl

My work as a sex toy designer takes me around the world presenting ideas or introducing products. In each one of those trips, I add more and more anecdotes to my collection – some funny, some tragic, and others, simply erotic. This one is the last type…

One of my biggest clients is a sex shop in Chicago. I usually visit their offices every other month, so the staff and I already know each other very well. I had even made up a clique of pals to hang out whenever I was in town. In one of those trips to Chicago, I was planning to go out with Hannah, a blonde customer representative when I realized that Monica, who shared the office with Hanna, was there in the office. They began sharing the office when Monica was hired three months earlier and they did not get along well. In fact, no one got along with Monica. My pals at the staff told me that Monica simply was annoying and they avoided talking to her for no other reason. Personally, I never liked to discriminate against other people for no good reason, so I invited her to join us for a jazz show I wanted to see during my visit to the city. Hannah was not too happy of the invitation and was less happier when Monica accepted.

Two days later, I was already waiting at the club entrance when Hannah texted me with a stupid excuse. I knew she did not want to deal with Monica, but the excuse she gave me was totally ridiculous. On the other hand, Monica did show up. She arrived just a few minutes before the show, so we rushed to our seats with a few words. During the show, we barely talked, but Monica made a few comments about the show that displayed her ignorance about music besides the Top 40. It was kind of annoying, but I had been in worse dates in my life.

When the show ended, I said something about going back to the hotel room to complete some work for the next week, but Monica insisted in eating something together. It was really too early for me to go back to the hotel, so I agreed. There was a restaurant close to the club, so I suggested going there. She was fine with the idea and there we went. Speaking honestly, I was not too hungry and I had been expecting an evening fucking Hannah – and now I was stuck with the most unpopular girl in the office.

Frankly, Monica was not ugly at all, she was just… common. She was 5′-9” tall, with a curvy body on the right places. Her skin was tanned and her face reminded me of a younger Janine Garofalo, including a pair of glasses and a small nose piercing with a short brown hair that seemed stuck in the 1990s. Not a model, but at least she was some sort of company until it was time to go back to the hotel room.

During dinner, I found that Monica was not that annoying. She maybe could be a complete ignorant about music, politics, gossip, or news, and her smile was kind of silly, but she was an expert on TV shows and movies, specially science fiction. I had been a science fiction fan all my life, and she commented on having a few collectibles. The dinner was fun and by the end, she asked if I was interested in looking at her last acquisition – a set of original posters of classic sci-fi movies. Being the nerd I am, I accepted, so soon we were in Monica’s apartment.

She had a roommate that worked the night shift at the local hospital, so we had the apartment to ourselves. She went for the posters – which were great – and I soon found myself trying to purchase one of them for my own collection. She did not sell, but offered me to try one of her specialties: Rum Chocolate cake. It sounded interesting, so she got the cake, some coffee and turned on the TV. We sat down on the big sofa in front of the TV, but soon got bored of it and continued talking about science fiction while eating the excellent cake she made.

At a time, Monica noticed I had some chocolate on my cheek. Without telling me, she tried to clean it with a napkin – but in the surprise, I moved away from her, making her to fall over me. We laughed about our clumsiness, but after laughing, neither had changed position. She was over me with her hand on my chest, her breasts pressed against my body, and my hand on her hips. We were looking face to face, as if neither had an idea on how to get out of the awkward situation.

Having my body pinned by hers was comfortable… in fact was enjoyable. I could feel her breasts over my chest and her blouse allowed me to enjoy a nice view of cleavage from my perspective. Our faces were really close to each other, so just for fun, I gave a peck on her lips to break the awkwardness of the moment. Monica looked at me with her silly smile, but did not complain about my action. I kissed her again, that time with intention – and she responded it with the same intention. We kissed passionately for a long time, my hand moving from her hips to her waist and then to her big ass without any shame – and without any effort from Monica of rejecting my movements.

We were still in the sofa when my hands began to undo her blouse, my hands searching for her breasts. I found them, bigger than expected and softer than any others I had touched before. I grabbed those breasts without any remorse and she did not avoided or discouraged me at any moment. We kept kissing for a while, stopping just to laugh as if we were stupid teenagers before resuming our kissing. I took off her blouse, leaving her in her bra while she took off my shirt and my hands kept playing with her large breasts. My attention was totally centered on her melons – I was groping them, kissing the exposed flesh – and she loved the attention.

I was surprised and excited at the same time… There I was doing whatever I wanted to this woman that I barely knew and that until a few minutes earlier I did not even find attractive. Meanwhile, she just kept giving me her silly smile and allowing me to enjoy myself in the most shameless way possible without any complain or sign of disgust. It was incredible!

I stopped playing with her breasts and asked if there was a place more comfortable than the sofa. She answered that we could go to her bedroom. We stood up and almost ran there. We reached the bed and threw ourselves over the comforter. Without a second to spare, we took off the rest of our clothes while kissing and exploring our bodies. I could not think about anything else than having Monica naked at my mercy. Hers was not a perfect body, but at the time it was completely mine to do whatever I wanted.

I was horny as hell, so I did not wait to put my hard cock inside her pussy. I began slowly, testing the waters in case she told me to stop, but soon I was fucking her with everything I had, making the headboard bang in a rhythm against the wall. The harder and deeper I fucked her, Monica just responded with deep moans that matched my fucking, getting louder and louder with each thrust.

It was pure fucking, no love or romanticism involved. We were two living beings in heat dealing with the problem. We did not speak – the only sounds in the room were the banging of the headboard, her moans, my grunts, and our bodies slapping against each other. I sucked her nipples and bit her neck, she dug her fingernails on my back, my hip pushed harder and deeper, and her hips met each single push with the same strength and passion. Suddenly her body arched up and her fingernails cut my back while she howled with an incredible orgasm just in time for a final push of my hip before cumming like a hose deep in her pussy.

I rolled off from her, with my back in pain and barely breathing. Seconds later, Monica was on top of me with her silly smile and before saying anything, she began kissing my chest and sucking my nipples. No woman had done that before to me and my cock reacted, rising in attention. She kept going down until her mouth was kissing and licking my cock, now completely hard. She placed her hands on my hips and engulfed the length of my rod into her mouth.

God, she was good! Her smile could be silly and she could be a nerd, but she sucked like a pro!

Monica sucked my cock with the same abandon I groped her breasts at the beginning of the evening, bathing the whole length with her warm saliva, then biting softly the shaft or the swollen head. She would use the tip of her tongue to stimulate the underside of the head, then she would take the whole cock inside, releasing it to lick the underside on one of the sloppiest blowjobs I had experienced in my life. She took her time, humming on my erection as if it was a karaoke microphone, caressing my hips and balls with her fingernails. No mortal could hold more than 15 minutes with that woman and when she sensed I was cumming, she wrapped her hand around my erection and stroke it mercilessly, her hand a blur of movement over my well lubricated pole. She made me cum hard, with jets of semen flying over her shoulders, over her breasts, her hands and my belly. It was a messy, messy finish, but she did not care. She just went back up and kissed me deeply, giving me that damned silly smile.

“Did you like it?” she asked. My only response was to laugh and take her face to kiss her again. We stayed on bed for a few minutes in complete silence before she told me her roommate should be home in half an hour. I dressed up and helped her change the bed before leaving to my hotel room.

The next day in the company, Hannah and the other on my “clique” were laughing on my “date” with Monica, asking about details of the horribly annoying evening they were sure I had. Being a gentleman, I just gave them some highlights about the show and the dinner, telling them that I had enjoyed the evening even if it was different of what I expected. For the rest of the visit to the company, I had to deal with their jokes about the consultant dating the “crazy girl”.

I could not pass by Victoria’s office during those days – lots of meetings – but the day before leaving Chicago, I was eating at the company’s cafeteria and she stopped by my table. We agreed that it had been a weird evening, but that it been great for both of us and we should repeat it the next time I came to Chicago. Indeed, we repeated our little escapade in my next five visits – the last one before I recommended her to a movie production company in search of a marketing genius.

Our relationship is still a friends with benefits arrangements that see once or twice per year, but each time we meet, I need to treat my back for animal scratches…