Meeting Jaqueline in the Flesh

About 10 years ago after my last relationship had ended, I tried a dating site and met a 40-year-old beauty from New Jersey named Jaqueline who I called Jackie for short. After many months of chatting and having much in common I asked her if she wouldn't be shocked to come to Florida for a visit, I would pay for the hotel room and meals since I had connections at a resort on the beach. I was surprised she agreed meeting me in person but later I would know why she wasn't nervous about it. let me tell you about her she was about 5 11 and a solid 160-pound brunette with black hair and dark eyes of Sicilian descent.

She arrived at the airport and seen her a little taller than me and in terrific shape, long dancers' legs as she tried out for the Rockettes in her younger days and great curves. We got to the hotel room and changed into our suits her in the bathroom me right in front of her as I could see peripherally her checking out my body and cock, I was proud of at 55 years of age I played a lot of sports and now swam a lot. While swimming in the afternoon the beach was empty, and we made out for the first time as I slid me suit off and showed her my hardon which she grabbed and said smiling " is that a bowling pin" never heard that but assumed it was the shape similar with my heavy balls.

We went back to the room to shower as she was being a tease wouldn't let me join her and when I finished, she was in a sarong, and I came out and toweled off my dick sticking straight out hard and red as I stroked it in front of this beauty. I jumped on the bed as we made out again and got into foreplay of my worshipping her body licking and kissing her all over and finally to discover what she loved most was my performing oral sex on her and no lie got her off 5 times in a row before she was exhausted and me left with blue balls, but I tried to be the gentleman. We dressed for dinner after she took another shower, and I waited in the lobby.

After an exquisite expensive dinner in showing her around town I checked out her ass in that sundress as it was like a shelf it stuck out and moved with her long strides and finally back to the hotel room after a long day. She got back in her sarong as I stripped nude with my cock all hard and red in an agitated state of needing to cum. I started making out and again worshipping her body which was absolutely stunning and fingering her clit to about 3 orgasms and replaced by my mouth for a couple more as she was breathing hard and spent. I placed my cock in her hand as she gripped it and asked her to suck it, she said tomorrow I'm tired. I explained my state of blue balls she said I should jerk off and she'll watch she'd like to see me cum and shoot off.

I started to masturbate as she looked with her sultry eyes and she reached out with her long manicured nails as I was close to cumming and grabbed my balls one in each hand fondling and thinking she was helping me as I started to cum she had a ball between her thumb and fingers and squeezed down almost flattening them as I shot off in a mixture of pain and pleasure screaming, I'm sure the others in the rooms next to us could hear. I was exhausted from the day and after a shower retired to bed. I awoke in the middle of the night with my balls throbbing in some discomfort as I need to jack off again which I did while she was in a deep sleep as it was the only way to alleviate the pain.

Another day at the beach and my balls throbbing with a dull pain and I told her. She said her mother taught her that when a boy wants to force himself on her to do it and his nuts will hurt every time he's aroused, the only relief is for him to jerk off. I again asked her for a blowjob, please I was begging her, and she refused, we got into an argument as I told her I paid for the hotel and meals and why can't I have oral? We were face to face and started bumping up against each other I lost it and tried to manhandle her she fought back like I tiger punching and slapping me and wrestled me to the floor where she pinned me down extending my arms and legs under her and was obviously stronger than me and got up on my chest and proceeded to slap and punch my face avoiding my nose.

She told me "Who the fuck do you think you are I'm not some whore you can order around" in between hits, I was scared as I couldn't move and apologized and said please don't hit me anymore. She pulled me up and got me in a headlock and explained the rules as she was in charge, and I better listen to her, or she would punch me out and keep beating me up when I woke up. Well, I was truly scared now and said yes Jackie I'm sorry and I won't do it again. The rest of her stay was the beach, expensive meals and a concert and movies all paid by me and when we were alone, I had to give her oral sex my head sandwiched between her strong dancers' thighs and eat her to at least 5 orgasms and another 5 with my fingers working her big clit.

My only relief was to jerk off in front of her as she watched as she took pics of me in action, she said to show her girlfriends. I was powerless to stop her as she would get an angry look and I knew what came next. I was in fear of her as she called all the shots and after a week, I was totally exhausted and glad to drop her at the airport and she said "let's do it again" which it turned out we still chatted, but I made too many excuses to repeat her visiting and eventually she blocked me on the site. The week cost me about $2K and I never got to fuck her and taught me to never underestimate a woman again. This is a true story that took place summer of 2013.