I am a top female executive at a fortune 500 company. I run a huge operation with a tremendous amount of pressure on me all the time. Due to the fact that I have concentrated on my career, I have never been married and relied on blind dates for most of my personal life.
My nipples are truly huge and much more sensitive than is typical. I keep sex out of my mind most of the time but when I get horny I need to get fucked and really treated like a woman so I can let myself go. Most of the time, I have been disappointed and end up fingering myself and using one of my vibrators a few times until I get my head back on straight.
This story is about what happened to me last weekend. I hadn’t been laid in almost 3 months and had been thinking of sex often during my travels. I ended up in St. Louis and realized I really needed to get off when I reached my hotel. I even fingered myself a little bit on the plane but couldn’t get myself off in such a cramped space.
I checked into my hotel room and was told my bags would be brought up in just a few minutes. When there was a knock on the door a boy of about 18 or 19 was standing there with my bags. He entered my room and I told him I’d grab his tip. While I was walking over to my purse I heard him drop one of my bags and inhale deeply.
I spun around to see my largest vibrator moving around on the floor as it had fallen out of my bag and turned itself on. The boy was blushing and didn’t look at me. I was totally embarrassed. I was going to give him $5 but now pulled out a $20 and tried handing it to him. He didn’t take it or move. He simply stared at my vibrator.
I told him I was really sorry to make him uncomfortable and took his hand in an attempt to show him out. I looked at him again and realized his cock was throbbing in his bellman’s uniform, and it was huge. I walked to the door and shut it.
I asked him if he was ok and he told me he was fine, just surprised. I asked what surprised him and he told me he never would have expected to see a cock just like his in a suitcase. I told him “I use that fake cock to abuse my silky wet pussy when I can’t find a man big enough to fuck me into submission. Unfortunately, the batteries are low, do you think you can help me?”
Then he got bolder and stripped off his clothes and showed me a massive cock that I wasn’t certain I could handle. He told me he’d make sure I submitted to his meat. He then grabbed me roughly and bent me over the desk chair in the room. He did not show any mercy and skipped all foreplay and stuck his massive throbbing cock in me until I screamed.
He took it out and told me to beg him for it. I told him I needed his cock back inside me and he said I needed to beg. I started bagging and he told me I needed to learn how to beg. He stuck that huge weapon back inside me and pumped it furiously in and out and I started gasping for breath. I had never felt so full. Then he asked me what other toys I had been traveling with. I admitted I brought nipple clamps, a butt plug and a ball gag. He forced me to tell him why as he continued to pound me through two orgasms.
I told him the butt plug was to make me feel even more full than the vibrator made me feel and the ball gag was so I could feel submissive when I masturbated. He pulled his slab of meat from my throbbing pussy and found the items in my bag. He immediately gagged me and pinched the nipple clamps onto my shockingly sensitive nipples and then stuck the butt plug in my dripping gash.
He yanked the plug from my pussy and brutally shoved it in my asshole with no warning. Then he stuck the bulging cock of his back into my pussy and fucked me so hard my feel were off the ground and I was balancing on the chair. His balls were slapping my clit and I came again.
He pulled out and I thought for a second he might be done with me as I had certainly had my fill. Instead he tossed me onto the bed and yanked the nipple clamps off me and attached one to my aching clit. This boy was punishing me and giving me exactly what I needed. I tried begging him to take the clamp off my clit but it was no use with the ball gag.
He grabbed the butt plug and yanked it back and forth causing my to try and scream before removing it. He asked me if I could take his cock up my ass and I was really afraid. I guess he could see that as he went back to my luggage. He came back with my hair brush and immediately stuck the handle in my ass and started fucking me with it. He told me he wanted to see me cum and shoved his cum filled cock back into my now worn out pussy.
He fucked me so hard I had to grab my tits just so they wouldn’t fly off somehow. While this was going on he was still fucking my ass with the hairbrush and I came so hard I had tears in my eyes. He finally removed the ball gag and told me that I needed to swallow every drop of his cum of I’d regret it. He removed the hairbrush and I sucked as much cum out of him as I could but there was too much spewing from his tremendous balls.
I tried licking up what I had missed but he stopped me and told me I’d better not screw up when he came back to my room at 10:00pm. He told me to kiss his cock, which I lovingly did and he put his clothes on and abruptly left.
I lay there for almost 2 hours relishing the great fuck I’d just had when I realized he’d he back in 1 hour. I hopped off the bed, cleaned up and was on the phone with my assistant when there was a knock at the door. When I looked through the peephole, he was standing there with what looked like a gym bag and another girl who looked to be about 18 years old. I was scared to open the door but boy am I glad I did……….