I had always been told that the larger the lady, the tighter the ass. Honestly, I planned on finding out for myself first hand (or should I say, first dick) as I was only interested in losing my anal cherry to the right ass! Hell, I had only fucked a very few times and found that all my previous fucks had rather loose, sloppy pussies. My only experience anally was when I would watch anal sex on my favorite anal website or when I downloaded some anal sex movies on my Roku. I had never experienced anal sex with any lady, big or small but, was going to damn sure fix that once I saved some money from my first few paychecks.
I even volunteered for overtime so that I could realize my anal sex movies fantasy of fucking a hot babe up the ass! Within a couple months, I had set aside about a grand in cash that would allow me to actually engage in this nasty act, not just watch anal sex on my computer. I had checked out several escort services and knew there were a couple of seedy strip clubs outside the city limits where you could see anal sex onstage and participate in the VIP room if you had enough cash.
I waited until I had my next paycheck and pocketed well over twelve hundred dollars that would buy me some fine piece of ass. I checked my favorite anal sex movies website and called several escorts to weigh the best place to not only see anal sex but, engage in Hershey highway sex! After making the rounds, I then headed to the strip club aka whorehouse on the outskirts of town where the girls allegedly played if you paid. I paid the bouncer and when I finally made it inside, all I could say is “WOW!”
The club was all I could dream of, fat girls, skinny girls, black white and everything in between. The manager was an older slightly overweight (I guess one could say BBW) woman, probably in her late fifties. She could sense I was nervous and brought me a complimentary drink on the house. She introduced herself simply as “Mary” and welcomed me to her club. Mary then asked me exactly what I was hoping to see on my first visit. I grinned and told her I had always wanted to watch anal sex where I was the star just like in the all anal sex movies that I downloaded and previewed on my favorite premium porn sites.
Mary acted like she was surprised to hear such a frank request but, I imagine it was all part of the act. I could tell that she was turned on hearing someone half her age with such a dirty fucking request! Mary then told me that if I wanted to see anal sex performed, just like the anal sex movies, it would require entry into the VIP lounge upstairs. I could feel my cock start to swell and thought to myself, “Now we are talking!” Mary came back and took my hand to lead me into an amazingly luxurious room that I hoped would take my anal sex cherry.
Mary then instructed me to wait in the room for a few moments while the final arrangements were made. I sat there growing ever excited but, nervous at the same time. I was getting anxious and wondered what was taking so long. Finally, the curtains opened but, all I saw was Mary standing there in a new outfit. “All right you dirty mother fucker, if you want to fuck my ass like the anal sex movies, it’s gonna cost you!” I was half scared shit-less at this moment but, my desire to watch anal sex overtook me entirely.
“Yes, mam,” as said, as I reached into my pocket my stash to begin the anal sex movies negotiation. Mary, presented herself as a sweet lady but, now she was all business. Mary then informed me that she would perform every last one of my fantasies if the price was right. While, I initially thought I would see anal sex from a much younger woman, something about her seasoned approach led me to believe, I would be better off going with experience. “Let’s cut to the chase, it’s gonna cost you a grand cash, if you want this ass and it’s the only one you’re gonna get in her as I make the rules,” Mary forcefully stated.
I immediately counted out ten crisp one hundred dollar bills out as Mary watched intently. Once the cash had transferred, it was only a matter of second before she had my cock in her mouth. “So much for kissing and traditional foreplay, this woman is all business,” I thought. Mary definitely knew what she was doing in the cock sucking department and was so much better than any of the younger girls I had dated. I could tell Mary had a freaky side as she sucked my balls and then moved to my backside where she tongued my ass.
Mary was tonguing me from behind and stroking my cock at the same time. Mary was so aggressive with my cock, I was actually afraid that she was going to make me cum without fucking me like all the anal sex movies I had dreamed about. My cock was dripping pre-cum ooze and I was thinking about everything non-sexual I could think of to not shoot my load prematurely. Mary asked, “Are you ready?” and I knew my big moment had arrived. Mary then pulled out a condom and I said, “FUCK NO, It’s Bareback or nothing for me!” Mary then fired back, “You dirty little boy, if you want to fuck my ass like in the anal sex movies, you gotta pay some more. Besides, I don’t know where that big cock of your has been!”
I knew she was buttering me up and told her all I had left was two hundred bucks which she greedily retrieved from my pants on the floor. Mary, then got on all fours, spreading her plump butt cheeks open. I swear her browneye then winked at me, inviting my cock to take complete control of her asshole. I spit on her ass just like I see in my favorite anal sex movies and positioned the head of my throbbing cock at the entry of her ass. Knowing that I wanted to watch anal sex from a POV type position for first time experience, I slowly shoved my cock into this amazingly tight ass enjoying each millimeter until she grimaced (probably a part of the act) in pain letting me know it was in far enough.
Mary kept yelling, “Your cock is too big, your cock is too big!” Even if it was an act, it was a fucking turn on! It was clear that I better go slow and get her ass used to my cock. I wasn’t going to go anywhere soon, or so I thought. I was going to enjoy this more than any of my anal sex movies. Mary’s ass was mine and I was going balls deep, especially having to drop a grand for the privilege! She then told me to pull out as she was going to get on her back as she wanted to see my face when I came.
Mary got on her back and I rammed my cock into her quivering ass one last time. Her ass was ore than I could handle as I blasted my nut deep inside her anal canal. Mary was totally pissed that I came so fast and even more so that I had just given her fat ass a creampie that was anal sex movies worthy! “That’s gonna cost you extra, you little fuck!” Damn, Mary was really pissed as my cum started to ooze from her tight little asshole. While I came way too fast (for both of us), I definitely enjoyed every minute of fucking Mary’s ass just like they do in anal sex movies. Rest assured, I got every dollars worth of my money from that fuck forward; Mary is my new best friend and favorite anal whore!