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See Anal Sex: Anal Affair!

In MILF Tagged anal, Colombian, creampie, finger, first time, gynecologist, Latina, Monster Cock, Proctologist, See Anal Sex: Anal Affair Leave a comment 
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I am five foot seven proud Colombian woman. Although not extremely wealthy, I live in a very nice historic Southeast neighborhood. As one might imagine, I have dark hair, brown eyes, and an amazing complexion courtesy of my Mestizo parents. My facial attributes are unique given my indigenous heritage and body what most (some stereotypes are true) would anticipate from a Latina. My ass is absolutely amazing and firmer than most women ten years younger. Besides my aforementioned ass, my boobs are my best feature and draw constant attention from most males and even some female too! Once you get my top off (lucky you) one will discover each breast has a rather perky and quite suckable nipple with very little areola. Anyway, enough about me, now let’s talk (OK, I’m writing, you’re reading) about how I like to see anal sex and my fascination with watching anal sex movies.

If memory serves me correct, I was thirty-seven or thirty-eight at the time when all of the sudden, I would get so turned on every time I would see anal sex performed during a porn movie. Deep down, I was chicken to even think of actually trying it but, I just loved seeing those anal sex movies porn stars (I guess amateurs like to perform and watch anal sex too) get their tight assholes totally spread while a rock hard cock did the rest! My anal sex obsession was the result of not being touched by my husband for quite awhile. I married a much old man as many of my Latina girlfriends did and my husband had not even thought about fucking me in nearly a year.

I turned to yoga, working out, then jogging as a way to pass the time. One day while running along my normal route, I noticed a business type man moving into a renovated historic property a couple of blocks away. I decided it was time for a quick breather and to stretch out my sore calf muscle a little more. It also gave me the opportunity to meet my new neighbor. As I introduced myself, I found out that James had recently separated and was the one responsible for renovating and saving this wonderful home.  I could tell he was busy directing the movers so I told James “welcome to the neighborhood,” while his rely was “his friends call him Bull.”

I didn’t see James (or “Bull” as his friends call him) for several weeks and figured he had reconciled with his wife. At this point, I had almost given up on sex and that’s when I turned to porn. I enjoyed comparing myself to other hot Latina or at least “Latina looking” sex performers such as Hot Wife Rio,  Jenaveve Jolie, Keisha and newer stars like Yurizan Beltran, August Ames and probably my favorite anal sex movies MILF, Ariela Ferrara. Well, let me tell you, anyone of these women make me hot and seeing a hard porno cock stretching their ass makes me even hotter!

I had become accustomed to going out for my run, showering afterward and then masturbating for several hours before my husband came home from work. I had built up quite a nice masturbation routine to relax as well as amassing quite a nice sex toy collection. It amazes me just how far sex toys have come in the last few years. Never one to be satisfied, I tried quite a few clitoral and vaginal toys. Now, that I had mastered those, I was trying to get over the fear of actually putting something in my ass.

It was another boring day when I put on my running outfit and set off on my run. This time I was rewarded by seeing James pulling into his driveway in his flashy new sports car. I was so focused on watching him I tripped and fell down on the sidewalk, steps from his mailbox. James saw the entire embarrassing event and I sprawled out on the sidewalk ashamed and slight shaken from the fall. In fact, I had skinned up my knee pretty bad.

“Holy shit, are you OK?” James called out as he ran over to me. “Yes, and I’m sorry for hurting your sidewalk,” I joked. “You’re funny but, you’re coming in so that I can take care of that,” he said. What are you “Bull” a Doctor or something?” “As a matter of fact, I am!” All I could think of is WOW as he carried me through his doorway. What were the neighbors going to think now?  “Bull” was quick to fix me up and I could barely contain my attraction to him as he tenderly tended to my minor injuries. I wanted to thank him but, first wanted to know what kind of Doctor he was. His answer floored me when he said, “Hun, I’m a Proctologist!”

I simply could not resist this “anal expert” gift in time and the peppered him with several questions about “a problem I was having” (aka anal sex) without being too obvious. He seemed somewhat shy at first and then mentioned that he would be pleased to call his office and schedule an appointment for me. I knew this was my one opportunity to make something happen and promptly stood up and pulled my shorts down while turning around. “Bull seemed both shocked and impressed with my forward (or would it be backward) approach?!

Well, since you’re here now, I will make an exception but, this is strictly professional from this point forward. I’m already undergoing a messy divorce and don’t need any additional problems.” Why yes, Doctor,” I assured him. “Bull” excused himself and then came back with some sort of special lubrication as well as rubber gloves for my initial exam. I warned the good Doctor that I had never ever had anything in my ass and to please be careful. “Don’t worry, I’ve got this,” he stated confidently. With that, he slid a lubed finger inside of my virgin shitter!

“My, you are extremely tight. Are you that nervous?” Once again, I told him that was indeed my first time and he had just popped my “anal cherry!” Well, Hun, you really need to be checked out regularly down there. I told him that I didn’t even have kids and had only been to the gynecologist once or twice before. “Dr. Bull” then proceeded to insert his finger, knuckle deep. It felt slick and greasy as he pushed farther into my bowels. He then withdrew his finger and replaced it with two. I let out a brief moan of pain mixed with pleasure and then he started to move his fingers back and forth in a rhythmic manner. “Does this hurt, Hun?” he asked. “A little,” I shrieked but keep going, I like to watch anal sex and want to have anal sex one of these days too!

“If you are truly serious, I can help prepare your ass for something even better than those anal sex movies you told me about earlier.” I nodded with approval and then the Doctor’s left hand began traveling from my knees to the top of my exposed pussy which was now providing its own special lubrication. The Doctor then stated that anal sex encounters had actually created some of the most uneasy moments in his patient’s life. However, done properly, anal sex opens up an entirely new world of sexual satisfaction.

The Doctor then stretched my opening wider with three of his finger buried deep in my ass. My pussy was on fire now and I had no choice but to masturbate myself from underneath while the Doctor further probed my anus. I stroked my clitoris with strategic movements as I knew I better not get too wrapped up during my examination. I didn’t want to miss a fucking thing! Shortly into my clit stroking, I felt the Doctors slide a finger inside my pussy. I could feel the tension between the wall of my vagina and anal cavity as the Doctors fingers provided a never before felt sensation of friction deep inside me. I let out a “Fuck Yes,” of approval to encourage the Doctor to keep going.

I then felt the rush of special lubrication poured over my butt. I turned my neck to spy on my ass Doctor and he had nearly emptied his tube on my lower back and ass. He then massaged my cheeks while I continued to work my clit. I felt a moment of “nothing” and while I took a quick peek, could see the Doctor had now removed his pants. I then felt a tongue at the entrance of my virgin ass which surprised me given the special lube. I later found out it was safe to eat, just like my ass!

The Doctor spread my anus once more, however this time I sensed the “moment of pain, oops, I mean truth,” was coming. I then stopped any clit work and readied myself for my see anal sex for the first time and I had the starring roll in the anal sex movies! I began really feeling pressure at my anal entrance and knew something hard was on my rear. There was no turning back, I knew what was taking place. Dr. James “Bull” was slathering his engorged penis across my slick ass from cheek to cheeks like he was buffing his sports car. I could not see his face, but I knew he was smiling “ear to ear” knowing he was truly going to wreck my ass for the first time ever!

His penis was way as well solid, I ran my fingers through my hair in preparation as I pressed my torso up with my elbows. All my muscle mass trembled. My hands braced for anything that would offer support, however, all I had was the hardwood floor which was equally as hard as Doctor’s cock! “Relax, Hun, please. I promise I won’t harm you or your ass.” I will take it slow as I too like to watch anal sex. “I don’t want to do it,” I begged (actually wanting him more). ” I’ll go slow, promise” his voice seemed determined. I then told him in my dirtiest tone ever, “Do It!”

The Doctor then inched his cock in slowly. The pain was even worse than I anticipated. Just how BIG was this fucking Doctor’s cock? Fuck, it must have been HUGE! His head finally disappeared inside me and then I reached back with one hand to spread my ass cheeks even further apart. I felt like I was being stabbed little by little as my anal examination continued. Although my anal sex cherry had been busted, I still felt strange as it still really, really hurt. Did I mention it really really hurt?!

I could have stopped right then and there but, Latina women are particularly proud. I took my hand from my parted ass cheek and resumed diddling my clit. At some point during this anal virgin pounding, I actually started to relax and enjoy each fucking stroke the Doctor was giving me. I was even proud of myself that I was able to back into his cock and match him stroke for stroke. I know a mans cock well enough to know that my good Doctor was not going to be able to last much longer with his cock buried so deep into my once virgin ass. Damn, it was so fucking tight!

I tried my best to turn my head around to encourage him to cum quickly. Honestly, my ass couldn’t handle much more pounding. Dr. Bull then stated the exam was almost over and with that, I felt the bulb of his fat cock grow ready for cum launch deep inside my anal cavity. I hadn’t even though about practicing “safe sex” as it had been so long since I was fucked by my husband my hormones got in the way of my brain. Anyway, he was a Doctor and better not have any fucking STD’s! “Do It Now, You Dirty Mother Fucker” I commanded in a sexy authoritative Latin accent!

This “Do It Now” phrase was all that I needed as the Doctor gave his engorged member one last push deep inside my ass where no man had ever been before. The pulsating of his cock as he emptied his load of cum nearly split me in two and I must confess, his orgasm offered both pleasure and pain. I was so intent on going through with my first anal sex fucking, I denied myself my usual pleasure of cumming too. I’m still slightly pissed that James didn’t at least make some sort of an effort to please me but, you know how men are!

I told Doctor Bull to remove his fat cock from my good and slow an that I was pissed that he came inside me. I guess I can cross “anal creampie” of the “To Do List” as well! I swear that I could almost taste his cum in my mouth, he came so fucking hard. As my “Ass Conquistador” removed his cock “inch by inch” from my ass I finally felt some relief from being nearly ripped apart by anal sex. I let out an ass quiff as I was full of air and cum as well. I could feel the hot load of anal sperm dribble from my throbbing crack.

As I slowly turned around there was no explanation needed with James nickname was “Bull.” The Doctor had the BIGGEST fucking cock that I had ever seen, even in the anal sex movies that I watch on a regular basis. “Holy Fuck, how did that thing ever fit in my ass?” I quizzed. “Well, your anal exam went quite well Hun, don’t you think? You did great for the first time!” “Well, if great and quite nicely means sore knees, throbbing rectum and cum still dripping from your crack then, Yes!” I said. “You didn’t even make me cum Mother Fucker. What kind of Doctor are you?”

With that “Bull” moved around and placed his cock in front of my sweaty face. “Now, clean my cock good and the examination will be complete for this visit. “Fuck no, I thought in my head. That fat dick had just been deep in my ass!” He then brought his still wet cock to my lips and I complied by putting the head into my mouth and licking the last remnants of cum off his Monster Cock. I take very food care of myself and couldn’t even taste anything nasty on his cock as I cleaned it nice and good. I gave it a slap and told him that he better know how to make me cum or there would be no follow up visit required!

He just laughed and said the best was yet to come. . . and CUM! With that, I knew that “Bull” truly wanted to see anal sex with me on a regular basis. So, there you have it, the beginning of our Anal Affair. I can’t wait to get that fat cock into my pussy too. That Mother fucker better make me cum next time, orally, vaginally and/or anally next time. No, actually, I’m going to make sure I enjoy the Trifecta” of cum and enjoy all three experiences courtesy of my new “Personal Proctologist!”

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