A strange thing happened the other day. I wanted to surprise my girlfriend when she came back from her third year of college by asking her to marry me. I figured she and I could enjoy our long distance one final year with her showing off the meager engagement ring that I could afford. Wanting another woman’s viewpoint, I called her mom, Barbara to ask for assistance. My soon to be fiance and I had an awesome relationship. Although Jodi wasn’t freaky in a sexual way, she didn’t mind when I downloaded porn to watch anal sex movies. In fact, she told me that her virgin ass cherry was my honeymoon gift if I ever proposed. Hint, Hint!
I invited Barbara (Barb) out for dinner and realizing that I was still new in my job and not exactly flush with cash, suggested that she cook dinner on their back patio which had an amazing outdoor kitchen. Barb lived a fairly upscale life as she took her husband to the cleaners in a quick and messy divorce several years ago. I guess it was easier than normal when it turned out Jodi’s father was gay! Anyway, I couldn’t wait to see what Barb had planned as she was chef caliber in everything she prepared food-wise. As I drove over to Barb’s place it dawned on me that I had never been there before without Jodi. Barb was in her early fifties and still rocked a pretty hard body.
My sweetheart, Jodi is a few years younger than me and could pass as a twin for one of my favorite porn stars, Maddy O’Reilly who recently started appearing in anal sex movies. Finally, I got to see anal sex performed by this amazing ass woman! Let me tell you these long distance relationships suck. I have been out of school trying to establish myself in the business community as an financial advisor and insurance salesman. The stress of venturing out on your own with college debt wears on me heavily. I can either get shit faced at the bar every night, or masturbate to oblivion once I get back to my place. Sometimes, Jodi is my phone sex girlfriend which eases the pain.
During these long distance masturbatory sessions, I must confess to having sexual thoughts about Jodi’s mother. Besides, liking to watch anal sex movies, my next favorite would probably be something along the lines of lesbian of MILF related. Without question, Jodi’s mom Barb definitely qualified as a MILF! While I was slightly nervous about dinner alone with Barb, I must be totally honest with myself and readers of this watch anal sex movies blog. I had been dreaming of scenarios like this since Jodi departed for college. Every time I would see anal sex movies, I would pretend Ariella Ferrera, Brenda James, and Kendra Lust was actually Barb tight ass when I finally launched my pent up cum.
The time that passed between Barb’s dinner invitation and the actual date seemed like forever. I found myself preparing myself just like the date I took Jodi on the first time. I wanted to look and smell my best! Somewhat nervous, I drove myself to Barb’s house having to lie to Jodi that I was working late on an insurance policy for a well off client. I am not sure exactly what occurred between us when I arrived at Barb’s house. I remember a warm hug, my cock beginning to tingle and thinking, “Fuck, she was going to be my future mother-in-law!”
I vaguely recall (I’m still in shock) some small talk about my budget for Jodi’s engagement ring and being surprised as Barb commented on the bulge in my pants and we sat down in the outdoor kitchen for a glass of wine. My cock was throbbing so bad I had to take a seat to conceal my erection. “What’s the matter, Brian? Been away from Jodi for too long?” Barb asked in double question fashion. I literally had nothing, as my face blushed with embarrassment From that point on, there was nothing stopping Barb and her innuendo and sex talk. What was I (or Barb for that matter) going to do next?
My cock pulsated in my golf slacks. I knew I should have made and effort to watch anal sex movies and masturbated in the shower before going to dinner. I honestly thought I was going to cum in my favorite golf slacks. My heart was beating loud inside me and everything Barb was saying about getting married seemed to be in slow motion slur. Barb poured me a second tall glass of wine and when she leaned over I couldn’t help but check out her store bought tits. Astounding ample bosom! She then turned around to check on her food and I was pleased when she dropped her tongs and had to bend over to pick them up. Notice I said, tongs not thongs as Barb was totally Commando!
As Barb turned around she totally busted me was checking out her gorgeous, shaved pussy. She didn’t say a word as I drank my second glass of wine way too fast. Barb was there with a welcomed refill but, somehow manged to spill a few drops on my golf slacks. Before I could even comment, Barb had opened my pants and my near seven inch cock sprang free. “Now, lets slide these pants off so we can pre-treat them,” Barb offered. Well, if by pre-treating she meant sucking my cock down to the balls, then everything was going to come out just fine! Holy fuck, Barb was an expert cocksucker. Her daughter, Jodi gave nice head but, always preferred to stroke and suck so I would cum faster.
As Barb slobbered on my hard dick, I nervously looked around hoping there was no way a nosy neighbor could see what was now transpiring! My dirty soon the be mother-in-law looked up at me with cock in her mouth as I squeezed and pulled her hair sprayed head not wanting her to stop until I came. Apparently, Barb didn’t like it when I tried to take control. “Not so fast there, Brian. We’ve still got time to fuck before dinner and you better not even think about cumming until I do!”
Barb then made a self serving revelation that would transform our relationship forever. She touched her damp lips and brought my face close to hers and softly spoke, “It’s not cheating if it’s in the ass!” I couldn’t believe what I was hearing from my girlfriends mother. knew it was wrong but, I just didn’t care any longer. “Brian, you don’t need to say anything else. Just fuck my ass like my ex-husband did all those years. I always wondered why he preferred to watch anal sex as opposed to fucking my MILF pussy. Now, everyone knows and I’ve got this big ass house and several expensive cars to boot!”
The passion was eruptive as Barb laid on her back and motioned me to lick her ass and MILF pussy. I didn’t need to be asked twice as my tongue licked from her labia to her swollen clitoris. Barb’s MILF pussy was flooding juice everywhere and I used the lubrication to finger fuck her willing ass. I then felt her as well as raise so I could better tongue her asshole. I was so horny it was practically intolerable. I then finger fucked Barb’s ass with one then two fingers as she wriggled in pleasure. I so wanted Barb’s MILF pussy but, didn’t want to cheat on Jodi.
Barb then wrapped her legs around me and guided my cock to her winking asshole. To no ones surprise, my hard cock glided into Barb’s seasoned ass slow and easy. Wanting my entire length, Barb then pulled me deep into her bowels until my balls touched her sopping entrance. She then instructed me how to properly fuck her anally while I was able to see anal sex for the very first time personally. This was much better than I ever dreamed of when I would watch anal sex movies for hours on my laptop. Barb was driving me fucking insane with her dirty talk as I pumped her ass. Just as I was gaining my confidence, she jumped on all fours before me doggy style with her butt flashing “insert dick here!”
I entered Barb from behind, her asshole was so tight yet smooth like silk. Within nanoseconds my entire shaft was buried deep into her anal cavity as Barb pleaded, “Fuck Me Brian, Fuck My Fucking Ass!” I knew it was wrong but, was so turned on and it felt so good so have my dick hidden deep inside Barb’s butt. She was frantically stroking her clit from underneath and I could tell she was ready to cum. Suddenly, Barb’s sphincter muscle grabbed my cock with vice-like force as her hips bucked in orgasmic pleasure. The clamping force on my dick then turned into propulsion of her sphincter as my dick was expelled with one major push.
I was on the verge of cumming myself and seeing Barb collapsed beneath me now, knew I better take matters into my own hands. It didn’t much effort, only a couple strokes on my cock a couple of times before I backed-up to spew man chowder all over Barb’s freshly fucked ass. I came so hard I even blew a load all the way to her chin! As I stared at my girlfriend mother, cum dripping from her ass and cheek, she turned around and asked me in rhetorical fashion, “Isn’t the real thing so much better than to simply watch anal sex movies, especially when it’s with your future mother-in-law?!”