I was forty-nine years old and my once hot and tight body was becoming more and more difficult to maintain. In addition to this unwelcome reality check, initial streaks of grey were showing in once totally natural blonde hair. My children were all on their own with successful careers. As if this wasn’t enough to deal with, I just received a phone call that I would be becoming a grandmother for the first time. Quite frankly, I was simply not ready to be a grandma! Now, please don’t get me wrong, I am a family woman and love kids. I just had a few sexual bucket list items that needed to check off first like getting fucked in the ass like I enjoy when I watch anal sex movies!
Other than father time kicking my ass, I had a lovely spouse who was weary from working too hard to retire early. He was everything one could yearn for, caring, considerate and made me feel secure as well. We still had sex occasionally, on at weekends or vacationing when he was well rested. Thank goodness for the beach and Viagra! While Thomas never fucked me wild like the porn stars in the anal sex movies I downloaded, he did he best to ensure that I had an orgasm each time we had sex.
I confided to Thomas that I wanted to spice things up sexually and have anal sex before I was too old to enjoy fucking any longer. I also requested that we video and make my own personal anal sex movies to archive when I was “young and beautiful!” In order to satisfy my immediate need for pleasure, I bought numerous butt plus, dildos as well as a twelve (12) inch penis shaped vibrator. I had actually begun checking out erotic stories on anal sex porn blogs as well as watch anal sex pornographic video clips while I masturbated.
On the few times Thomas and I actually had sex, I would encourage him to talk dirty to me while going through the motions. I would beg him to fuck me doggy style so I could scream “fuck my ass harder” and nasty things like that. I knew his cock wasn’t in my ass but, I always hoped he would take action on my eager ass. I knew just what I wanted, hot and filthy anal sex with someone without any commitment. Well, other than being committed to fucking my brains out anally. I intended to be fucked until I lost count of the number of my orgasms! Damn, I love my husband but, “Hello, Fuck My Ass Please!”
It was a Friday night in late summertime when my husband arrived home from work. Late as usual, and inform me we were going out for a night on the town to celebrate my fiftieth birthday a week early. He even booked an extremely expensive hotel room downtown so we could drink and party like we were teenagers again. Thomas and I went out to a lovely dinner with the wine flowing like there was no tomorrow. The waiter asked if we wanted desert and Thomas interrupted saying we would have it once we got back to our room. “What has gotten into him?” I thought.
Once we got to the room, I nearly fainted and my pussy started to moisten on the spot. My loving spouse had actually paid attention. The suite was extremely well lit and there were two tripods with the latest in camera equipment attached. There was also a hand held unit on the mini bar. Thomas smiled and granted my wishes to fulfill my filthy sexual dreams of fucking like those anal sex movies porn stars! I couldn’t believe he was finally going to fuck me in the ass. As I went to slip into a porn worthy leading role outfit, I could hear Thomas speaking with someone at the door. I assumed it was the bellman bringing champagne and a fruit basket for my birthday.
When I returned ready to fuck, I was surprised to see two men standing in the middle of the room wearing nothing but masks on their face. Tonight wasn’t about a romantic getaway for Thomas and I, it was ALL about ME! Thomas led me by the hand to the master suite bedroom and told me to have fun and enjoy my birthday present. Thomas went to both tripod camera’s and pushed record and then picked up the hand held himself. He then said “Action” and then both masked men started to fondle my nearly naked body.
I wanted a shot of whiskey but, both men had raging hard-ons with the longest cocks I had ever seen in person. My poor Thomas is not very well endowed but, he sure knew how to pick the right cocks for fulfilling my dreams. Thomas had been an incredible over achiever as these two gorgeous young bodies were something to behold. Their cock size was nearly identical which made me wonder if they were twins. At this point, I was so fucking wet and horny I didn’t care!
They began by kissing my boobs, sucking my nipples until they were hard and throbbing. Next, they caressed my body and it didn’t take long for them to find my clit which by now was poking out of its hood. It was time for each one to start their individual assault on my body. I could see Thomas with the hand held camera intently filming as one of my birthday presents slid two fingers into my saturated pussy. I was on the verge of cumming when I felt the head of a beautiful cock at my lips begging for attention. I sucked that huge piece of man meat while getting finger fucked for all I was worth. That was when that I had my first orgasm of (who knows how many) that night, cumming harder than poor Thomas could have ever thought about.
As my first orgasm subsided, I felt my cunt muscles in sch as way that is hard to described and one that I had never encountered before. These cocks were both at least ten inches long and maybe longer with plenty of girth to spare, or should I say share! That when the fucking really started and what amazing fucking it was. I was overcome with so many sexual sensations at once. Now, I was sucking the first cock that was fucking me as I could taste my own pussy on his glistening member. They seemed to be perfectly synchronized and each took turns to thrust deep into my hot cunt. Everything was a blur now and I couldn’t even focus on what Thomas was filming now. I knew he was getting ready to see anal sex for sure!
Suddenly, I was positioned to get on top and ride one of my masked men which is really my second favorite position behind doggy style. I rode that beautiful cock and came several more times as it hit places deep inside my pussy that had never been touched. After a half dozen orgasm or so, I was almost ready to take a break when, I felt someone pushing me forward with a cock still inside my pussy. I soon felt pressure on my virgin ass which would never be the same after this night. Luckily, there was so much pussy juice dripping out of me, no lubrication was needed. I then braced myself for anal impact!
I felt the bulb of one of those near monster cocks splitting my ass for the first time and the pain was almost unbearable. I said almost! There was some pain in the beginning, however then a sensation of inexpressible satisfaction. While I had longed for anal sex, I had no idea I would be double penetration (DP) the very first time too! I was now getting fucked me in the ass and pussy at the same time. My two lovers for the night rocked me back and forth with perfection as I felt the friction of their cocks rub together inside me. This never before felt sensation was driving me over the top into a state of ecstasy that I could not have imagined humanly possible.
My orgasms were endless as both men fucked the living shit out of me. I was psychically exhausted by this point and knew I couldn’t take much more. I still don’t know how those anal sex movies whores take a pounding like they do on film. Then as I was on the verge of passing out, I felt both their heads swell inside me as cum started flowing inside both my orifices. We all laid there in a heap as fresh cum was running from both my freshly fucked ass and pussy. I was in a long-term state of orgasm, virtually delirious with satisfaction, aware just of the waves of pleasure that consumed me. I was officially an anal sex movies slut and didn’t care, I was in paradise. Without a word, my anal sex performers removed their cocks slowly from my throbbing holes and departed the room quietly as I fell asleep.
When I woke the following day next to my loving husband, my ass and pussy were both pretty sore from the night before. However, the pain did not compare to the pleasure of having my holes stretched to the max by those two young well hung cocks all while filming my special night and getting fucked just like my favorite anal sex movies. I was covered all over in dried out cum, I had no regrets, this was exactly what I had envisioned as I check off my bucket list anal fuck. Best of all Thomas arranged all of this for me and I couldn’t love him anymore if I tried. My first-time anal sex had actually been wilder and also more terrific than anything I could have ever dreamed. Now, I can’t wait to watch anal sex starring me!