I was totally exhausted from a long cross-country flight and a challenging day at the office. Fuck, you would have thought this once proud company would have at least let me go to the hotel to freshen up before dragging me to the office to train their underperforming staff. It sure would have been nice to enjoy a long bath and masturbate my MILF Pussy to a well-deserved orgasm with the new sex toy packed discreetly away in my luggage.
I usually fantasize about lesbian sex or for some reason recently find myself drawn to the fantasy of a gang bang with both men and women fucking and sucking everything in sight. Yes, even a woman who leans toward lesbianism needs a hard cock and cum occasionally! Little did I know that my quest for a night of lesbian sex would end up with my MILF Pussy getting pounded by cock relentlessly in a Gang Bang!
I usually enjoy being my own boss and consulting for major corporations throughout the world but, every once in a while, there is a company that really makes you wonder why you’re in the business. There was one ray of sunshine and that was the receptionist named Kim. She had to be in her sixties and nearing retirement.
Kim greeted me with a smile and welcomed me to a company I won’t mention for the sake of confidentiality. Honestly, I could see why this particular company was close to going bankrupt as employee morale was lower than low. I quickly saw that all these young kids fresh out of college thought they had all the answers and should immediately become the next CEO. God, I hate people who feel entitled without qualification!
I did manage to enjoy a nice catered lunch that Kim had arranged for my all-day seminar. I thanked her for her efforts “behind the scenes,” and it was easy to tell she didn’t receive many compliments at the workplace. With a big smile, Kim offered to take me to my hotel when I was finished, and after being around the men at that office, I was happy to accept her invitation.
I probably shouldn’t say this but, I hope that company does go bankrupt. . . after cashing my fat check of course! Anyway, the final “motivational/get your shit together” slide was presented, and it was time to head to the hotel until tomorrow. The more the day lingered, the hornier I got, and the more attractive Kim became to me. I had never been with a woman even close to sixty, but I was willing to try it if the opportunity presented itself.
Kim really knew how to dress and kept herself in extremely nice shape for her age. Finally, Kim was ready to escort me to my five-star hotel. I offered to buy Kim a drink, and she graciously accepted. I had one caveat in that she would have to sit at the bar until I freshened up a bit. “No problem,” I will cull all the men not worth our time tonight,” she laughed. Wow, I thought to myself, Kim might be a hot GILF in her own right, and I know for a fact that it doesn’t get any better than my MILF Pussy!
Not wanting Kim to wait an excessive amount of time, I hopped in the shower. As much as I wanted to masturbate, I knew it wasn’t right to keep my “date” waiting. Alright, I did manage to play with my clit a little and eased a finger into my now dripping pussy while I rinsed away the day’s stress. As bad as I wanted, I wasn’t going to buff my muffin for the sake of it now. I truly wanted to see what the night might bring. Would I end up in bed with my new GILF friend or someone else?
I toweled off and threw on something casual (a free-flowing summer dress) but, not anything that would make Kim feel too overdressed while sitting at the bar. I patiently waited for the ride down many flights and exited the elevator ready for whatever the night or morning had in store. Wow, Kim didn’t waste any time in attracting the attention of three hot young men.
I approached the bar and was introduced by Kim to three young businessmen (but, still don’t remember their names) who were all in town for a conference. I was very impressed as Kim held each and every one of these young stud’s attention. She was flirtatious with overdoing it, and I could tell the men were smitten with her grand-motherly charm.
It didn’t take long for our new friends at the hotel bar to start buying Kim shots aplenty. With each shot and chaser, the conversation turned more sexual in nature. After my second shot, I could feel my shaved MILF pussy starting to drip. After the third shot, Kim asked if I had ever been with a woman.
I blushed and could tell all three of the men almost shot a load they were so excited to hear the question. Sheepishly, I lied a little, saying once in college with a drunk sorority sister. You could tell everyone’s mind was racing at that point, including Kim’s.
The next question from Kim really shocked me; “Have you ever been in a Gang bang?” WTF? No, never, and that was not a lie! While I had always fantasized about a threesome, I preferred a more intimate “one on one” interaction with my male or female partner. The men at the bar were practically drooling with all these dirty fucking questions being cast my way as we drank to shut the bar down.
The bartender informed us that state law was forcing them to close but offered to put a couple of bottles on my tab and would deliver them to my room if we wanted to continue the party. Fuck, I was so horny that I agreed and invited everyone to my suite for a “final final.”
Kim seemed thrilled and although she was of advanced age, hung in there with the group drink for drink. She whispered a “thank you” in my ear that she really needed a night like this as things had become nearly unbearable at the office. She then gave me a peck on the check and took my hand, leading me to the elevator.
Once in the elevator, Kim pulled me close and gave me the most passionate kiss of my entire life. My knees grew wobble from the alcohol and her tongue that was now deep in my mouth. Her hand was already starting to explore my curvaceous body, and I knew it was “game on” once we got to my room.
I fumbled for my digital room key, and once inside, Kim wasted no time in pulling my top down and sucking my hard nipples on both tits. It was easy to discern that Kim was a seasoned sex fiend as she quickly found my MILF pussy with her hand. the touch of her hand on my clit nearly caused me to cum. I was so on edge.
I knew just how wet my MILF pussy was and Kim discovered this fact for herself as she slid a finger then two while she was still sucking on my tits. I wanted more kissing and told her so. She quickly found my lips again as she proceeded to finger fuck my MILF pussy with lesbian precision.
My knees were just about to give way as my head was swirling with sexual bliss. Kim then put her head underneath my sundress and started lapping up my MILF pussy juices, running her tongue from bottom to top as she parted my fold to plunge deep into my womanhood. Kim was laser-focused on giving me pleasure as her mouth sucked in my clit with the best “tongue flicks” I have ever felt in my life.
Fuck, this GILF really knew how to eat MILF Pussy! Kim then took her index finger and took just enough juice to lube her finger before sticking it in my hot MILF ass! I was so fucking horny that it slid in with ease. The combination of Kim’s tongue on my clit, while she was fingering my ass caused me to explode all over her face. Actually, I believe it was the first time that my MILF pussy ever truly squirted. I hope it is not the last!
I pushed Kim’s head away as my MILF pussy is always super-sensitive after cumming. Kim got up and returned to kissing my mouth in a very tender embrace. She then asked where the bedroom was, and I pointed as she helped me take the sundress off along the way. I was now totally naked before my new GILF lover and couldn’t wait to see Kim’s nude body soon. Kim told me to lie there and catch my breath, and I could tell her mind was somewhat preoccupied with the clock. Weird but who cares? My MILF pussy was feeling more than fine!
Suddenly, I heard a knock at the door, and it was the bartender with two bottles of tequila and some clanging bottles of beer for chasers. I was surprised that he just made his way into my room and covered my nude body up as I wanted him to leave so I could return the lesbian sex favor to Kim. He just stood there, and Kim asked me if I would tip him for his service. Tip?
With that, Kim pulled back the sheets revealing my naked body and still dripping MILF pussy. “Now, that’s my kind of tip,” the bartender exclaimed. With that, Kim pulled him over to my bed and told me to start sucking his cock. I was shocked, but it was so fucking nasty at the same time.
Kim had his pants down to his knees as he walked up to the side of my bed. All I had to do was turn my head, and I had a rapidly growing cock in front of me. Kim grabbed his cock and guided it into my mouth. I was no time in bringing him to full erection. I then felt another set of hands on me, and there definitely weren’t Kim’s.
I took a brief peek while still stroking the bartender’s cock, and it was one of the businessmen from the bar. Holy fuck, then I noticed the other two businessmen stroking their cocks at the doorway as well. What the fuck was going on? Deep down, I knew I was in for hot, nasty sex with strangers. Fuck I didn’t even know their names!
Kim was still fully clothed and telling the other two businessmen to approach the bed and start sucking my toes. Now, let’s take note; I have one hard cock in my mouth, another businessman stroking his cock and playing with MILF pussy, and two sucking my toes.
Fuck, what a rush! I was never really into sex fetishes, but after having my toes sucked, might be more open to it. My entire body was one orgasmic sex symphony, and Kim was the conductor! Kim then told the bartender to get on top of me, and that’s when the fucking started.
The bartender had a nice cock and was fairly well-hung but entered my wet MILF pussy with ease. As he pumped my MILF pussy the others just stood by the bed, waiting for their turn to fuck me. I fucked the bartender hard for a while in a missionary position.
Then Kim told them to fuck me one by one according to the size of their cocks, the smallest dick first. I was so turned on I could barely focus, but I noticed that one of them had the most enormous penis I had ever seen. Oh, my God, that huge cock would be a MILF pussy splitter!
As Kim instructed, one by one, the remaining three all entered my honey hole and fucked me. Thankfully, my MILF pussy was stretched nicely when the final monster cock entered my cunt. I never really refer to my pussy as a cunt, but after this nasty night, it was a “hot little cunt” for sure!
My MILF Pussy was stretched to its limits while this massive cock plunged inside of me. I’ve always been a fan of girth, but this cock had it all. Actually, it was almost too big. Almost but I took it all balls deep! Kim came to my side and whispered in my ear, asking how I liked my night so far. I turned my head to French kiss her for a moment, and then she told monster cock to roll over so that I could ride him.
I know it’s boring, but I really love missionary with doggy style a close second. I wanted to keep going missionary style but heeded Kim’s request as I eased my MILF pussy down on the monster cock and proceeded to rock back and forth. Kim then got behind me and slipped her finger yet again into my tight ass.
She explained in nasty vivid detail how she could feel the monster cock through my inner skin as I continued to ride for all I was worth. Kim then forced my head down, and I felt something that was definitely not a finger at my anal entrance. I had tried anal sex a time or two but was never really a fan. however, I had never been fucking turned on like this either!
My entire lower body was covered with my own MILF pussy juice, and I felt the tip of someone’s strange cock enter my near-virgin ass while I was still impaled on a monster cock. Soon I felt the bulb of the bartender’s cock disappear into my anal cavity as my ass flesh tightened around the entire length of his rock-hard dick.
Kim was thrilled to see two cocks inside of me and then helped them both fuck me in the rhythmic motion. They each took turns alternating MILF pussy, and ass strokes. My tight holes were stretched to the absolute max. At one point, they even flipped me over without missing a beat!
I couldn’t believe I actually had two cocks inside of me at once. What a feeling of both pleasure and pain. Honestly, I thought my innards were going to explode. There was so much fucking going on. The sensation of two stiff cocks ramming my MILF pussy and ass in alternating fashion was so fucking intense. There is really no way to describe it. It’s that mind-blowing.
My whole body was consumed with sex, but I had only begun as each bar stranger took turns on my ass one by one. I was slightly taken aback when the bartender presented his cock to my mouth immediately after fucking my ass, but I sucked it anyway. I care for myself, so (I found out) my ass tastes pretty damn good!
The room smelled of sex and I knew sooner or later, all this fucking was going to come to an end. Let me tell you, I don’t know how those porn stars perform all those sex acts in adult film sexy movie scenes. Believe me, when I say it’s hard to suck cock while you are being pounded anally and vaginally simultaneously!
I did my best to please my non-orifice friends sucking on both cocks while being pummeled down below. Kim cheered on the fucking and told the bartender and businessmen it was now time to cum. My brain was trying to play catch up with my body so I could finally comprehend each and every pleasure pulse running through my body.
One by one, Kim told them how to orgasm. First, she wanted monster cock and my last anal sex partner to cum as close together as possible in my MILF pussy and ass. I could feel the knob on monster cocks head swell to the point of tearing my vaginal walls apart, and then a violent surge of hot cum spewed deep into my vaginal hole. I felt my own climax milliseconds away from my MILF pussy and ass clenched on both cocks deep inside my orifices.
Next, I felt spurts of hot cum deep into my bowels as the creampie doubleheader was complete. I implored them to exit slowly as my pleasure turned to mild ache, and I still had two cocks to deal with! I wanted to turn over onto my back and just collapse in pleasure when Kim said, “Not so fast!”
Kim then kept me in a somewhat doggy position as my anal intruder exited, and then I did my best to lift myself from monster cock, which had barely gone limp at all. I hate to admit it, but that cock probably ruined me for dick the rest of my life.
I’m sorry, but it’s doubtful anyone will compare to that sensation of real-life fullness. Kim then dove into my asshole, rimming me clean of all ass cum before turning me over to spread my MILF pussy apart so that she could tongue all monster cocks spent cum from my still throbbing hole. “OK, now finish off those other two hard cocks,” Kim demanded.
I then rolled off the bed onto my knees and proceeded to suck both cocks back and forth until each strange cock unloaded its sperm into my mouth. The second load escaped my mouth and dripped onto my tits. It didn’t take long for Kim to lap up the excess cum on my titties while she tongued her way up to my eagerly awaiting mouth.
Damn, was she a good, no make that great, kisser! Kim licked the last remnants of cum from my mouth as I closed my eyes and reveled in my total orgasmic state of being! I slowly opened my eyes and saw the bartender and businessmen all leaving without saying a word. I was somewhat disappointed, not even a goodbye thank you kiss, but then again, it spared any awkward post-sex pillow talk conversation.
When it was all said and done, I checked off so many sexual “bucket list” items. I had amazing lesbian sex with a sixty-year-old woman (to be continued), sucked four total strangers’ cocks, and fucked them all deep in my ass and MILF Pussy. The really nasty part is that I didn’t know anyone’s name at the fuck party at all except for my client Kim.
All I know is that my MILF Pussy has now experienced its first-ever “Gang Bang.” If I’m being candid and upfront, my ass, and pussy still hurt a little as the sex was much rougher than I can even begin to write about. Mind you. I’m not complaining at all! 😉
