#tc9

True Confession Friday #9

Ladies Night Out

(TW::: Intoxication, Oral, Group Sex, Car sex, Intercourse, Ejaculation)

My good friend owns a Limousine company. He is a close friend, and I've worked on and off for him for over a decade. It is just a side hustle but it pays well, and sometimes I get to drive some really cool people. More times than not, it is boring, and the client does not interact with me at all. There are times however, that that client is friendly, and wants to chat. That always makes the trip much more enjoyable

Often, I am taking people to the airport. Sometimes its business people to meetings in Boston. On rare occasions, I get to drive a celebrity to a venue or a sports arena. Mostly, it is mundane, and a lot of waiting around and sitting in Boston traffic. However, Every once in a while, I get booked for a fun gig like a girls night out, or maybe a bachelor or bachelorette party. These nights always, ALWAYS, include alcohol-fueled debauchery and are always fun. Yes, I too, always have a blast.

One Friday night, many years ago, was no exception. Well, to be honest, maybe it was the exception, because it turned out to be one of the best sexual experiences I ever had. The client was a woman renting a limo for a girl's night out. The passengers would be five women, one of which had just beaten Breast Cancer and this was to be the celebration.

I picked the women up at the desired address and loaded them into the car. They were all late 30s, or early 40s and already seemed a bit tipsy. In fact, not only were they already buzzed, but each one carried a bottle of booze and a red solo cup filled with a beverage.

…Let the festivities begin.

As we drove, the women preferred I keep the privacy glass down so that they could talk back and forth to me for suggestions, recommendations and what not. I could clearly hear their candid conversations, and it never ceases to amaze me how absolutely filthy women talk to one another when they don't know someone else is listening. Some of the stuff I overheard not only made my ears curl, but also made my dick hard. These girls were drunk, raunchy, and horny. I anticipated it being a really fun night.

The First stop was to an upscale Mexican restaurant. Tacos and tequila. Empanadas and Margaritas. The girls returned about an hour later, even a little tipsier. Tequila will do that.

The second stop was an all male review. Like a Chippendale’s type show, except all nude. Before leaving the vehicle, I had given my business card to one of the women for pickup purposes. This particular woman decided it would be fun to text me pictures of penises the entire time the women were inside. Not only was it dick pics but also raunchy and crude comments. Things like “wish you were here” and "is yours this big ?"

It was obvious the girls were having a good time. They were horny and now completely drunk.

About an hour into the show, I was surprised when “dick pic girl” showed up alone at the limousine. She jumped right in the front of the limo with me. I told her that I was surprised to see her. It looked like they were having fun inside.

“Who really wants to see dicks that you can't have ?" Was her response.

I could totally understand her point. I am sort of that way when I go to strip clubs with the guys. I told her that I sympathized with her plight.

"Don't give me any of that sympathize shit. Just let me suck your cock” she said as she slid across the front seat and grabbed my dick through my pants.

Her name was Lucy, recently divorced and certainly attractive. Late 30s, big, firm tits. A curvy, but certainly fuckable ass, and a drunk and horny disposition. All that being said, still, I protested and pushed her away. I didn't want to lose my job or be brought up on charges etc. However, Lucy was not taking “No” for an answer. She unzipped my pants and dropped her head into my lap. Lucy's lips wrapped and molded nicely around my flaccid cock. Sliding down and sucking it into her mouth. It felt so good. Her mouth was warm and wet. Lucy used her tongue in ways I had never experienced before. Twirling and whirling around my shaft. Licking up and down the underside. It wasn't more than a few seconds before she had me harder than saying a Chinese tongue twister with a mouth full of Taffy.

Maybe some guys could've resisted this oral onslaught from a horny cougar but I wasn't one of them. I gave in completely and just accepted the pleasure I was receiving.

“Mmmm. There ya go." Lucy giggled.

"Oh, do you see something you like?” I joked.

"Mmm-hmm” Lucy slurred as she acknowledged that she liked my dick before opening her mouth and swallowing it again.

As Lucy continued to blow me, my hands were all over her as well. Before long, not only did I have both her tits out and was pinching her nipples, I had hiked up her skirt, slid her panties to the side and was fingering her wet pussy. I had to roll the windows of the limo up because our moans had started to draw attention.

“Maybe we should get in the back ?" Lucy suggested.

“Good idea" I agreed.

Giggling like teenagers, Lucy and I didn't even bother dressing. We just opened our doors and ran into the back of the limousine. Once inside, her and I started making out. Like, hardcore making out. Our hands were a blur, as we undressed each other quickly. We were naked in no time. Lucy pushed me back on the seat, and straddled me. Lowering her pussy onto my cock. Her pussy was very wet already, and accepted me easily. Grinding her hips on me, Lucy began to ride me slowly. Fucking me with a slow dirty rhythm. As she did, I alternated between kissing her and sucking and biting her nipples.

This was fun. Like...So much fun and it felt even better. I was totally into fucking Lucy. Judging from her moans, I was pretty sure that she was enjoying me as well. We were each building towards our respective orgasms…

…WHEN THE OTHER FOUR GIRLS SHOWED BACK UP!!

Lucy never even dismounted. She just laughed and said “uh-oh...Busted !" The other girls laughed hysterically, as they piled into the back of the limo with us. They teased Lucy calling her. "Horny old maid” and a "Slutty Cougar”. Lucy paid their teasing no mind, instead, she started to ride me again.

“Really ?" I asked. “Seriously ?"

“Fuck it. Let ‘em watch !" Lucy slurred. “Hell…Let 'em join in if they want to !!"

The other girls all cheered with drunken and horny Glee. All of them commenting how horny they were from the Male Review. One even commented how “sopping wet and absolutely soaked" her panties were.

Lucy, continued to ride me.

One by one the girls piled into the limo. There was lots of laughing. Lots of filthy comments. Once they were all inside and the door shut and locked, almost immediately, clothing started to come off. Suddenly, It was a cornucopia of titties, asses and pussies.

One started kissing me. Another sucked on one of my nipples. Amazing. I've never been so happy to be in the right place at the right time.

The best part of the whole thing? I was being paid for it. Wait does that make me a Gigolo??? Moving on…So This was truly like a fantasy out of Penthouse letters or Literotica. Something I would jerk off to growing up. I kept thinking to myself how lucky I was to experience something like this at least ONCE in my lifetime. Thank you God.

So there I was. Cock hard and Balls deep in one lady. Another massaging my chest. Two women watching and touching themselves in front of me. The last one slobbering all over me with her tongue down my throat. I should be blowing my load all over the place...right?

Wrong!

No matter what I tried, I could not cum. I think it was the pressure of the situation. The women were cheering and telling me to cum inside of Lucy because her “tubes were tied”. Lucy herself was even giving me the ok to cum. In my own mind I kept saying “gotta cum ..gotta cum”. But I couldn't. Not even to save my life.

Lucy eventually did cum and dismounted. Another woman named Nancy wanted me to fuck her too. She laid back on the seat, spread her legs, and gave me an “open invitation”. I knelt down on the floor between her legs and slipped in.

At the same time, and I'm not sure who it was, but someone took great pleasure in slapping and spanking my ass while I was trying to line up with her pussy.

<SLAP!!> “Fuck her! <SLAP!> Fuck her pussy!” I heard loudly as my ass started to sting.

I managed to slip into Nancy's pussy. It was sloppy and wet, and not very tight at all, but still, it felt good. Upon getting inside of her, Nancy immediately started to moan. Loudly. Almost, well…screaming. She was definitely acting..or well, OVER-acting. I fucked her hard and fast, to the approval of the other women. Cheers and applause echoed through the limo. Nancy continued her hysterics. Wailing away like a bad actress in a porno movie. Although, I can honestly say that she definitely wasn't acting, when she came, because she sprayed the back of the limo with her lady cum. A mess that I would have to clean up later. But I digress…

Again, while it felt really good there was still no visit from the cum fairy for me. WTF?!? I was getting aggravated, but I was still having fun and I was two for two. In my mind I was wondering if I was going to fuck all five of these women?

The answer to that came quickly. The Breast Cancer survivor, said “well I'm married, so you're not fucking me.”

“I’m married too, so I won't fuck you….but I'll suck your dick.” one of the masturbating women said, which to me was weird to me because my cock was now soaked in two of her friend's pussy juice. However, I wasn't going to fight her on it. If she wanted to suck my cock. Who was I to argue? Sure enough she reached down, grabbed my cock, and started blowing me on the floor of the limo. She gave incredible head. The way she slid her lips up and down my shaft while jerking and beating my dick, felt amazing.

The last woman didn't speak at all, she just pulled off her panties and pulled my face to her pussy. Like, just shoved my face into her crotch and expected me to start eating her out. Her pussy was already very wet, but it tasted good. Nicely groomed and neat. It was a pleasure to feast upon. She was a bigger girl, a beautiful BBW, but I have to admit she kind of smothered me when she closed her thighs around my head. Thankfully,I survived to tell the tale.

One forcing me to eat her pussy, another sucking my cock, and the rest whooping and cheering. This was the best job ever. If only I could cum !! My cock was starting to get raw and even hurt a little.

Then…the blow job woman (who's name was Susan) did something to change the situation. A game changing move in the course of the night.

She started to tease my ass with one finger. She never entered my ass but instead, just sort of teased my asshole with her finger. Wow!! All of a sudden, I felt like Old faithful and was ready to blow.

I removed my tongue from the pussy on my face. Panting and out of breath, “Fuck...I'm gonna cum!!!” I groaned loudly, alerting Susan to the impending climax that was about to happen. To my surprise, instead of removing me from her mouth, I could feel her take me deeper and force my cock into her throat.

I came hard. Violently. My body twitched. Shook, and shivered. My cum spewed forth and Susan, bless her heart, swallowed it all. Pump after pump of my hot jizz shot right down her throat. All of the girls applauded and hooted and hollered for me and my eventual orgasm. Susan leaned up and kissed me. Her kiss was salty and I realized I was tasting my own cum. So be it.

After that things kinda wrapped up quickly. It was late and the time they had rented the limo til had already passed. I dropped the girls off and gave all of them except the Guest of Honor a good night kiss. The women tipped me a $250 tip for the night. They promised to have more Girls night out, but to this day I have never seen them again. They did give me a great review on the website.

I explained and told the whole story to my boss who was totally cool with it. He said it was cool and gave me a hi five. Of course he made me scrub the limo extra extra clean.

But it was so worth it.