Just after my fortieth birthday I got myself into a bit of trouble. When I drink I have a hard time backing away from dares and challenges. I have learned to avoid these situations as much as possible but can't always do it.
A bit of background. I adore my husband to no end. I am five-feet-four-inches, weigh one-hundred-twenty-four pounds, and my vitals are 36DD-28-34. I have shoulder length light brown hair with blonde highlights and hazel eyes. I work out to stay fit. I'm also addicted to orgasms and cheating.
I can’t stand to have my husband put down but I cheat on him. He travels to Asia for seven to ten days, two out of three months, and that is when I have my fun.
My neighborhood is made up of custom homes and some townhouses. It's an upscale, snobbish community in the far west burbs of Chicago. I have quite a few friends but there is one that is a bit of a scandal to the more prudish old ladies. Her name is Gina.
No one was quite sure how she came by her money and she wasn’t saying. She lives in one of the townhouses. It's been speculated that she did quite well in a divorce and she does nothing to dispel this idea. She's a stunning five-feet-ten-inches, with a fit toned hourglass shape that drives men and some women to distraction. Me included.
Along the way I became her one close friend in the neighborhood. As I said, I'm addicted to orgasms and cheating. So, yes, Gina and I became lovers. But by no means were we exclusive. In fact, we enjoyed telling each other about our dalliances.
One day I arrived after she had invited me over. Gina went out to her kitchen to make us drinks, or so I thought. I had made myself ready with my hair and makeup. I heard her call me out to come in for a drink, telling me to just come in with heels. I got undressed.
When I got out there she was grinning as she handed me my drink. Then she looked over my shoulder. I turned around and about dropped my drink. Sitting on her couch was a well-built man in his late twenties with black hair and blue eyes. That's not what caught my attention.
He was completely naked with legs splayed apart and the biggest fattest cock I've ever seen. Rock hard. My husband is almost ten-inches but this man was larger. I just stared.
Gina told me she had bet him that I could deep throat the whole thing. Part of me just wanted to cover up and hide. I'm sure no prude but a stranger staring at me with such a cock unnerved part of me. However, the rest of me was so aroused it was all I could do not to beg him for it.
I had not realized I was staring until I felt Gina’s breasts press into my back, whispering in my ear, "Get on your knees. Crawl to him and win me that bet!” Before I realized it I was doing it.
As I was crawling to him she spoke almost proudly. “Didn’t I tell you she was incredibly alluring eye candy. She's got a hidden, fuckable slut look under that trophy wife shell.”
It hit me that she had set me up. God, I love her. I was able to get almost three quarters of his cock in on my own.
With Gina’s help and instruction I did better. Over the next thirty minutes, with Gina’s encouragement and tips, I managed to learn to deep throat all of him. I could almost not breathe with it in my throat but that alone almost made me cum.
I was rewarded with a flood of cum straight into my stomach. Gina told me my reward was being fucked by him all night as his pet. That we did. He had me and made me beg for everything. Not only did he enjoy making me beg but I got off when he made me do things.
After that night Gina introduced me to a couple of other men. One was black and one was brown. Both as endowed as the first guy. Funny. I never learned anything but their first names.
When my husband was out of town we would have little parties, almost always with me as everyone’s pet. We would go to downtown Chicago and party quite a bit as well.
My husband was on a two-week trip to Asia. Gina and I went to a party downtown. Some shady men were there playing poker. I had just enough booze in me to feel invincible.
Gina had to leave and I refused to go with her. Stupid me. They let me into the game. Before I knew it I was down twenty thousand dollars. There was no way I could pay them without my husband learning and that would lead to a complete downfall of everything.
I agreed to spend the night with the one I owed the money to. I let him fuck me with the others watching in order to gain two weeks to find the money.
Then, desperate, I went to Gina for help.
She picked up on the fact that fucking and being watched had turned me on. I saw a major decision had been made by the look on her face. With a sigh she asked me if I would be willing to be videoed while fucking.
My mind reeled in horror yet my knees almost buckled with lust at the thought. I nodded yes. “It will involve…my work…” She proceeded to tell me she was a porn star. A quite successful, business savvy one. She could take me to a studio, introduce me to a director, and work out a deal.
I would not, of course, use my own name, but could make the twenty K fairly rapidly. As if it was an out of body experience I heard myself whisper, "how soon?”
Gina smiled, kissed me, and said, “let me make some calls.” She left me laid out on her bed, in garters, stockings and heels. She headed to her office.
I heard her make several calls. I heard times arranged, etc. She returned. “Tomorrow we get you completely waxed. Nails and pedi. The day after, hair and makeup from a 'friend' of mine. Then we catch the noon train downtown to the studio. I'll have your outfit for you.”
The next morning Gina picked me up and off we went. After a waxing, which really wasn't needed (I keep up on that), hair and make up, we headed to downtown Chicago. We caught an UBER to a nice hotel. Not where I stay with my hubby but definitely not a dump.
Gina walked up to the concierge desk and was handed a key. She led me up to a room. We went in and already on the bed was my 'trophy milf' outfit.
I saw there were black garters, seamed stockings, and five-inch heels. No panties or bra. A black dress with a plunging neck line and with a halter neck tie. It was backless down to just above my ass. The hem was just low enough that it covered the garter straps and top of my stockings, but only if I stood still. And it was tight!
Once I was dressed I felt like a hooker and blushed when I realized it turned me on. Gina adjusted some things and touched up my makeup. I put on a coat to cover up and then we headed out. The studio was, surprisingly, in the next building. I almost broke out laughing as I watched people walking by not knowing what was going on in there.
Gina had been briefing me as well as giving me a list of tips and warnings. One of the biggest was I would be given, without being told, the ability to say no once. Once I said that nothing more would happen, including any chance of getting a role.
That would mean not getting the money to pay my debt. That made sense.
We came to the entrance. There was a receptionist and a rather large door guard. They didn’t even hesitate to let us in when they saw Gina.
She led me down the hall and, without knocking, went through one more door. Inside was a studio. One part had a bedroom set and another had an office set. Cameras and director's chairs were set up around both. People were milling around in various states of dress and undress. Including a couple of the guys that had fucked me already at Gina's.
Sitting at the desk on the office set was an overweight man, balding, with a ponytail. I almost chuckled thinking he must be the director. Sure enough his face immediately lit up when he saw Gina.
“Is this the new talent?”
Gina smiled. “You already know that, Mr. Malone.” I noticed she called him Mr. Malone immediately. “And yes, she is talented. Just ask John and Chris.”
I turned and saw them nodding and leering at me. I realized everyone was checking me out. Mr. Malone motioned for me to step forward. As I walked onto the set others gathered around and I saw the cameras 'wake up' and point at me. I stopped in front of the desk.
Mr. Malone got up and walked around. Something told me to just stay still. However, I had an inspiration, sort of. I put my hands behind my neck under my hair meshing my fingers. The result was he had full access to my body. He took full advantage running his hands over my DD breasts, tight firm ass, stomach, pussy, everywhere.
I kept looking forward but with my eyes I glanced down and saw he was hard. If the size of his bulge was any indication of his size he was huge as well. Out of the corner of my eye I saw a red light on the camera. I could see it was telling me this was all being filmed. That not only made me embarrassed but also really turned me on.
Mr. Malone then walked to the desk and leaned back and sat on the edge, his fat arms crossed. “Would you like us to see you without the dress on?”
I quickly figured out that with the cameras rolling I would not only be video stripping but also agreeing that I wanted to, thus, eliminating any lawsuit. So, realizing this and remembering Gina’s warning I answered, “yes, Mr. Malone, I really do want everyone to watch me take off the dress. Please tell me to take it off.” He grinned.
“You really want us to see your naked married body?” This banter was making me so wet I felt some juice leaking down my inner thigh.
“Yes, Mr. Malone. Also, please tell me to take it off for you.”
Everyone in the studio was watching. “Take it off, Mrs. Peters!”
I reached behind my neck and undid the bow that held the top half of my dress up. Slowly I lowered it revealing my firm full breasts, tanned bronze with no lines. Dark areolae with my nipples rock hard came into view. As the fabric slid over the nipples my knees got weak, I was so aroused.
I pushed it down over my hips letting it fall to the floor. Standing in garters, stockings, and heels, the only other adornment was my three carat diamond wedding ring, diamond earrings, and gold chain necklace.
On a hunch I put my hands back under my hair behind my neck. Mr. Malone stood up and once again walked around me examining me like a piece of livestock he was thinking of purchasing. Even that aroused me.
As he walked around me he felt up my boobs, ass, pussy, and everywhere else. I was so wet he easily slipped a finger into my pussy. My head lolled back involuntarily in lust.
I heard him snap a finger as I stood with my eyes closed. Suddenly I felt other hands on me. Abruptly a finger was inserted, without lube, into my asshole and I yelped. However, instead of doing anything to make whoever the owner was take it out I started to hump forward and back on the two fingers. Just as suddenly as it started Mr. Malone snapped his fingers again and I was left standing wobbly.
Mr. Malone was once again leaning back on the desk. “I have been told you can not only suck a cock like a pro but you actually get aroused doing it.” I nodded yes. “I need you to say it, Mrs. Peters.”
Barely able to speak I was so turned on I huskily groaned out, “I love sucking cock. It really turns me on.” He grinned at me.
“Do you want to suck me, Mrs. Peters?” I nodded eagerly. “I need to you say it out loud.”
Almost with desperation I moaned. "Please let me suck your cock.” He nodded.
“You want to be videoed sucking my cock?”
“Oh, god, yes I do.”
He nodded. “Go for it.”
I walked up to him and squatted in front of him. Then, because I found myself so overcome with lust and the need to suck his cock, my fingers fumbled with his pants. I finally managed to unzip him and get his cock out. I wasted no time and started working on him.
After the training Gina had given me I had no trouble deep throating him. “Keep sucking, Mrs. Peters, and stand up."
Bending at the waist, his cock never leaving my mouth, my feet spread apart, I balanced myself with my hands on his hips.
“I bet you would love a cock in your pussy, wouldn’t you?” I started to nod but then remembered the routine.
I took my mouth from his prick. “Please tell someone to fuck me, Mr. Malone.” Then I eagerly took it into my mouth again.
I heard his finger snap, then his hands were on my head controlling it. I could not see who the new cock belonged to. All I knew was it was huge as it pushed its way into my pussy. It stretched me as I let out a long guttural groan mixed with lust and a bit of pain. There was no more of anything remotely considered foreplay. I was being spit roasted and loved it.
Suddenly, without any build up, I exploded. Cumming hard, screaming around Mr. Malone's cock. This caused him to spew into my throat. I swallowed it all. He chuckled.
“If I hire you that is the last cum you will have inside you. It looks so much hotter if it covers you.” I could only nod. “Do you do anal?” For a moment I panicked. The size of cocks in the studio would hurt. However, I knew one "no" from me would end my hope. Well, that, and I do enjoy anal since I must admit it.
“Yes, I love it. Please tell someone to fuck my ass.” His hands were still holding my head now making me look at him. The huge cock pulled out of my pussy and I felt it pressing my ass. I could not keep a look of fear off of my face. This made him grin.
“Fuck!" I screamed so hard my mind exploded! After the first couple of inches whoever it was just shoved it in. I felt hands on my hips holding me up, which was a good thing, since my knees had buckled. I had no thoughts of anything else in the world other than Mr. Malone's leering face and that baseball bat in my ass.
It was so intense I lost all control. My hands gripped Mr. Malone's clothes so tightly my knuckles turned white. Even though I had just came a moment ago I was suddenly about to cum again. I was seeing stars and light headed.
Mr. Malone was holding my head, staring into my eyes with unabridged greed. I vaguely heard him crowing about how much money I would make him. Then my world exploded as I came hard. Whoever was fucking me moaned, "Oh, shit, she's squirting.”
A few more pumps from him and he jerked out shooting hot cum onto my back. He pulled out with a pop and let me sink to my knees. Gina came up to me and kissed me hard. I had made her proud. She led me to a shower and climbed in with me, washing me off, kissing me, and generally enjoying herself.
A little later I had dried off and was redoing my hair. However, only letting me put on my heels, she led me back to the office set. Mr. Malone had some papers on the table. As I neared I looked around wondering who was the owner of that wonderful cock that had fucked my ass. But I had no idea and I didn’t ask.
As we approached, Mr. Malone started speaking. “Gina explained to you, um, the situation?” I glanced at her and she smiled, explaining that the usual contract would not get me the money fast enough.
“It's a contract for four movies at five thousand each. That will be the twenty K you owe.”
In addition, it turned out that Mr. Malone knew the man I owed the money to. He explained he was able to negotiate a payment plan. There was one catch. The man I owed the money to wanted two thousand dollars additional, and up front, as a fee for the plan.
I blurted, “how do I get the money?” He sat back smiling.
“As it happens I have an, um, business man who is interested in investing in my company. However he wants to know what our, um, business plan for the future is. Since you are a part of that I would be willing to pay you the two K if you 'convinced' him to invest.”
I knew he was basically telling me I needed to spend the night fucking this man and I would get paid two thousand dollars. I would be a whore. Instead of getting disgusted I was actually getting wet again.
I looked at Gina and she winked. I looked at Mr Malone and nodded. He grinned, rolling his eyes, snapped his fingers and pointed to the camera. I grinned. “I would be happy to talk to the investor about your company.”
He nodded. “Welcome to the company.” Then he turned and looked at a makeup girl. “Do her up smoky. She has a long night in front of her.”
As I was having my makeup done I realized Mr Malone probably took massive advantage of me with this contract. But I smiled as I realized I didn’t care.
Something else also hit me and I laughed and looked at Gina. “Did you set me up?”
Gina smiled. “I can say with absolute truthfulness I would never and have never done a single thing that caused you to do anything you didn’t want to do, deep down. Besides you're a natural porn star. Mr Malone even came up with a name for you. Lynn the Trophy Milf. He's working on your first film. An executive's wife gets lost and wanders into the wrong bar, asking for help.”