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Jenny Wants to be a Millionaire Ch. 1

by Capstick

BBW

Let me introduce our heroine Jenny, in case you have not yet met. Jenny is a happily married middle-aged woman, with all-American good looks, and a bit of a naive view of the world. Now what self-respecting man couldn't fall in love with a gullible blond beauty with blue eyes, an outrageous hourglass figure, and a penchant for landing herself in embarrassing situations?

Today was Jenny's thirtieth birthday. Her best friend Ashley had given her a beautiful bottle green silk dress, which must have cost a small fortune. She insisted that she found it on clearance, but Jenny had never seen dresses like this make it to a closeout table.

Ashley was worried about the fit, so she tried it on for her. It was a strapless dress, a style that Jenny usually stayed away from. She had to admit that it made her look like a movie star though! It had a lot of support built into the chest, and gave her full breasts quite a lift. It was quite snug, and created lots of cleavage. It was short enough that care would be needed when bending over, but she was comfortable wearing it.

Both Ashley and her husband were delighted with the look. Ashley explained that with the strapless top, the dress needed to be tight or it would be constantly slipping down. Jenny was hoping that her days of accidental public exposure were well behind her, so she was quite reassured. It had been months since the last embarrassing incident, and Jenny was gaining more confidence in her ability to avoid further trouble.

Her husband handed her a birthday card. Inside the card Jenny found a pair of tickets to a show named "Are You Really Sure You Want to be a Millionaire?" He explained that it was a taping for a new cable show, and that contestants were going to be picked live from the studio audience. He didn't tell Jenny that he and Ashley had been working on a new adventure for Jenny quite a while now. Jenny squealed with delight and gave him a big hug, while Ashley smiled to herself and thought what a stupid cow she really was!

"Oh, I almost forgot your last gift, what perfect timing!" He handed her a box from her favorite lingerie shop in town. Inside was a beautiful set of matching bra, panties, and garter belt, along with silk stockings and a transparent negligee. "I was hoping you would wear them to bed tonight, but the color is perfect with that dress. I'd love it if you wore them to the show!" How could Jenny say no with all the love being shown. She didn't tell him that the bra couldn't be worn with this dress since it was strapless, but everything else should be fine. Then when they got back from the show tonight all she needed to do was slip out of the dress and into the negligee!

After cocktails and a wonderful dinner at her favorite restaurant (where Jenny secretly enjoyed the attention her dress was getting), her husband drove downtown to a rather run-down section full of industrial buildings. Jenny regretted not using the rest room at the restaurant, but she could wait till they were inside the Studio. He found the building behind a chain-link fence with a small sign out front, which said Cinema-X Productions. They parked in a fenced lot, which was quite full.

As they approached the entrance door, a large man was standing guard with a clipboard, wearing a dark blue uniform. Her husband presented their tickets, which Jenny noticed were different colors, one white and one bright orange. The man checked his clipboard, made a few marks, and handed them each a form with a lot of small print on it. He explained that it was a models release, just in case they did get chosen to participate in the show. As he stood over her to point out where to sign, Jenny could feel him staring down her dress. Jenny's cheeks colored as she quickly signed the form and handed it back.

"The show starts in about 10 minutes folks, and I have to do a quick search before you can enter", said the guard. He pointed to a short yellow railing, which was about three feet away from the building wall by the door. "Could you stand in front of that railing Miss, and face the wall please!" Jenny glanced over at her husband, who gave her a quick nod. A line of people was starting to form behind them, so Jenny walked over to where he pointed and stood up against the railing.

Jenny felt his hand press between her shoulder blades, "Please lean forward and place your hands against the building wall". Blushing furiously, Jenny now realized that with her legs braced against the railing, her ass was thrust into the air, facing both the guard and the rest of the crowd now gathered. The way he had her stretched out, her heavy breasts were close to falling out of her top. She felt the guards booted feet slip between her high heels, and kick her feet apart till they were well separated.

She let out a soft moan as she felt him lean up against her uplifted ass, and she could feel his rock-hard cock pressing against her as he pressed her into the rail. He reached around and placed his hands flat on her belly, slid them slowly up to her arms, and then followed the slope of her breasts down till he was cupping and squeezing them roughly. Jenny gasped as she felt him slip the top of the dress down and her breasts were released! He quickly began to squeeze and massage her bared flesh. Jenny was helplessly pinned in this position and unable to remove her hands from the wall.

After a thorough groping the guard released her breasts and slid his hands back behind her, and followed down her hips and along her thighs till he reached the bottom of her dress. She let out a gasp as he slowly ran his hands up underneath the thin material. Her legs were still braced apart by his feet and she glanced over to her husband helplessly, who was standing with the rest of the crowd. All he gave her one of those "What can I do about it?" shrugs!

She grimaced and squeezed her eyes shut as she felt his fingers brush past her stocking tops till they finally reached her now soaked panties. His fingers found the ties on the side and quickly pulled, and she gasped as she felt them fall away. The cool night air suddenly hit her moist pubic area. He slid one finger up inside her vagina deeply until she was raised up on her tiptoes. He then slowly slid it back out, and followed back to her asshole. Before it dawned on her what was happening, he slid his now very lubricated finger deep inside her ass, much to the delight of the crowd.

Jenny realized that he had moved over to the side, which gave everyone gathered behind an unobstructed view. The guard continued to work his finger around in slow circles for a few seconds, and then pulled out, which produced a small squeal. She quickly pushed herself off the wall and pulled down her dress. The guard was now smiling from ear to ear! She vaguely heard him say, "Thank you very much and please go this way miss!" She rushed through the door to the sound of applause from the group outside.

To Be Continued...

Contributed by Capstick. Send comments to aajett@home.com

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26 Gay Erotic Stories from Capstick

Jenny Wants to be a Millionaire Ch. 1

Let me introduce our heroine Jenny, in case you have not yet met. Jenny is a happily married middle-aged woman, with all-American good looks, and a bit of a naive view of the world. Now what self-respecting man couldn't fall in love with a gullible blond beauty with blue eyes, an outrageous hourglass figure, and a penchant for landing herself in embarrassing situations? Today was

Jenny Wants to be a Millionaire Ch. 2

Now that the guard had finally released her, Jenny found herself rushing down a narrow hallway. A brightly lit opening was straight ahead, and a line of people was slowly filing in to a large room beyond. As she caught up to the line she realized her husband was directly ahead of her! She was about to start complaining that he hadn't been searched also, when she felt more people

Jenny Wants to be a Millionaire Ch. 3

Jenny quickly yanked the back of her skirt down, and dropped into her seat. This in turn caused her breasts to bounce free of her dress. She didn't notice this however, because her attention was riveted to the clammy feeling of cum starting to soak into her beautiful dress. Her husband certainly noticed, and after enjoying her situation for a bit, leaned over and whispered in her ear

Jenny Wants to be a Millionaire Ch. 4

Jenny quickly yanked her dress back down, and was directed towards the stage by the usher. Jenny could feel him wiping his hand on the back of her dress. She remembered about the mess and looked at the closest monitor to see the back of her swaying hips with a dark splattering of splotchy stains all over well-rounded behind. The material was now very clingy, and she could feel it

Jenny Wants to be a Millionaire Ch. 5

"Jenny, your first question is: What is the scientific name for water?" Jenny herd a click underneath her chair, followed by a high pitched buzzing sound. Something was being dragged along her exposed pubic area. It dawned on her that it was an electric shaver! The host continued: "H-2-O, W-H-O, I'm sorry Jenny, did you say something?" "No, could you please repeat the choices?" she

Jenny Wants to be a Millionaire Ch. 6

With that the host sat up and gave her knee a quick squeeze. "You're doing great Jenny! Your husband is a very lucky man." He walked away and started shaking hands with the audience. Jenny felt herself being cleaned up again with the warm towel. The studio lights came up and people started to talk amongst themselves, but no one left their seats. All eyes were still glued to the

Jenny Wants to be a Millionaire Ch. 7

Jenny jumped as the tape was pulled free and the vibrator was removed, then the egg. She saw the girls approaching the stage carrying a high legged bar stool with a molded backrest. They set it down at the front of the stage, turned and walked over to her chair. Meanwhile Jenny gasped as the butt plug was slowly removed, ridge by ridge. The girls freed her arms and legs, and helped

Jenny Wants to be a Millionaire Ch. 8

"Well Jenny, you are quite a site!" The host had returned, and was now giving her a good inspection. Most of the bib had dripped off her breasts, and her whole chest was glistening under the lights. Her nipples were fully erect, and streams of saliva were slowly dripping down onto her lap. "I think it's time we removed the clamp from your tongue, and got you cleaned up!" (Many

Jenny Wants to be a Millionaire Ch. 9

I've had several requests to continue this series, so I humbly offer my latest contribution to Jenny's unfortunate plights. I hope you enjoy, and feedback is always warmly received! - Capstick * * * * * The announcement came in an official looking manila envelope delivered by FEDEX. It was addressed to her attention, signature required, return receipt requested. Puzzled, she

Jenny's Medical Adventure Ch. 01

Perhaps you have already had the pleasure of meeting my Jenny. She played a prominent role indeed, in an episode of a cable show, called "Jenny wants to be a Millionaire". Following is a further adventure, though unrelated, in the same spirit. A bit harder in nature then most, so be warned. - Capstick * * * * * Middle age is a bitch, thought Jenny, as she gazed at the mirror of

Jenny's Medical Adventure Ch. 02

Jenny's husband had called her from work later that day, and gave her the name and phone number of a Dr. Stevens. "Several of the office girls have been treated by him, and they all said he was great. This is his office number. They should still be open if you want to make an appointment." When Jenny called, the nurse was very nice. She even mentioned that they were expecting her

Jenny's Medical Adventure Ch. 03

"You can sit up on the table, and roll up you left sleeve," the nurse said, as she patted the front edge. She shook out a thermometer, and placed it in Jenny's mouth under her tongue. Then she wrapped a blood pressure cuff around her arm. After she finished, she wrote the numbers down on her chart, and handed Jenny a clear plastic container. "You can remove all of your clothes and

Jenny's Medical Adventure Ch. 04

“Well, my husband will certainly enjoy the treatment! How often will I need it?" Asked Jenny. "Now that's the spirit, good for you!" he answered (Jessica rolled her eyes in the background, and struggled to keep from laughing). "We have to give you a large and prolonged initial dose today, for the treatment to be successful. It's something that you couldn't accomplish at home. You need

Jenny's Medical Adventure Ch. 05

About five minutes later, Jessica returned to the room, carrying a stainless steel bowl and some white towels. When the door opened, Jenny noticed both boys had now moved closer to the hallway, sitting cross-legged on the floor, and were pretending to play with crayons as they peeked inside the opening. Jessica set the towels down at the foot of the table, and then pulled a razor

Jenny's Medical Adventure Ch. 06

Just then Dr. Stevens walked through the open door. "I saw maintenance leaving. Good, they finally got around to fixing the light. I see Jenny is nicely prepped!" He shut the door behind him, and sat down on the stool facing her. He slipped off both of his loafers, and started to loosen his tie. "Unfortunately, there's no dignified way to go about your treatments, Jenny. I hope you

Jenny's Medical Adventure Ch. 07

"Where are you taking me?" asked Jenny in an alarmed voice. "You're scheduled first thing in the lab. It shouldn't take long, they just need a urine specimen, and to draw some blood." answered Dr. Stevens. "Jessica, why don't you call for a wheelchair, we can't have her walking around dressed like that!" "Let's get you weighed and on your way! Come this way." As he led her out the

Jenny's Medical Adventure Ch. 08

As Jenny re-entered the hallway, low and behold, there were the two guys from the waiting room leaning against the far wall! Ernie made a right turn and started quickly down the hall. He stopped in front of a bank of elevators, and pushed the down button. One chimed to a stop next to them, and Jessica entered and held the door. Ernie swung her around and backed in. Just as the

Jenny's Medical Adventure Ch. 09

Jessica helped her back into the wheelchair, and she wheeled her back out of the room. She saw her pursuers fall into line behind them as they left. "We need to get you over to Radiology now," But as she finished the sentence, they heard a muted buzz. Jessica reached in her pocket, pulled out the beeper, and checked the screen. "Well, I guess it's time you learned about our donor

Jenny's Medical Adventure Ch. 10

She drifted along as if in a trance through more hallways and doors. She was vaguely aware of a crowded elevator at one point, and the persistent buzz of background noises. She came back to reality finally, seated in another quiet examination room. Jessica was helping her up by one arm, and a different man had a hand under the other. "Welcome back!" said Jessica, as she saw Jenny

Jenny's Medical Adventure Ch. 11

Jenny returned to her chair, and was taken back out into the hallway, next to a different door. Jessica had helped her back into the apron, which was now completely soaked down to her waist. It clung tightly to the curvature of her breasts. Her exposed cleavage was wet, and glistened with fluid. Jessica put her chart down next to the chair. "All we need now is your chest X-ray,

Volunteer Jenny Helps the Circus Ch. 1

Jenny, our beautiful blue-eyed blond from our earlier adventures, was so excited! She had always loved the circus since she was a small child, and never failed to go whenever it came to town. She was now on the Children's Hospital mailing list because of the large contribution she made from her game show nightmare. She learned early that the circus was looking for volunteers this

Volunteer Jenny Helps the Circus Ch. 2

"Quick dear, let's get you out of that costume!" said Sonya, as she took hold of Jenny's hand. Many of the performers had gathered around the backstage area to watch her performance, and gave her a nice hand as they scurried back to her changing room. Jenny felt several pats on her rump, as she passed quickly down the narrow walkway! "This is NOT what I had in mind! I want to go

Volunteer Jenny Helps the Circus Ch. 3

"They weren't very nice people!" complained Jenny, as she returned to the dressing room with Sonja. "I'm sorry dear, but they are great performers!" she answered. "You vill like the next lady, she is very friendly." Jenny turned. "I thought I was done! What do I have to do now?” Sonja started pulling clothes out of the closet. "Nothing like before dear. You vill simply vork with

Volunteer Jenny Helps the Circus Ch. 5

Sonja finally grabbed hold of Frank's shoulder, stopping their routine. She held a hand out to Jenny, and helped her up to her feet. "That vas vonderful, dear! You did very well! Such a powerful jumper you are!" Jenny smiled brightly, glad that Sonja had noticed her effort. Sonja walked over to the table, and returned carrying a squirt bottle. "You look too hot, dear! Let me help

Volunteer Jenny Helps the Circus Ch. 6

Jenny and Sonja left the stage, drawing a standing ovation. Many of the men in the stadium were holding lighters aloft, chanting for more! The ringmaster took center stage, and began to wrap up the event, thanking everyone for attending. He also urged everyone to stop at the Children's Hospital booth to make a small donation for the kids. It was a record day for the charity! The

Volunteer Jenny Helps the Circus Pt. 4

"I vant you both to concentrate on only my voice." Sonya had knelt down next to their chairs, and taken hold of each of their hands. "From this day forward, you will trust and obey everything I ask of you. You may not understand why, and it may not make sense to you, but you will have a deep desire to make me happy. The last thing you would want to do is make me sad or unhappy. Do

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