As Jim finished positioning his tie as he got ready for his wife's big company dinner, he admired his reflection in the mirror and felt proud of how he cleaned up. Despite having just turned 45, he had kept his frame trim and athletic playing tennis on the weekends and jogging at night, and though his blond hair was thinning in the front with some gray shot through the sides, he still thought the light blue tie complemented his icy blue eyes and his navy suit complemented his build. He knew that this one was big for Jenny, since her boss was being promoted to Vice President of the Marketing department, and not only did Jenny need to show out in support of him, it also presented an opportunity for her to advance her career.
He'd been to more of these than he could count, and each and every one was terrible. Jenny ended up having a blast with her co-workers and he would get stuck with some blowhard as he prayed for the night to end. He knew he'd been complaining about this one more than usual and laying the guilt on pretty heavily and was starting to feel bad. As he silently committed to himself that he would play nice and make sure his wife presented well, he hoped that she wasn't too annoyed at him for all of his moaning.
He walked out of the bathroom, pulling on his suit jacket and as he turned the corner he caught sight of Jenny in the mirror and was once again flabbergasted at how he was lucky enough to marry such a knockout. Despite being a 42 year old mother of 2 teenagers, she had maintained her slim, athletic body with regular bikram yoga and cycling. Her wavy brown hair, which normally fell to her shoulders, was done up in a fancy up-do, revealing her long neck and toned shoulders and arms. Her sleeveless green dress hugged her body, highlighting her firm 34B breasts and round, firm backside.
At 5' 6" and in her 3 inch heels, Jenny was almost Jim's height, and when she looked up and caught him staring she turned, her gray-green eyes meeting his, and smiled at the sight of him, her freckle-dusted cheeks and nose crinkling up perfectly, showing off the laugh lines around her eyes that he felt just made her more beautiful.
"Hun, you sure clean up nicely, I've always loved the way you look in a suit. Would you do me up?"
Jenny turned her back as she said it, wiggling her behind seductively. Jim knelt, but still feeling a little put out at having to go, he decided to be a little frisky and slid his hands through the slit in her dress and ran his hands up her long legs, feeling the way her muscular calves were accentuated by her heels and admiring her smooth, toned thighs. Even after 18 years of marriage, Jim felt himself getting hard at the feel of his wife's amazing legs.
Jenny sighed and giggled at his touch and said, "I said do me up, not do me." She pulled his hands out of her dress, cupped his chin in her palm, and said, "You know the kids are at my parents for the weekend. If all goes well tonight, I'll make sure to reward you in ways you've never imagined. And if you keep bitching and moaning and embarrass me, there'll be hell to pay without the kids here to save you."
Jim stood and zipped up her dress, kissing along the back of her neck and shoulders as he did so, once again drawing a shiver and sigh from his wife.
"Don't worry hun, I've got your back on this one," he replied, "I definitely am not excited but this is a huge event for you and I'll make sure you look like a star."
With that she reached back, stroking his hard cock through his pants, before walking out of the room without letting him go, dragging him along like a puppy on a leash. They hopped in the car, put the hall address into the GPS and got going.
Seeing that she had 45 minutes until they would get there, Jenny decided to make sure her husband understood how serious she was about him being on his best behavior, and how annoyed she was that he was so resistant to supporting her career. Just because he was a partner at a real estate law firm, she fumed, did not make her career insignificant, and god only knew that she had been there for him on plenty of occasions.
She leaned across the seat, and since he only drove with his left arm, she looped her left arm through his right and gently began to rub his crotch through his pants. Her talented fingertips gently massaged his balls and teased his cock and he slowly got hard from her skilled, knowing caresses. As he got harder, she began lightly scratching the head of his cock just the way he liked it, sending little bolts of electricity shooting through his groin, until he was squirming in his seat with each caress. He tried to reach out to grab her hand but she just held onto his free arm, leaving his sensitive bits completely at her mercy.
The more this went on, the more nervous Jim got. One of his favorite things about Jenny was her immense sexual skill, and the longer they'd been married, the better she had gotten to know his body until she could play him the way Jimi Hendrix could play a guitar. This had led to some of the most amazing nights of crazy sex with the most mind blowing orgasms, but when he had pissed her off, it could also lead to some seriously cruel teasing and punishment. And Jim knew that she was pissed at his lack of support and infantile behavior and was pretty sure it was the devil sitting on her shoulder, not a sexy angel.
"Hun, that feels amazing," he said, "but I'm driving and really don't want to run off the road and it's getting really hard to concentrate with what you're doing. We're never going to get to the dinner if you keep this up."
In response, Jenny took her hand off him and said, "Remember what I said at home, about how thankful I would be if you had my back and made me look like a rock star? This is just a little appetizer to keep you focused on the prize."
She then reached back in, unzipped his pants and slid her hand inside to give her unrestricted access to his crotch. She went back to slowly teasing him, dragging her fingernails gently up his shaft and teasing his swollen head with her fingertips before heading back down towards the root. Each time he stopped at a red light or a stop sign, she would pick up the pace, giving his shaft firm hard strokes with little twists of her wrist around his head. And each time a little pearl of pre-cum came out, she would take an extra couple of seconds spreading it around his slit, making him twitch with each twist of her wrist.
As she felt him get close to cumming, she let go of his shaft and closed her hand gently around his balls, her fingertips rolling them in his scrotum in a way she knew he loved but would never get him off. She kept this up until he pulled into the parking lot of the country club, she said, "Honey, I hope you've enjoyed a taste of tonight's upside, now make me proud!"
As she let go and started to withdraw her hand, he whimpered, "Hun, I'm so turned on my balls are aching. Would you please just finish me off so that I won't be sitting here all night with blue balls from your teasing?"
Without saying a word, she slid her hand back in, grazing over his cock, until she circled her thumb and index finger tightly around the base of his shaft and used her other fingers to pull his balls up towards her hand.
"Babe, would you squeeze your legs together? It'll make your cock stick up nicer for me so I can take care of this. But if you open them, I'm going to stop and we're going to go inside."
He happily agreed, so horny that he didn't suspect a thing and she let go of his balls, tensing the rest of her hand into a ridge. She then began to rapidly jack his cock with her thumb and index finger, but each downstroke brutally drove the edge of her hand into his already taut nuts, mixing pain into the pleasure she was giving him.
