Timmy was everybody's friend, married at 19 years old to his childhood sweetheart he was much loved at home and a good friend to his work colleagues, overall a very nice guy.
You would have thought Timmy had the perfect middle class life, his wife Chloe was an attractive slim blonde, always on a diet and spending her days at the gym, and in her free time she would be obsessing about her look in front of the mirror.
Looking good was everything to Chloe.
Everything seemed ideal from the outside but for Timmy he was deeply frustrated by the lack of compassion from his wife who showed little to no loving in the bedroom.
After the children were born, so often things can change in a marriage and Chloe found many other ways to keep herself busy and was often exhausted by bedtime. Chloe was always there for Timmy in many other ways, taking care of their household chores and cooking some fabulous meals.
They had 2 children who had now flown the nest to University, so Timmy and Chloe now in their early forties had the house to themselves. With all of this time on Timmy's hands he began to ponder the way his marriage was going. He loved Chloe and was sure she had not taken another lover and so he had no thoughts about cheating on her either. Anyway Timmy had wed his first ever girlfriend and had no idea how he would go about finding another girlfriend in this modern age.
Timmy did have a secret though, a very special one that he kept from Chloe and from everybody else. In order to keep his sexual tension under control, when his wife was at the gym he would go to their bedroom, and he would select a pair of her silky panties from the linen bin. He would put the gusset of her panties to his nose and inhale, he loved the smell of her female scent and would then jerk himself off into the gusset of her panties, covering the gusset in buckets of cum. He would then dry them the best he could and place them back into the washing basket before she came home.
Of course Chloe knew all along after finding crusty deposits in her underwear what was going on, so she decided to play along with Timmy and would deliberately leave a couple of used panties in the wash bin.
On this Wednesday Timmy was going to Chicago for the annual Pottery convention, he had only been a couple of times, usually it would just be his boss who would go. This time Timmy with his boss Luke and Luke's secretary Emma would all be staying at a plush hotel for two nights and then return to home on Friday afternoon.
Although he would have his own room Timmy hated these conferences, so much so that he usually sat at the back of the conference hall in case he came under the spotlight, and in the evening he would retire to bed early after the evening dinner whilst the rest of the delegates would drink and party all night until the early hours.
On Wednesday morning Timmy met his two colleagues at the airport gate and boarded the plane. Timmy sat at the window seat, Emma in the middle and their boss Luke sat in the aisle seat.
Timmy had always fancied Emma, she was five years his senior but the way she dressed was immaculate, always wearing black skirts and pantyhose and with her long black hair she looked very attractive and womanly.
Timmy felt very invigorated sitting next to such a delicate and sexy woman, he sensed the faint odor of perfume, and the occasional touch of her arm on his own. She made little conversation preferring to read a woman's magazine. Then it was time for our meal and the air stewardess came round and served us all. Much like Emma she was dressed in a knee length black skirt with black hosiery.
Having sex with an Air Stewardess is a fantasy of Timmy's, like most of us to be honest and he enjoyed the attention she gave him as she served his food and drink.
Once the meal was cleared away and the table folded and pushed back up to the seat back, Timmy couldn't take his eyes of Emma's perfect legs then Emma looked down and could see the profile of a hard-on at Timmy's lap.
Seeing this Emma flicked off her shiny high heels shoes complaining about a blister and how men didn't have wear such hideous garments, and brought her leg up and rested her hosed foot on the edge of the seat. Timmy noticed her skirt was ruffled up more than usual and he could see her white silky panties showing through the darker support top of her pantyhose. Timmy felt some movement in his groin again, his cock was stiffening and so he turned to face the window imagining how good it would have felt to be wearing those pantyhose and her silk panties.
Next he felt a hand brush his wood, and Emma said "I see you are enjoying the flight Timmy."
Sexual tension was ended when the seat belt sign came up and the plane came in to land.
On landing the three colleagues passed through the airport and Luke called a cab to take them to the hotel. Hotel check in went fine, Emma and Timmy were on the fifth floor and boss Luke on the fourth floor. The three of them made their way to the elevator pulling along their travel bags.
Luke entered first taking his time, next Emma hurried in through the elevator door and just as Timmy pulled his small wheeled case into the elevator the door closed trapping and squeezing his case between the doors. Luke pulled at the doors and Timmy yanked his bag but the door was having none of it, there was no budging, not even one inch, then Emma calmly pushed the button with the outward arrows opening the doors and releasing his bag which had been badly damaged, spilling the contents of Timmy's case onto the elevator floor. Everybody looked down in shock as laying there on the elevator floor was a white pair of silky panties and a pair of tan pantyhose. Luke bent down first, collected up the spilt garments and immediately looked up at Timmy's red face.
" Are these yours Timmy, what's going on here?" Luke said as he waved the lingerie in front of Timmy.
Emma seeing the embarrassment in Timmy's face quickly grabbed the items and said "They are mine Luke, my bag was over weight and Timmy was looking after these for me."
Emma then gave Timmy a cheeky smile and stuffed the panties and hose into her coat pocket.
"Well that's a relief," said Luke with a puzzled look on his face and requested that they all meet in the bar at 7.30pm to decide on a plan for dinner.
As the elevator arrived at the 4th floor Luke departed leaving Emma and Timmy alone.
"Lets go to your room Timmy and you can tell me what was that all about," said Emma who grabbed Timmy's hand and consoled him by saying "Don't worry, Luke suspected nothing."
On entering Timmy's room Emma looked into Timmy's bag to replace the garments and see what else he had hidden away.
"Oh these are lovely" said Emma as she held up a pair of shear black stockings and a suspender belt, "what good taste you have," she commented.
"I just like to sleep in them in secret," said Timmy.
Emma, all excitedly then said "I will come to your room after dinner and bring some make up and you can see how you look as a girl, now have a shave down below before dinner and we can have some girly time together later on."
"There's no need Emma," but secretly Timmy was excited and couldn't wait until night time, "Well OK," said Timmy, "And if that's what you want to do, after all you saved my job today so I owe you a big favor".