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Caught in Culottes!
by Belinda Bee
Jay Donnolly?? Is that you?
He froze. Who could that female voice belong to? He knew it but couldn't …
Turning slowley, he faced her. "Sorry, I think umm, er …"
"Come. I've got a booth where we can talk and have a drink". With that, Jane Franks, Jay's supervisor at the Department of Environment, took his manicured hand and led him back across the dimly lit bar that was Tilly's, a chic Canberra night spot. Ushering him into the booth first, she followed and watched as he nervously sipped his drink, his eyes downcast.
Jay was an 18 year old filing clerk in the branch for which Jane was Assistant Secretary. Unbeknown to Jay, Jane had been watching him for some weeks and, over-hearing him tell a colleague that he was going to a blues show on Friday night, checked the paper and realised there was only one related show that evening. Staking out the bar early, she had waited for Jay's entry. To her astonishment, he arrived enfemme – it was only because of his fine features and eyes that she had eventually deduced the spunky girl entering was in fact her target! His walk, demeaner, makeup and dress were spot on!
"What do you call yourself when out like this?" Jane asked matter-of-factly.
"Kym", he responded shakily. Then he blurted "Ms Franks, I don't know…I mean I know this looks really bad, but….".
"Kym. I like it. And please call me Jane. You don't have to offer any explanation just now. Lets be friends, okay? The outfit looks really good; the boots, culottes and top. Are you wearing underwear? I mean, lingerie?"
Kym nodded embarrassed, and admitted "A padded panty gives me some shape around the hips. I've got a couple of small breastforms filling out my bra for some modest cleavage."
"Drink up." Jane caught the attention of the passing waitress. "Another G & T and…" glancing at Kym's glass "…a screwdriver. Thanks."
Turning back to Kym, she took her hand and asked softly "So, are you gay"?
"No, I just love the clothes, the feel and sensation of feminine things. I know this is a gay bar, but after all Tilly's is a bar for girls. I 'm able to pass and, I guess, the place gives me a feeling of safety and security."
"Ever been picked up"?
"No, tho' I've been hit on. Gently." Kym half chuckled. "I was quite chuffed, but my heart was pounding so loud the girl must have heard it!"
Jane's hand had dropped onto Kym's lap. She moved closer, putting her arm behind Kym and gently drew her closer, maintaining eye contact the whole time. "I think you are a very, very sexy little number, Kym Donnolly"! Then, suddenly, she kissed Kym, full on the mouth. At first there was no response, but slowly Kym responded. Jane started to massage Kym's crotch and felt the reaction as Kym's hidden manhood stirred.
"Please, Ms Franks. I don't want to, you know? Not here. Not now".
"Jane, remember? Kym, you are adorable. I want you" whispered Jane "and I want you to cum right now, in your panties. All things considered, I think I have you at a disadvantage, don't you agree"? The massaging intensified, Kym attempting to stifle her wimpers until Jane, sensing the precipice, gripped Kym with her full hand and milked her through her culottes.
"I really …..UUUmmmmmmmmm. Oh god! I'm cumming" said Kym tearfully. She jerked on her seat momentarily then collapsed into Jane's arms, silently humiliated. Fortunately, having relieved herself before coming out, no wet patch had penetrated the outside of her culottes. Although Kym was not aware of it at the time, Jane had also climaxed at the same moment.
The two finished their drinks. Then Jane offered to run Kym home, who accepted. Rising from the booth, Jane took Kym's hand and then walked her to the door, her arm around Kym's tiny waist.
They stopped at a late-night coffee house for a break and talked more easily in the quiet. Jane probed Kym about his habit and realised that she was speaking to an incredibly sensitive young man. He had been kicked out of home in Port Macquarie a year before when his father found out about his predilection. Moving to Canberra, he had managed to get into the public service and find modest lodgings with a widower in the suburbs, scoring a little self-contained flat to the rear of the property. Amazingly, Jay's landlady was sympathetic enough to cast a blind eye and allow him to come and go at night, enfemme, as he pleased.
"I want you to come home with me tonight" offered Jane. "Will you stay with me"?
Kym fidgeted and replied that she needed to return during darkness, the deal her and the landlady had struck.
"Then you can stay all day and return tomorrow night. I can lend you some things; we are about the same size. What do you say?" As Jane said this, she took both Kym's hands, stroking them gently. She looked Kym directly in the eyes, detecting a little mistiness in the other. Silently they got up, Jane paid the account and drove Kym to her house.
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