Allan drove to work the day after his initial exam. It was a warm and lush late summer day. He normally enjoyed his commute; it was his time to enjoy the rural scenery along back roads. Even post-covid, the bank where he worked was partially hybrid, a few days in the office and a few days at home.
His commute was his time to think, but Marika had confused him... angered him. And she supposedly had this video hanging over his head. His thoughts spun and he held his head in his hand as he drove his normally calm route to work. Today, he just wasn't exactly sure what he was feeling.
Was it real?
Could she have really done that?
Would she do something like that if a video really existed?
He settled on violated. Like when someone broke into his condo a few years ago. He didn't feel like he was in control. Marika had stolen something from him, and Allan felt violated. Not only did she make him do things against his will but the fact that she had fucking blackmailed him, got him angrier and angrier.
But, oddly, at the same time, he was aroused.
Allan thought about his options.
He didn't have to go back for his next session, but would she really blackmail him? His thoughts swirled...
Why was she taking such an interest in him? Would it be worth the risk to not go for the second appointment? What would happen? Would she post things under his LinkedIn? Or post to his Facebook? Twitter? How bad would that be if she did do those things?
It would be awful for his career, he knew that. He had a really good job and was on a strong career trajectory. He was an excellent programmer and he and his small team had delivered very consistently over the last three years of a technology transformation project - one of the few teams to do so. He had been noticed by management and he knew that he was well thought of.
Fuck! Fuck! Fuck! What was he going to do? At least he had a few days to make a decision.
That night, he found that sleep would not find him and it kept him up. It bothered him at work the next day too, and then another poor night of sleep, thinking about what she might do and how it could impact him and his career. He masturbated that second night, thinking about the experience with Marika and fantasizing about wearing nylons, and a garter and panties...He watched some transgender porn, something he had never done before, and he came hard. There was something there that he had never really thought about, and it intrigued him.
He thought about his job and career and the pros and cons of being exposed or just going through with a second exam. The more he thought about it, the more it seemed like he shouldn't chance his career.
After the second night of poor sleep, he began to think about just going through with it. He had to visit his mother over the weekend; he could just go to a Target or Walmart and buy some lingerie on his way there or on the way back from his visit.
But could he deal with the embarrassment of going through a checkout? He could go really early or right before they closed... less people, he thought. Allan weighed the options of doing it in a checkout, but he'd look fucking ridiculous at any hour doing a self-checkout at Walmart, scanning the bar codes of stockings and a garter set...
He could buy it on Amazon. But even with Prime it wouldn't get there until Tuesday and his appointment was Tuesday morning. Shit!
He did buy an old girlfriend some lingerie years ago at Victoria's Secret. The saleswoman there was really helpful and made him feel at ease. Allan thought back to his old girlfriend, Kelly. She never really liked the lingerie he gave to her. She wore it once, just to please him, but he sensed how uncomfortable it made her feel. It was the one and only time she wore the set...
Allan thought about it... there was a Victoria's Secret in the Evergreen Mall not far from his mom's house, near Harrisburg. No one would know him there. He looked on his phone and saw it was still there.
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That Sunday, he visited his mother, a two-hour trip north. He thought and pondered on his way up US 15, lost in thought, as to how this may play out. During his visit with his mother, he knew he was distant and absent - preoccupied with figuring out this lingerie purchase.
He tried to be a good son. He was the only child, His dad had passed several years prior, and he felt bad for not being a better son today. Allan kissed his mother goodbye, got in his car and made a beeline for the Evergreen Mall.
Once inside the mall, he made his plan. I am buying lingerie for my girlfriend. That was it. As he entered Victoria's Secret he felt like he was being creepy, or weird. There were many youngish women going in, coming out, looking at items and few well dressed and attractive sale people.
It had been a good ten to twelve years since he'd done this... Allan was out of his element.
A very attractive young woman greeted him - maybe 23-24. "Can I help you, sir?"
Allan had a knot in his stomach. He closed his eyes and rolled them up in his forehead and took a deep breath. "I'm trying to find some lingerie for my girlfriend."
"Did you have anything in mind?"
Allan just wasn't good with these types of situations. He was nervous... "Well... I'd like to get her something sexy. A garter and stockings and panties."
"We sell sets, or you can buy them separately. Each has its pros and cons."
The more they talked, the more embarrassed Allan got. It was almost like the clerk knew he was embarrassed and that he just wanted to get out of there or get it done with.
She seemed to know exactly how to make him feel more embarrassed than he already was.
"May I see a photograph of her so I can see what size she probably is?" You have to buy a matching bra to go with this! That will make her feel and look so sexy!" the clerk said enthusiastically.
She upsold him and he had overspent; nearly $90 on a matching garter, stockings, panties and a bra he didn't even want to get, but the clerk had talked him into it. He just wanted out of there and agreed to it.
And as she rung him up, she added insult to injury. She may have said, "I know she'll look great in that!" as Allan was leaving, but Allan could have sworn he heard her say "I know
you'll
look great in that."
He turned around as he walked away and the saleswoman was whispering with another sales associate and laughing.
Were they laughing at him? Had she really said that to him, or was he imagining it?
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Lingerie in hand, Allan felt as if he was committed to this now.
Sunday night when he got home, he had tried on the stockings, garters, and panties. It turned him on and gave him a very hard erection. He'd never worn women's clothing before and there was something that felt nice, and smooth and sexy to him. One thing led to another... he hadn't planned on masturbating, but he found himself masturbating slowly, edging, and watching transgender and sissy porn, which he had never watched before. He edged and kept his orgasm at bay for well over an hour and when he finally came, he had a very powerful orgasm.
Tuesday morning finally arrived, and Allan was a bit nervous. His appointment was at 10:30 in the morning, so he worked from home that day. Just like before the first appointment with Marika, there was also an element of arousal too.
He put on the sexy, lacy panties first. Next, he put on the smooth stockings with the attached garter and weaved his feet into the stockings. They felt good. He pushed it on his legs and it felt smooth and a little bit sexy. He couldn't figure out how all of the lingerie worked and in what order to put it on.
He got to the occupational therapy clinic a few minutes early, checked in and sat in the waiting area. He felt naughty somehow with the stockings and panties underneath his jeans. It made everything feel smooth... As Allan sat, cross-legged, his panties gave him a hard-on.
He looked around the waiting room. An older woman with her mid 40's daughter. A bro, complete with shorts a backward baseball cap, tattoos painted all over his arms and legs. A very ordinary looking young woman, possibly in her mid-30's texting up a storm. Allan felt like he had a dirty little secret, wearing women's lingerie under his clothes, ready to see his pelvic floor specialist. 10:30 had already passed so he continued to look at his phone while he waited for his name to be called.
He felt the smoothness of the nylons beneath his jeans and felt his semi-erection in his panties. He was not sure what he was feeling. He was horrified that he'd gone this far with it, yet he sort of liked what was happening and what he was feeling. What was happening to him?
He thought about his first visit and how violated he felt in the immediate aftermath...
"how dare she? Just who the fuck did she think she was?" Yet the more he thought about it, the more aroused he became and the harder his erection throbbed in time with his heart.
"Allan?" The young female technician had entered the waiting area while Allan was lost in his thoughts.
Allan nodded and got up. Here goes. He nervously drew in a deep breath to ready himself for what lay ahead, and he tried to hide his erection through his jeans.
"Will you come this way please?," The tech said.
Allan followed the young lady down the hall. "She had said 'come this way' Did she over emphasize the "come" part in the sentence? Maybe he was overthinking it.... He was a notorious overthinker...
The young woman led him into a different nameless, faceless, windowless doctor's office. There was an examination table with stirrups on it and simply the sight of it made his cock twitch ever so slightly in his panties.
"Marika will be in in just a moment. Please put on a gown and take a seat on the exam table."
She turned, smiled, then spun and exited the room, almost in a pirouette.
"Was she smiling at me? Or was she laughing at me?" Allan thought... "Jesus Christ, stop overthinking this. You ALWAYS overthink things," he said to himself.
Maybe she was letting him stew a little bit or maybe her last appointment was running a little bit over, but Allan found himself, waiting in the examination room for quite a while. He looked at his phone, it had already been 10 minutes. He reflected back on his experience, the lingerie that he was wearing. How the store clerk had teased and embarrassed him, and how he found himself here, waiting for Marika, dressed in his nylons and garter and panties under his jeans. He felt his erection rise again.
"Hi Allan!"
Marika had opened the door and entered so quickly she took Allan completely by surprise.