Erin Pays the Rent

The bus went over a speed bump as it approached the college and the resulting bounce brought Erin out of her reverie. It had been a pivotal time. And while she still harbored some warm feelings for Jeff, the ensuing years had shown her that he had in fact groomed her from the start--very slowly and carefully, but groomed her nonetheless. The carefully metered porn watching, the mutual masturbation (only after she had turned 18), and all the things that came after had been meticulously planned.

Now she had to focus on her classes instead of reliving the days when she was turned out. She hopped off the bus one stop early because she knew there was a small convenience store on that block. She had not forgotten that she needed some gum to freshen her breath! However, she regretted having to spend her still very limited pool of funds on something like that. Still, the alternative was not appealing.

After buying the smallest package she could find, she popped a couple of pieces in her mouth and began vigorously chewing while swishing the strongly flavored saliva over the teeth and tongue. Soon there would be little chance of anyone detecting what had been her mouth earlier that morning.

Erin had two classes that afternoon, and she attended both of them diligently. She had belatedly realized after graduating from high school that grades do matter. Furthermore, she had learned by trial and error that being a regular attendee and sometimes speaking up in class or visiting her instructor's office hours with well-curated questions was a good way to form a lasting impression. And this was something that could pay off down the line if she needed a letter of reference. She inwardly chuckled--many of her high school classmates had known this long ago--they had picked up the "hidden curriculum" that students from a privileged background learned from day one due to their well-educated parents and siblings, and it had carried them to top universities where they continued to succeed. Erin had not been so fortunate, but she did believe in second chances. She was hoping to make the best of her current situation and transfer to a public university a couple of hours away.

In fact, several of Erin's instructors seemed to think highly of her. They conveyed the message that they considered her a hard-working and serious student, and that they saw some talent as well. If she was totally honest, she also had to admit that one of them, Dr. DeLuca, seemed to find her attractive. She had noticed him checking her out when he thought she wasn't looking. She was conflicted about that--she wanted to earn any success she had without any special assistance because the instructor was sweet on her. On the other hand, Dr. DeLuca was pretty young--maybe early 30s--and good looking. He was tall and athletic, with tousled dark, curly hair and usually sported a couple of days' stubble. But of course, there was the whole transgender thing. Erin had worked hard to try to pass as a cis girl, and she was pretty sure that only a few people had clocked her. However, that meant that anyone she imagined having a relationship would be in for a shock that was likely to be a deal-breaker for most of them.

Erin had Dr. DeLuca that afternoon. It was a class of about 50, and it was held in a moderately large lecture hall with sloped floors so that the back rows were quite a bit higher than those in the front. She typically sat in one of the first three rows. She had found that sitting in front helped her stay engaged, and made it more likely that the instructor would remember her. However, in Dr. DeLuca's case this was not an issue. She decided that for this lecture she would sit further back and higher up, selecting a seat on the aisle about two thirds of the way back.

As she got her tablet and pencil out to take notes, she saw Dr. DeLuca walk in. He busied himself with setting up his presentation, then looked up to check the time on the clock and scan the class to see if most people were seated. Erin saw him look pointedly at her usual spot, which was currently empty. Then she saw him sweep the lecture hall with his eyes and smile slightly when he located her. Yeah, he was definitely a bit obsessed with her.

Erin scooted out of the lecture as soon as it was over. She was worried that Dr. DeLuca might try to strike up a conversation, and she had to quickly head home to change for a shift at the restaurant. Now that her hours had been cut, she was extra careful to always be on time and never cause any problems while she was working. She caught the bus back, but this time she did not let her mind wander back to her earlier days. Instead, she went over what was coming up in her classes--assignments, midterms, reading, etc. When she got back to her place, she quickly donned the trim black pants and white sleeveless top required of all servers, being sure to swap out her black bra for a white one first. Then she put on a light jacket to cover the somewhat skimpy top. She had to walk to and from the restaurant, and it would be cooling off now that afternoon was transitioning to evening.

Her shift went as they usually did--grueling, on her feet most of the time with few breaks. Her customers varied from thoughtful and generous to rude and disrespectful, and a couple of them got a little bit grabby. Erin was experienced enough to see the trouble coming and managed to avoid getting groped outright. She was very nervous that someday she would mess up and a guy would put his hand between her legs and feel something there that he was not expecting. Erin's employers did not know that she was trans, and she imagined that she could end up unemployed in the aftermath of such an episode.

She got home late--around 11:00 p.m. She kicked her pumps off and put her feet up while she scrolled through social media on her laptop. She probably should try to fit in a little bit of schoolwork, but she was just too burned out. It had been a long day.

The next morning, Erin sipped a mug of fresh coffee and retrieved her medications from the cupboard. She had to stay on top of her schedule; each of the three medicines were taken at different frequencies, and with or without food. Right now she was only on pills, including estradiol. She had been using weekly injections, but her physician had recommended trying oral delivery for the convenience.

As she took out her various pills, Erin noticed that the estradiol bottle was almost empty. This caused a feeling of panic that settled in her gut. She had already had to do something she had never done previously in order to get a few extra days to pay her rent. She certainly did not have enough for the hormone refill. What would she do? She could not imagine interrupting her meds. She felt she was doing more than maintaining; she was still undergoing subtle but real physical changes, and she did not want to do anything to disrupt that process.

Erin thought about the pharmacy where she usually filled her prescriptions. The pharmacist there, Andy, was somewhat sketchy. He was middle-aged and a bit overweight. He was also way too familiar with her, in an unpleasantly flirty way. He had made it clear that he found her sexy, and had come close to suggesting that they get together while still maintaining plausible deniability. Erin did not find him at all attractive. Nonetheless, she began to workshop a plan in her mind. She needed those meds!

What would she be willing to do in order to get them if paying the regular price was not possible. She had already shown herself to be ethically flexible when it came to Darrell and the late rent. Maybe she should just go all in and see if she could trade sex for hormones. Erin again reflected on the unsavoriness of Andy. His body looked soft and flabby, his hair was greasy and becoming a bit sparse on top, and he sported an unflattering mustache above his upper lip. He was not her idea of a dreamboat, but would she be able to overcome her distaste and provide him with sexual pleasure? She decided she could do that.

Erin had a class at 10:00, but she decided to leave early and stop at the pharmacy. Andy seemed to be there most of the time, and she thought that there was less chance of there being any inconvenient customers to overhear her proposal if she could get him by himself. And what would that proposal be? Sadly, she admitted to herself that she would blow him in return for a 3-month supply of estradiol. Since her hormones were not covered by insurance, that would cost several hundred dollars.

She put on a pair of tight blue jeans and matched them with a snug black turtleneck. It did nothing to help with her minimal bust, but she thought that Andy might be one of those pervy guys who was into skinny girls, and the black top definitely sold that vibe. On a whim, she chose some cute black ankle boots to finish off. The inch-and-a-half heels brought her height close to five foot ten, which again emphasized the thin impression. She put some product in her blond hair and mussed it to give herself a carefully curated bed-head look, and slipped on a nice gold rope chain bracelet that she had always liked.

Erin decided to walk, since the pharmacy was not directly on a bus route that would get her to the college. It took her about fifteen minutes to get there, and by the end she realized that she had misjudged the temperature--it was cooler than she had realized and she was definitely chilled. She pushed open the door, and as she soaked up the warmth she was gratified to find only a handful of customers browsing the aisles and no one in the back at the prescription counter. And there was Andy, sitting at a desk looking at a computer display.

Casually, Erin worked her way back until she was near the prescription counter, pretending to study some enema supplies. Out of the corner of her eye, she caught Andy glancing at her. She noted that he did a double take once he had recognized her as one of his customers that he liked to lightly harass. When she saw him stand up, she wandered to the counter. Andy stood across from her, and she saw that he was staring at her breasts. Glancing down, she realized that her nipples were prominent through the material of the turtleneck as a result of her walk through the cold. Ordinarily she would be irritated, but she thought this could be helpful in getting him on board for some barter.

"Been a while since I've seen you," said Andy. "I guess it's about time for you to refill your scrips, huh?"

Erin put her hands on the counter and leaned forward so that he could hear her.

"Hmmm, I'm not sure I have enough on hand to cover the cost of another three months of estradiol," she replied softly, raising her eyebrows to facially suggest a shrug, a sort of nonverbal "what's a girl to do?" seeking commiseration. "I don't suppose you have any...alternative payment schemes, do you?" She gave him a small smile to signal that she was game for whatever he had in mind.

Andy didn't answer right away. He looked down, scratched his butt, then glanced around the store to check whether any of the other customers were nearby. Once he had confirmed the conversation was private, he leaned close to her and said, "I have to close this place at 9:00 tonight. If you come here at 9:30 we might be able to work out something that makes us both happy."

Then he said, "Put on something nice. I like a girl in a skirt." He gave her a grimace that she presumed was meant as a meaningful leer. Erin tamped down her disgust and widened her smile while fighting the urge to pull away from him.

"I'll be there," she said, and then turned on her heel and quickly walked out of the store.

Throughout the day, Erin had to fight her growing reluctance to follow through on the plan. Could she maybe get a one-month supply? She probably had enough to cover that, if she limited her food intake to ramen and cottage cheese for the next few weeks. But she really wanted to get squared away with her estrogen so that she wouldn't have to worry about it for a while regardless of what happened with the restaurant.

On the other hand, Andy was gross! Was she really going to put her mouth on his penis just to satisfy her hormonal needs? By evening, she had once again sadly concluded that the answer to this was yes.

Erin began to dress at about 8:00 p.m., choosing her attire carefully. She started out with a nice, lacy, low-cut pair of panties and matching bra, both in black. Her junk was tucked and secured with flesh-colored tape. Before dealing with that, she had performed a quick douche, just in case things went in an unexpected direction. She was very much hoping that Andy would not demand to fuck her, but the possibility had to be considered. After she finished, she noticed some rawness, probably from too-frequent douching, so she rubbed some body lotion on her anus and pushed the finger inside to sooth the irritation.

Heeding Andy's demand, Erin selected a black ruffle skirt that came down just below the midpoint of her thighs, and matched it with a snug knit top with a scoop neck and horizontal black and white stripes. The stripes helped a bit to emphasize her limited bust. After considering some really cute stockings with vertical black stripes, she decided against wearing any stockings and went with bare legs--she had shaved the night before. She then put on a black velvet choker and selected a small clutch purse with a wrist loop and some black flats. She planned to walk to the pharmacy and did not want to challenge herself with heels. Mindful of the chill she had gotten that morning, she dug out a black leather bomber jacket that looked nice with her outfit. She brushed her hair with a side-part and put in a pretty black barrette to hold it.

At 9:05, she got too antsy to wait and started walking. It should not matter if she was a few minutes early, she thought--better early than late. On her way out of the building she ran into Darrell, who she had not seen since there encounter in his office. He said hello while giving her the once-over, nodding with approval. Erin imagined that he was fantasizing about getting another round of oral from her. That was not likely, although she had kind of enjoyed it.

As she covered the blocks leading to the pharmacy, Erin noticed that the streets were fairly deserted. This made her nervous--if she ran into trouble with someone, there would be no way to get help. She picked up her pace, wanting to get off the sidewalk as soon as possible. She arrived at around 9:15, so definitely early. The lights were on in the store, but she couldn't see anyone inside. She knocked on the entrance and waited for Andy to appear.

He showed up after a few minutes, looking extremely annoyed. He unlocked the door and stuck his head through. "You're too early!" he hissed. "There's still someone else here. Meet me at the back entrance in about 15 minutes" Then he pulled his head back in and spoke loudly for the benefit of whatever colleague was in the store with him. "No, I'm sorry. We closed at 9:00 and I can't allow you in. Please come back tomorrow." Then he ostentatiously shut the door.

Dismayed, Erin looked around for a place to wait--maybe a coffee shop or even a fast-food place. All she saw was a convenience store, so she walked over and went in to get out of the cold. She killed some time looking at snacks and magazines, and finally went ahead and bought a small container of ibuprofen for her purse, just to avoid having the cashier yell at her for loitering.

Erin checked the time: it was 9:28. She walked past the drugstore and turned down a side alley. At the end it turned and she saw an older sedan parked behind the store. She went to the back door and knocked quietly. Almost immediately it opened and Andy motioned her in.

She walked into a back room containing boxes of various items sold in the store: over-the-counter medications, sanitary napkins, personal care products, etc. There was a desk in one corner with an old computer, and a battered couch against one wall. It was not a glamorous spot, be she guessed that this was where whatever was planned would take place.

Once he had closed and locked the door, Andy spun around and started yelling at her. "You stupid little BITCH!" he shouted. "I told you to show up at 9:30 and you come fifteen minutes early. Do you have any idea what kind of trouble that could have caused?"

He leaned close to her and she stepped back. Although Erin was tall for a woman, Andy was a good two inches taller and much heavier, so he projected a lot of mass. He continued to move forward, forcing her back until she was against the edge of the desk.

"You're going to have to have a lesson in following directions," he said. Then he put his hands on her shoulders and turned her around so that she was facing the desk, and then pushed her between her shoulder blades until her torso was at a right angle to her legs and her chest was against the top of the desk. She was panicking now: was he going to rape her right this moment?

Erin felt him flip up the back of her skirt so that it lay against the small of her back, exposing her behind. This seemed to confirm her worst fears, but then she felt a sharp slap against her buttocks, which provoked a spontaneous "Oww!" from her. He was spanking her!

The slaps continued and while they stung a bit, Erin found the whole situation of being paddled by an overweight, middle-aged man with an unfortunate mustache pretty ridiculous. She found herself needing to suppress a giggle at the silliness of the situation. Andy stopped spanking her and she relaxed a little bit. Then she heard a metallic sound, like two pieces of metal striking each other, followed by a rustling of something rubbing against fabric in a "snick-snick-snick" sound. After a moment, there came a whoosh followed by a loud snap that coincided with a burning pain on her bottom. Erin cried out and realized that Andy was now whipping her with his belt! The pain spread out from the site of impact, and then she heard another swish and again the belt landed, this time an inch or so lower. This one hurt even more.

Erin decided that enough was enough and put her hands under her body to push herselft upright. However, Andy had been expecting this. He set down his belt and grabbed each of her wrists in his hands. Although he was not very fit, he was much bigger than her and surprisingly strong. She could not break his grips. Then he transferred both her wrists to his left hand and pushed down with it against her back so that she was pinned against the desk. He picked up the belt and whipped her a third time.

Erin realized that there were tears leaking out of her eyes. The cumulative effect of the pain from the belt was now overriding her rational mind, and all she wanted was for it to stop. "No!" she cried out. "Please! Stop!" There was a catch to her voice--she was now actively crying and she could feel snot leaking out of her nostrils.

Andy did not stop. He continued swinging the belt, striking a little lower each time until he was working his way down the backs of Erin's thighs. She was still trying to tell him to stop, but her words were unclear from the uncontrolled sobbing. She had not felt pain like this in years, and in addition to the severe discomfort she was becoming scared.

Finally Andy stopped swinging the belt and dropped it to the floor. Although the ordeal had seemed to take hours, it had probably only been a minute or two. He let go of Erin's wrists and walked over to stand by the couch as her sniffling and sobbing died down. "Now that your ass is nice and red, maybe you'll remember to do as you're told," he said. "Get over here and kneel in front of me."

So this was it, Erin thought. He was going to make her suck his dick. That was kind of what she had expected, though the whipping had not been part of the equation. She stood up, wiped her nose, and walked gingerly over to him, her buttocks and upper thighs still burning intensely, then carefully got down on her knees.