A Changed Man - Chapter 1

Tom had been roommates with Hank and Maria for a few years and they all got along great. Tom was the introvert of the group, and usually the last to speak up, but he had learned to open up a bit around them at times, especially when alcohol was involved. He was a pretty normal looking straight guy standing at 5’9” and 175 pounds with brown hair and green eyes. He worked in IT remotely from the apartment, but it didn’t pay a ton.

Maria was a vivacious young woman and Tom loved spending time with her. She was 5’3” with Korean heritage and a fiery personality. She was petite, and often colored her hair in variations of purples and blues. Tattoos seemed everywhere, along with many piercings. He didn’t know how much she weighed, but she was in good shape. He would often steal looks when he could, though he tried not to be seen to do it. She wasn’t shy either, sometimes in the morning especially, walking around the house in just a t-shirt and panties. More often than not, the shirt did not cover her panties. Tom was glad that she felt comfortable enough living with two men to be that casual, but more than once he had to hide a sudden erection when she was dressed like that. Usually without a bra too.

He supposed one of the reasons that she was so comfortable was she pretty quickly determined that Tom was not a threat, and Hank was gay and not shy about it either. Fully out of the closet and comfortable with who he was. He was shorter and thinner than Tom, and seemed in great shape. He would go out running most mornings. He had brown hair and brown eyes and an easy smile. He also wasn’t shy about not wearing very much at home and Tom had seen him naked a few times, much to his chagrin. Hank would laugh it off. Maria would giggle about it. And Tom would blush and turn away.

When the three of them hung out together, 95% of the conversation would be between Hank and Maria. They were both outgoing and Maria appeared to absolutely love having a gay male friend. When they were out in public, the two of them would sometimes check out guys together which while Tom didn’t really mind, always left him feeling a little left out, and slightly embarrassed.

Inevitably, one or the other of them would make the effort to pull Tom into the conversation though and try to make him feel included. As the introvert that he was, Tom really appreciated those efforts, and as long as they were patient, he would eventually open up and become a more natural part of the three way conversations.

Tom had gone on a few dates in the time he had lived with the two of them, but no real long term girlfriends. Hank and Maria were always so supportive when he had those dates, helping him choose what to wear and giving him advice on how to behave, most of it meaning well, but never working in practice like it seemed it should. They were always supportive afterwards when inevitably the date he had been on would ghost him, even when he thought it had gone well. Tom wasn’t a virgin, but he didn’t often get the opportunity for sex. He was however, very familiar with his right hand, or on the nights he wanted ‘The Stranger’, his left.

But in general he was happy, if a little sexually and romantically frustrated. He knew there would never be anything with Maria, though it didn’t stop him from fantasizing about it from time to time, especially when masturbating. For one, she was way out of his league. Girls like her didn’t go out with guys like him. And he wouldn’t want to make things weird even if he did have a chance with her. She dated both men and women, and seemed to be pretty open sexually. But there were times when she didn’t date at all out of choice and was happy to do so. She liked her independence and would spend months celebate and not be too bothered by it. The men he had seen were nothing like Tom.

Tom had developed quite the habit of masturbating everyday. It seemed normal to him and he assumed that no one else knew, so what harm was there? Sure, maybe he thought of Maria a little too often while stroking, but there wasn’t really any harm there either, was there?

It was a Friday night when Tom heard Maria come home. He was sending a last email for work and getting ready to sign off. He tended to leave the door to his room open while working unless he was on a call or something. Maria stopped in his doorway and he could almost imagine he could smell her subtle perfume.

“Hey Tom, I texted Hank and neither of us have plans tonight. You want to hang out at home tonight? Maybe drink and game or something?” she asked and Tom immediately replied that it sounded like fun. The truth was he rarely had any plans and loved to hang out with both of them.

—

Maria went off to the living room smiling. She knew about Tom’s longing looks at her body, but didn’t mind. He was harmless really, and not the type of guy she would ever date, even when she dated guys, which was less and less often. She had certain…appetites…in the bedroom and often found that other women understood them much better than men did. Most people thought her bisexual, and technically she was, but she liked women far more than men. Though more often than not, the women she saw were bat-shit crazy and she had to break it off. She would then spend time alone for a while perfectly content with it. Sex was fun, but she didn’t need it all the time.

She liked Tom though and sometimes would intentionally dress a little skimpy because it amused her to do so, but never thought he would be someone to date. She loved to pull him out of his shell though, even if it was uncomfortable for him.

Tom came in about five minutes later and was wearing just sweatpants and a t-shirt, pretty much what he wore everyday for work. Maria was in jeans and a low cut top that showed off her shallow cleavage. Maria almost giggled as he tried so hard not to look at her chest. They talked about ordering delivery for dinner and settled on pizza. Hank would be home soon, and he always wanted just pepperoni, so they placed the order without him.

Hank got home about 5 minutes later with a paper bag that was clinking. “I read about this new drink that I…that WE have to try! You guys are going to love it. I don’t even want to tell you what is in it before you try it. Trust me?” he said with a mischievous smile that he wore all too often. Both Maria and Tom chuckled and said, “not a bit,” and laughed, but they told him they would try his new experimental drink anyway, despite the risk to their health.

Maria rolled her eyes, knowing they were all probably going to get way too drunk, but probably have a grand time anyway.

The pizza arrived as they started drinking. The drinks were absolutely vile, even Hank thought so, but they decided to try and push through it, hoping they would taste better the more they had. That often seemed to be the case with alcohol.

It was a time in their life where none of them were seeing anyone at the moment. Hank had a boyfriend of a few months, but things didn’t work out. He had shrugged it off externally, but wanted to spend a little time before moving on. At one time he had thought it might have been a great long term thing, but it didn’t work out.

Maria had been single for a month after the last crazy bitch had left the apartment half dressed and screaming obscenities. Maria had laughed at her, and was happy to be done with crazy bitches for a while.

Tom had a date just the previous week, but he never got a second date and the girl was no longer responding to his messages.

They were on their third glass of that vile drink, and feeling it, but mentioning that it was in fact, starting to taste better, when Hank brought up the subject of masturbation when they were talking about how they were all not currently seeing anyone. He was the first to openly say how much he masturbated, claiming maybe three times a week.

Maria shrugged and said, “I am not really sure. Not often. Sometimes I go weeks and just…not even think about it. But I suppose I sometimes will use the Magic Wand a few nights. But really, I don’t need to do it very often. What about you Tom?”

Maria already knew what the answer should be. Hank did too. But it didn’t prevent Tom from blushing and mumbling, “I’m not sure. Now and then…”

Hank laughed out loud, “Come on Tom, just admit it, you yank it every day. Our bedroom walls are not as insulated as you might think. I am pretty sure on some weekend days I have heard you go at it multiple times. Give it time to rest dude, you are going to rub yourself raw!” he laughed and Maria joined him.

Tom was mortified. They knew. He was really embarrassed about Maria hearing all of that. He wasn’t able to say much initially, but he couldn’t get to sleep without cumming just before bed.

“We don’t mean to embarrass you Tom,” Hank said in a less joking tone, “but have you ever tried not doing it so much? Maybe you have an addiction or something.”

Despite the softer tone that Hank had used, what he said and his embarrassment made him angry, “It’s not an addiction. I don’t need it. I could stop any time, there is just no reason to when sex never seems to be in my immediate future. But I don’t need it. I could stop any time.”

Hank raised an eyebrow, and in a low calm voice said, “Want to bet on it? A good long term bet to see if you really could stop. I bet you couldn’t go a month without an orgasm, hell, you probably couldn’t go a week.”

“I could too!” Tom yelled. “I could quit for a month! No sweat! I’ll bet you anything,” Tom exclaimed. He wasn’t truly angry with Hank. They would sometimes get into fun debates, but Tom’s embarrassment combined with the alcohol made him feel like he had to take Hank up on the bet. Besides, he could be more stealthy when he masturbated.

“I’ll be right back,” Hank said and went off to his room. He debated on doing this at all, but he really didn’t believe Tom would last more than two days and knew he would win this bet. Tom didn’t know, but Hank was attracted to him. Quite a bit actually, but knew Tom was straight so he never did anything to make things weird. But there was something about Tom that made Hank think that maybe Tom wasn’t as straight as he claimed. It was nothing concrete, but just little things like the way his eyes had widened looking at Hank’s cock when he was seen naked.

Hank had attributed it to just shock and surprise at the unexpected nudity, but the more he thought about it, the more he thought something else may have been going on in Tom’s mind. And if he could talk Tom into taking this bet? It would turn on Hank immensely.

He grabbed the little box out of his dresser that he was looking for, and returned to the living room.

“I will bet you a thousand dollars that you can not go a month without cumming or begging to cum…” Hank said.

Tom’s eyes widened at the outrageous bet, but he had no idea what the box was. Nor why he would beg to cum. “You can’t be serious Hank,” Tom said. The intervening minutes allowed his bluster to calm a bit. “How would you even know if I snuck one in the shower?”

“Because if you take this bet, you will wear this for a month…” Hank said, opening the box and pulling out the chastity cage…