Veiled_Desire
Super-Earth
- Joined
- Jan 15, 2018
General Information
Hello everyone! I am new to this site but I have been roleplaying for a number of years. I am currently getting my master's degree so I might not be available everyday, but I will try and make time to get on as much as possible. I would prefer to write stories in PMs or in my Inbox as it is easier for me to keep track of the stories. If you prefer to write in forums just let me know and I am sure we can work something out. Bellow are my general ideas and I would love your feedback on them. If you like a story and want to use it as your own feel free to steal my ideas or hopefully just send me a message to start a roleplay. I look forward to writing some fun stories with people on this site.
Role Play Forum
Just because I have been getting this question asked a lot recently I wanted to state how I prefer to write. My number one preference will be on Bluemoon PMs. If you prefer threads I can write in threads but I find those harder to keep track of. I do not use any IMs, Discord, Email, or any off-site methods for writing.
Kinks
Hey so here is my: F-List. If you have any questions or want to talk about something not on there just let me know.
Interest Levels
I have been getting a few requests asking which stories I am most interested in now. I have a few that are more exciting than others, so anything in color is something I would always agree to doing.
This color means it is brand new and I will always agree to it.
This color means I am always interested in this story, these are my go to stories that have had the most success.
Finally, this color represents a crowded story. I have a lot of people asking me for this, so I would need to see your twist on it to agree to do it.
Kanokon
Asa Made Jugyo Chu
High School of the Dead
Seikon no Qwaiser
Maken Ki
Ladies versus Buttlers
Celebrity/Athlete x Fan/Journalist
White guy x Different Race/Ethnicity
Boss x Secretary
Teacher x Parent of a Bad Student
Millionaire x Flight Attendant
Jock x Nerd/Goth
MMF Threesome
Cosplayer x Fan
Host x Foreign Exchange Student
Seducing a Streamer
This role play can have either my character or your character being the streamer/YouTuber. The plot would involve a video game streamer who has just hit it big because of his/her success in the video game of your choice (I am most familiar with games like LoL, Hearth Stone, Overwatch, and Wow, but we can try other games if you want). The other character has been a huge fan of theirs since the moment they started streaming. He or she watches all of their videos and has even started commenting on some of streams/videos. This lead to the Streamer sending them a message in response. The story could start here where the two start to form a friendship. Both could be nervous about finding out that the other person is just trying to use them. The streamer could fear that the viewer just wants them because they are famous. Where the viewer could fear the streamer does this with all of the boys/girls they chat with online.
After chatting the streamer lets slip that they actually live near by the viewer and the two could decide to meet up. This could go into a romantic relationship where the viewer moves in and has to deal with the streaming lifestyle. Or it could be a short lived fling between the two. I would love to hear your thoughts on this one.
Pregnancy Request
Your character and her partner (husband, boyfriend) have been trying to get pregnant for over a few years now. Finally at wits end they decide to go to the doctor and find out what the problem it is. It turns out that YC's partner has a problem with their sperm count that makes it almost impossible to naturally conceive a child. The doctor presents them with other options, but the cost is beyond anything that the couple can afford.
(Another option would be that your character is in a lesbian relationship.) YC and her partner decide that the other option is to go to the sperm bank and use another man's sperm as a way to get pregnant. While at the sperm bank they are looking at photos and are surprised to find one of YC's friends (MC) is a regular donor. They purchase his sample and yet still have no lucl. The costs continue to add up and YC's partner is about to give up hope.
YC decides to confront MY and complain that he must have a problem with his sperm count as well. He assures her that there is no problem, that in fact he has gotten a few women pregnant so far by sleeping with them without protection. He even assures YC that if he sleeps with her a few times he can guarantee that he can get her pregnant. YC can be intrigued, and knowing that her partner has already accepted the fact that they will be using his seed, decides to give him a chance. She will give him one week in which he can fuck her any time and any place as long as at the end of the week he gets her pregnant. If he doesn't he will have to pay for her and her partners' expenses of getting pregnant in the method of their choice. This arrangement can be with the partner's knowledge or a secret arrangement between MC and YC, whichever sounds more fun.
*New Story*
The summoning Manual
This is my first fantasy based story so if you are interested and have some suggestions please let me know. My character could be anywhere from a high school student to a man in his thirties. He would be working/studying at a library in search of a book. Unable to find it he ventures further and further into the library, finally finding himself in the basement where they keep only the oldest and rarest books. By accident his hand brushes across an old black leather bound book. Even through the dust he feels it call to him and decided to take the book off the shelf to examine it. The letters of the book seem unintelligible at first, but as his eyes adjust to the lighting in the room he somehow is able to read the blood red letters. The books is a summoning guide, to what, we can discuss (demon, succubi, monster girl, neko). Of course my character does not believe in that stuff, but there is no harm in taking the book home with him and giving it a shot.
This could go in a few ways obviously depending on what kind of creature he summons. If it is a succubus he could try and tame the demon himself, or he could use her to fuck all of his enemies to death. Let me know if you have any ideas on this one.
What Else Could Go Wrong
This story would involve a couple going on a much needed vacation. The main story would involve how this vacation has constant, but not too serious, problems and the two need to work through them together. Examples could include losing their plane tickets while making out in the parking lot of the airport. Accidentally locking themselves in the bathroom of the airplane after joining the mile high club. Getting drunk and barging into the wrong room while making out with the other family in the room. These are all of course just examples, and I would love to hear your ideas how to make this a fun, naughty, and also disastrous vacation.
I Hate How Good You Feel
The story involves two people who have never gotten along. Maybe they are classmates, co-workers, or even two random people who met at a party and for one reason or another hated each other off the bat. But they are now at a party and have ended up in an argument, that argument might lead to a little push, which leads to a small fight which ultimately ends up in them fucking each other until they spend all their energy. The sex was amazing but their feelings towards each other don't change. Both of them want to do it again but don;t want to admit it, how will they get this kind of relationship to work?
Truth or Dare Party
A group of friends agree to hang out on a Friday or Saturday night, to drink, play games, and just relax. One of the friends has the idea to start up a game of truth or dare. Everyone agrees and the game soon gets out of hand in a very good way. I think this story would work best with a group of at least 3 or 4 people, but I am willing to play a large group of guys if someone would be interested. The characters could all be simply friends, some or all of them could be in a relationship, or there could be secret feelings for each other. In the end this could just turn out to be a big orgy but I think the idea of people trying out new kinks with each other, some consensual partner swapping, and trying to one up each other with more and more outrageous dares would be a lot of fun.
Can You Keep it Casual?
This would be a story between two friends who have known each other for years. They have seen each other date other people and have finally found a point where both of them are single. As they share a drink and discuss their last relationship one of our characters suggests a deal. They are both attractive people, why not just have a casual friends with benefits relationship?
This of course could start out easy, but I want to test how far it would go. One of the characters could start to fall for the other while the other just loves how casual this is. They could suggest bringing on a third person (another guy or girl) into this deal. Maybe they want to try becoming more adventurous, having sex in public, getting rougher, the possibilities are endless.
The Boss's Wife
YC is the stereotypical trophy wife. She is an incredibly attractive woman who wanted financial stability so she decided to marry a rich creep who would make sure she could have whatever she wanted, whenever she wanted it. This has been working out great for her, but over the years she has grown tired of the one-sided infidelity. Her husband has loves to flirt and fuck his secretaries, that is no big secret. So when he brings his wife to the company Christmas party it doesn't take long for him to leave his wife in a corner of the room so he can go and try and bang the newest company hire.
MC has been at the firm for a few years. He hates the company but loves the pay. This past month has been a living hell for him and his boss has only made it worse. So when he spots YC standing alone at the party he decides the best way to get back at his jack ass of a boss is to fuck his wife.
This can be a one shot or a long term story about the two of them figuring out ways to stick it to the annoying boss, or trying to hide their increasingly adventurous relationship.
Gambling Problem
YC has been married to/dating her SO for a few years now. Things have been going great, he or she is a great person with only one major character flaw. They are a terrible gambler but they love to gamble. Their friends know this and have figured out the perfect plan to take advantage of this flaw. MC comes over for a night of poker with his friend and the game goes on for a few hours. Eventually YC's partner makes a bet they cannot possibly pay off, and of course they lose. MC suggests that the only way that they could really pay off those debts than is by offering their wife/gf up for the night. Reluctantly your partner agrees (Maybe because of their secret desire to see YC get fucked by another man).
How will YC react when she finds out what happened? Maybe she has secretly wanted an excuse to have a fling all along. The sex in her relationship could have gotten dull, or maybe she wants to have someone watch. I have had the suggestion in the past that YC be bi and dating/married to a woman at the time of this story, so if you want to try that angle as well just let me know.
Conventions Are Great
MC and YC never really got a long. They were in different clicks. One was popular the other a nerd. Because of this the popular one barely even knew that the other existed. However the popular character had one secret they hid from the rest of their friends. They loved [anime/video games/comics]. Every year they loved to go to the local con, dressed up as one of their favorite characters and just walk around nerding out with the rest of the crowd. This year they happened to spot a cosplayer with an amazing costume. They approached the cosplayer to complement them and instantly connected. After spending the rest of the day together, talking about their favorite hobbies and not about school or their normal life, they decide to head back to hotel room the popular character rented for some fun. What will happen when they finally take off their masks, before or after sex, and find out who the other person is?
Who Is Right For You?
This story would involve me playing two characters. One is a confident playboy while the other is a more reserved and kind guy. YC is out on the town (maybe at a bar or a party) and just happens to run into both of these guys on the same night. Maybe she runs into the nice guy first, not finding him as attractive but easy to talk to. The first guy would have to leave the event early for a reason and YC is left alone in the party where she runs into the second character. He is exactly her type and he wastes no time making his move on YC. He is fun to be with and great in bed, but is he the guy for her? This could be a love triangle or a relationship where YC has to fight off her cravings for the playboy character, or simply learn to hide her infidelity from the guy she thinks she should really be with.
Dealing With a Bully
MC has been bothering YC's (son, brother, or friend) for months now. You have tried giving him advice on how to avoid my character, how to respond, and even how to fight back. Yet things are not improving, in fact they are only getting worse. By this point you figure the only way to end this is to confront the bully yourself. After school, and without telling anyone, you decide to head to the bully's house and give him a piece of your mind. When he opens the door and listens to your demands he only shrugs and tells you he has no plans to stop what he is doing. But before things escalate he offers you a deal. He says he will stop harassing the kid in exchange for you following his every command for one week. You assume that he simply means running errands and doing his homework, yet he has much more planned than just that.
Best Friend's Wife
MC and his best friend were inseparable during college despite being nearly exact opposites. MC was a confident playboy who went through college off of his fame on the (sport can change if you have a preference) team and his natural charm. His best friend was a hard working guy who focused more on school than on partying. That didn't mean he never went out, because the two of them met YC at the freshman Halloween party. Both men fell for YC at first site, and although it wasn't clear who she would choose, eventually she fell for the studious and serious friend.
After the best friend and YC marry MC starts to drift apart from them. They all graduate and a few years pass. The best friend gets a great job and soon becomes absorbed in his work. The two of you move out to a suburb and find that your life is nothing but one boring routine. One night MC gives your house a call, and with his old best friend either out of town for the night or just too busy to pick up the phone, YC answers. MC offers to take YC out for a drink, something YC would normally refuse because MC never stopped flirting with YC. Yet tonight YC is bored, or just feels up for something different and accepts.
Mistaken Prostitute
MC is in town for a business trip. After a long day of meetings and drinks in a new city he decides to hit the town and look for something or someone fun to do. As he is being driven around in the company limo he pulls up to a nightclub/bar. Outside he spots a woman flirting with a few men, asking them for some money and promising that she could make it worth their while. He of course does not realize that this woman is just asking a few of her classmates/collegues and that she meant she was simply going to do them favors later on in return for the money. That along with her clothes made her look exactly like the prostitute he was looking for. MC decides to roll down the window and call out to YC. The sight of MC's car and the offer he makes gives YC time to think. Of course she is not a prostitute, but she is broke at the moment and figures she could probably milk this guy for a load of money while having a good time at it, so she takes him up on the offer.
There are two variations of this that would also be fun. The first would involve an anime/game/comic-con. MC isn't into nerd culture and mistakes YC's costume as a working girl's outfit. YC needed some cash to buy her most desired collectible and decides not to correct him.
The other option is having YC be an undercover cop, someone who knew that MC is into some shady business and was told that this would be the best way to get the dirt on what he was doing.
The Past Comes Back to Haunt You
I see this working in either a work or school setting. When MC first saw YC he wasted no time approaching her and asking her out. At least that is what he thought he was doing when he walked up behind her, slapped her ass, and told her she had an ass that he would want to ride all night long Yet due to his general disrespect and leering eyes YC knew he only wanted her for her body and she flatly rejected him. YC wanted to have a fresh start and not to worry about the stigma of a bad reputation...again. A while back she had decided to do a small porno (webcam show), just for some money to get her to the end of the month, It was fun and she made all the money she needed and was able to quit that lifestyle and start fresh. Weeks passed and she began to forget all about MC, however MC did not forget about her.
One night while he was checking out a random porn site he thought he saw a familiar face. It took him a few seconds to realize who it was, and just a few more seconds to figure out a plan for what to do with this information. When YC got to her desk that next day there was an envelop inside of the drawer that read, 'come see me, we have something to talk about.' Inside the envelope was a picture of the video, one that clearly showed her face and her doing something no one would dare suspect she would even dream of attempting.
Hello everyone! I am new to this site but I have been roleplaying for a number of years. I am currently getting my master's degree so I might not be available everyday, but I will try and make time to get on as much as possible. I would prefer to write stories in PMs or in my Inbox as it is easier for me to keep track of the stories. If you prefer to write in forums just let me know and I am sure we can work something out. Bellow are my general ideas and I would love your feedback on them. If you like a story and want to use it as your own feel free to steal my ideas or hopefully just send me a message to start a roleplay. I look forward to writing some fun stories with people on this site.
Role Play Forum
Just because I have been getting this question asked a lot recently I wanted to state how I prefer to write. My number one preference will be on Bluemoon PMs. If you prefer threads I can write in threads but I find those harder to keep track of. I do not use any IMs, Discord, Email, or any off-site methods for writing.
Kinks
Hey so here is my: F-List. If you have any questions or want to talk about something not on there just let me know.
Interest Levels
I have been getting a few requests asking which stories I am most interested in now. I have a few that are more exciting than others, so anything in color is something I would always agree to doing.
This color means it is brand new and I will always agree to it.
This color means I am always interested in this story, these are my go to stories that have had the most success.
Finally, this color represents a crowded story. I have a lot of people asking me for this, so I would need to see your twist on it to agree to do it.
Fandoms
The following are a few animes that I would love to write some fandoms off of. I only play male characters and I am comfortable playing a main character or a new character based on what characters you would like to play.Kanokon
Asa Made Jugyo Chu
High School of the Dead
Seikon no Qwaiser
Maken Ki
Ladies versus Buttlers
Pairings
These are possible pairings that I don't have a particular plot in mind for but would love to give them a try if someone wanted to discuss with me a plot they had in mind, or if you want to come up with a plot with me.Celebrity/Athlete x Fan/Journalist
White guy x Different Race/Ethnicity
Boss x Secretary
Teacher x Parent of a Bad Student
Millionaire x Flight Attendant
Jock x Nerd/Goth
MMF Threesome
Cosplayer x Fan
Host x Foreign Exchange Student
Plots
*New Story*Seducing a Streamer
This role play can have either my character or your character being the streamer/YouTuber. The plot would involve a video game streamer who has just hit it big because of his/her success in the video game of your choice (I am most familiar with games like LoL, Hearth Stone, Overwatch, and Wow, but we can try other games if you want). The other character has been a huge fan of theirs since the moment they started streaming. He or she watches all of their videos and has even started commenting on some of streams/videos. This lead to the Streamer sending them a message in response. The story could start here where the two start to form a friendship. Both could be nervous about finding out that the other person is just trying to use them. The streamer could fear that the viewer just wants them because they are famous. Where the viewer could fear the streamer does this with all of the boys/girls they chat with online.
After chatting the streamer lets slip that they actually live near by the viewer and the two could decide to meet up. This could go into a romantic relationship where the viewer moves in and has to deal with the streaming lifestyle. Or it could be a short lived fling between the two. I would love to hear your thoughts on this one.
Pregnancy Request
Your character and her partner (husband, boyfriend) have been trying to get pregnant for over a few years now. Finally at wits end they decide to go to the doctor and find out what the problem it is. It turns out that YC's partner has a problem with their sperm count that makes it almost impossible to naturally conceive a child. The doctor presents them with other options, but the cost is beyond anything that the couple can afford.
(Another option would be that your character is in a lesbian relationship.) YC and her partner decide that the other option is to go to the sperm bank and use another man's sperm as a way to get pregnant. While at the sperm bank they are looking at photos and are surprised to find one of YC's friends (MC) is a regular donor. They purchase his sample and yet still have no lucl. The costs continue to add up and YC's partner is about to give up hope.
YC decides to confront MY and complain that he must have a problem with his sperm count as well. He assures her that there is no problem, that in fact he has gotten a few women pregnant so far by sleeping with them without protection. He even assures YC that if he sleeps with her a few times he can guarantee that he can get her pregnant. YC can be intrigued, and knowing that her partner has already accepted the fact that they will be using his seed, decides to give him a chance. She will give him one week in which he can fuck her any time and any place as long as at the end of the week he gets her pregnant. If he doesn't he will have to pay for her and her partners' expenses of getting pregnant in the method of their choice. This arrangement can be with the partner's knowledge or a secret arrangement between MC and YC, whichever sounds more fun.
*New Story*
The summoning Manual
This is my first fantasy based story so if you are interested and have some suggestions please let me know. My character could be anywhere from a high school student to a man in his thirties. He would be working/studying at a library in search of a book. Unable to find it he ventures further and further into the library, finally finding himself in the basement where they keep only the oldest and rarest books. By accident his hand brushes across an old black leather bound book. Even through the dust he feels it call to him and decided to take the book off the shelf to examine it. The letters of the book seem unintelligible at first, but as his eyes adjust to the lighting in the room he somehow is able to read the blood red letters. The books is a summoning guide, to what, we can discuss (demon, succubi, monster girl, neko). Of course my character does not believe in that stuff, but there is no harm in taking the book home with him and giving it a shot.
This could go in a few ways obviously depending on what kind of creature he summons. If it is a succubus he could try and tame the demon himself, or he could use her to fuck all of his enemies to death. Let me know if you have any ideas on this one.
What Else Could Go Wrong
This story would involve a couple going on a much needed vacation. The main story would involve how this vacation has constant, but not too serious, problems and the two need to work through them together. Examples could include losing their plane tickets while making out in the parking lot of the airport. Accidentally locking themselves in the bathroom of the airplane after joining the mile high club. Getting drunk and barging into the wrong room while making out with the other family in the room. These are all of course just examples, and I would love to hear your ideas how to make this a fun, naughty, and also disastrous vacation.
I Hate How Good You Feel
The story involves two people who have never gotten along. Maybe they are classmates, co-workers, or even two random people who met at a party and for one reason or another hated each other off the bat. But they are now at a party and have ended up in an argument, that argument might lead to a little push, which leads to a small fight which ultimately ends up in them fucking each other until they spend all their energy. The sex was amazing but their feelings towards each other don't change. Both of them want to do it again but don;t want to admit it, how will they get this kind of relationship to work?
Truth or Dare Party
A group of friends agree to hang out on a Friday or Saturday night, to drink, play games, and just relax. One of the friends has the idea to start up a game of truth or dare. Everyone agrees and the game soon gets out of hand in a very good way. I think this story would work best with a group of at least 3 or 4 people, but I am willing to play a large group of guys if someone would be interested. The characters could all be simply friends, some or all of them could be in a relationship, or there could be secret feelings for each other. In the end this could just turn out to be a big orgy but I think the idea of people trying out new kinks with each other, some consensual partner swapping, and trying to one up each other with more and more outrageous dares would be a lot of fun.
Can You Keep it Casual?
This would be a story between two friends who have known each other for years. They have seen each other date other people and have finally found a point where both of them are single. As they share a drink and discuss their last relationship one of our characters suggests a deal. They are both attractive people, why not just have a casual friends with benefits relationship?
This of course could start out easy, but I want to test how far it would go. One of the characters could start to fall for the other while the other just loves how casual this is. They could suggest bringing on a third person (another guy or girl) into this deal. Maybe they want to try becoming more adventurous, having sex in public, getting rougher, the possibilities are endless.
The Boss's Wife
YC is the stereotypical trophy wife. She is an incredibly attractive woman who wanted financial stability so she decided to marry a rich creep who would make sure she could have whatever she wanted, whenever she wanted it. This has been working out great for her, but over the years she has grown tired of the one-sided infidelity. Her husband has loves to flirt and fuck his secretaries, that is no big secret. So when he brings his wife to the company Christmas party it doesn't take long for him to leave his wife in a corner of the room so he can go and try and bang the newest company hire.
MC has been at the firm for a few years. He hates the company but loves the pay. This past month has been a living hell for him and his boss has only made it worse. So when he spots YC standing alone at the party he decides the best way to get back at his jack ass of a boss is to fuck his wife.
This can be a one shot or a long term story about the two of them figuring out ways to stick it to the annoying boss, or trying to hide their increasingly adventurous relationship.
Gambling Problem
YC has been married to/dating her SO for a few years now. Things have been going great, he or she is a great person with only one major character flaw. They are a terrible gambler but they love to gamble. Their friends know this and have figured out the perfect plan to take advantage of this flaw. MC comes over for a night of poker with his friend and the game goes on for a few hours. Eventually YC's partner makes a bet they cannot possibly pay off, and of course they lose. MC suggests that the only way that they could really pay off those debts than is by offering their wife/gf up for the night. Reluctantly your partner agrees (Maybe because of their secret desire to see YC get fucked by another man).
How will YC react when she finds out what happened? Maybe she has secretly wanted an excuse to have a fling all along. The sex in her relationship could have gotten dull, or maybe she wants to have someone watch. I have had the suggestion in the past that YC be bi and dating/married to a woman at the time of this story, so if you want to try that angle as well just let me know.
Conventions Are Great
MC and YC never really got a long. They were in different clicks. One was popular the other a nerd. Because of this the popular one barely even knew that the other existed. However the popular character had one secret they hid from the rest of their friends. They loved [anime/video games/comics]. Every year they loved to go to the local con, dressed up as one of their favorite characters and just walk around nerding out with the rest of the crowd. This year they happened to spot a cosplayer with an amazing costume. They approached the cosplayer to complement them and instantly connected. After spending the rest of the day together, talking about their favorite hobbies and not about school or their normal life, they decide to head back to hotel room the popular character rented for some fun. What will happen when they finally take off their masks, before or after sex, and find out who the other person is?
Who Is Right For You?
This story would involve me playing two characters. One is a confident playboy while the other is a more reserved and kind guy. YC is out on the town (maybe at a bar or a party) and just happens to run into both of these guys on the same night. Maybe she runs into the nice guy first, not finding him as attractive but easy to talk to. The first guy would have to leave the event early for a reason and YC is left alone in the party where she runs into the second character. He is exactly her type and he wastes no time making his move on YC. He is fun to be with and great in bed, but is he the guy for her? This could be a love triangle or a relationship where YC has to fight off her cravings for the playboy character, or simply learn to hide her infidelity from the guy she thinks she should really be with.
Dealing With a Bully
MC has been bothering YC's (son, brother, or friend) for months now. You have tried giving him advice on how to avoid my character, how to respond, and even how to fight back. Yet things are not improving, in fact they are only getting worse. By this point you figure the only way to end this is to confront the bully yourself. After school, and without telling anyone, you decide to head to the bully's house and give him a piece of your mind. When he opens the door and listens to your demands he only shrugs and tells you he has no plans to stop what he is doing. But before things escalate he offers you a deal. He says he will stop harassing the kid in exchange for you following his every command for one week. You assume that he simply means running errands and doing his homework, yet he has much more planned than just that.
Best Friend's Wife
MC and his best friend were inseparable during college despite being nearly exact opposites. MC was a confident playboy who went through college off of his fame on the (sport can change if you have a preference) team and his natural charm. His best friend was a hard working guy who focused more on school than on partying. That didn't mean he never went out, because the two of them met YC at the freshman Halloween party. Both men fell for YC at first site, and although it wasn't clear who she would choose, eventually she fell for the studious and serious friend.
After the best friend and YC marry MC starts to drift apart from them. They all graduate and a few years pass. The best friend gets a great job and soon becomes absorbed in his work. The two of you move out to a suburb and find that your life is nothing but one boring routine. One night MC gives your house a call, and with his old best friend either out of town for the night or just too busy to pick up the phone, YC answers. MC offers to take YC out for a drink, something YC would normally refuse because MC never stopped flirting with YC. Yet tonight YC is bored, or just feels up for something different and accepts.
Mistaken Prostitute
MC is in town for a business trip. After a long day of meetings and drinks in a new city he decides to hit the town and look for something or someone fun to do. As he is being driven around in the company limo he pulls up to a nightclub/bar. Outside he spots a woman flirting with a few men, asking them for some money and promising that she could make it worth their while. He of course does not realize that this woman is just asking a few of her classmates/collegues and that she meant she was simply going to do them favors later on in return for the money. That along with her clothes made her look exactly like the prostitute he was looking for. MC decides to roll down the window and call out to YC. The sight of MC's car and the offer he makes gives YC time to think. Of course she is not a prostitute, but she is broke at the moment and figures she could probably milk this guy for a load of money while having a good time at it, so she takes him up on the offer.
There are two variations of this that would also be fun. The first would involve an anime/game/comic-con. MC isn't into nerd culture and mistakes YC's costume as a working girl's outfit. YC needed some cash to buy her most desired collectible and decides not to correct him.
The other option is having YC be an undercover cop, someone who knew that MC is into some shady business and was told that this would be the best way to get the dirt on what he was doing.
The Past Comes Back to Haunt You
I see this working in either a work or school setting. When MC first saw YC he wasted no time approaching her and asking her out. At least that is what he thought he was doing when he walked up behind her, slapped her ass, and told her she had an ass that he would want to ride all night long Yet due to his general disrespect and leering eyes YC knew he only wanted her for her body and she flatly rejected him. YC wanted to have a fresh start and not to worry about the stigma of a bad reputation...again. A while back she had decided to do a small porno (webcam show), just for some money to get her to the end of the month, It was fun and she made all the money she needed and was able to quit that lifestyle and start fresh. Weeks passed and she began to forget all about MC, however MC did not forget about her.
One night while he was checking out a random porn site he thought he saw a familiar face. It took him a few seconds to realize who it was, and just a few more seconds to figure out a plan for what to do with this information. When YC got to her desk that next day there was an envelop inside of the drawer that read, 'come see me, we have something to talk about.' Inside the envelope was a picture of the video, one that clearly showed her face and her doing something no one would dare suspect she would even dream of attempting.