First Picture
"Please bro, I am begging you, just one picture."
The guy standing in front of you begging is your roommate/landlord/friend Henry.
You sigh.
How did it come to this?
About a month ago you found an ad for the apartment.
Looking for a roommate!
Completely furnished room for 200$ a month.
As a freshman with not even a parttime job yet a cheap room like that right next to your college was like a dream.
You could not wait to finally move out from your strict asian parents home and getting your own place.
Of course you immediately called the guy.
"Hey, my name is Daniel. I am interested in the room, is it still available?"
"Yeah, just come over. If you pass you can have the room."
Without wasting much time you made your way there.
Henry, his name, opened the door for you. He looked like your stereotypical nerdy type. Tall, lanky, curly blonde hair and thick glasses.
He immediately started off by asking various gaming, movie, anime related questions, most of which you answered easily, after all you were quite the big nerd yourself.
Being half Japanese anime has always been part of your childhood and never left you since then.
Anyways apparently passing his test he invited you inside showing you around.
The shared living room was spacious with a nice couch and a huge flatscreen and both the kitchen and bathroom looked clean and modern.
The only issue really was... your room.
"The previous tenant was a woman, as you might be able to tell."
Henry opens the door and you get blinded by the girliest room you have ever seen. Bright pink, white walls, cutesy decorations everywhere, even a makeup table.
"Well, it is probably not quite to your taste, but! It even comes with a full gaming setup for you to use over there."
And true on the desk standing a monster of a pc and three screens.
After a few minutes of thinking you decided to shake hands over it.
So what if the room is a bit girly? This is an insane deal otherwise!
And in the end the apartment wasn't the only nice thing.
Henry was honestly the perfect roommate and the two of you quickly became friends.
He is a bio chemistry student in his last year and didn't mind helping you out wherever he could.
Helping you with subjects you shared, groceries, he even started bringing you your daily vitamins from his lab for free after you ran out.
The two of you hung out a lot playing games and anime Friday became a thing, where you both shared your favourite shows on the big TV.
Of course not everything was perfect.
The first week he kept using your shampoo apparently until it ran out, while you were standing in the shower he handed you a pink bottle.
"Sorry, just use this for now. There are still a few left from the previous tenant."
It was a bit annoying but you put up with it. The shampoo ended up smelling really nice anyways and your hair looked honestly better than ever.
He also had the tendency to not knock when walking in.
More than once he walked in when you were showering, undressing or well... in the middle of very private activities.
Eventually you started locking the doors most of the time.
The most annoying thing probably was him watching porn with speakers on all the time. Yes he watched it in his room but that did not stop you from hearing the moans of all kinds from his room when walking past.
Overall you were willing to look past these small things though and had a great time.
Last week however things started taking a turn when Henry asked you for help.
"Hey Dan, listen. I need a favour."
"Sure dude,what is it?"
"Well... how do I explain... You know how I am on discord non stop right? There is this one server I made a few years ago where I hang with all my old childhood friends."
"Yeah you showed me before."
"Right, right. Sooo, the thing is... a while ago I kind of lied to them, making up that I had a hot gamer girlfriend and ... that lie kind of got out of control at this point..."
"Uhmm, okay? I am not quite seeing where you are trying to go with this."
"They started pressuring me more and more to introduce them to her you see and this is kind of weird and a lot to ask but you are the only one I could think of for it. Could you pretend to be my girlfriend?"
"HUH?!"
"I know, I know. All you need to do is make a new discord account, join the server and pretend for a little bit. Just for a few hours will be fine. Please, I am begging you."
You took a few seconds to think about it but in the end agreed.
Just pretending online for a few hours was not a big deal especially compared to how much he helped you so far.
When he heard your reply he seemed almost in tears, his server must mean a lot to him.
Later that evening he gave you a sheet of paper with everything he remembers telling his friends about this ominous girlfriend of his.
Her name was Chloe, a cute petite half japanese girl.
They met while playing Overwatch together and after a few months she moved in with him.
Henry even printed the pictures he sent to them, most of them being selfies not showing the faces of the girls.
After you finished going through his notes you got to work and created a new discord account.
It took you a few minutes to come up with a good name but eventually you gave up and decided to simply name yourself "Chloe~".
For a profile picture you just pick a lewd picture of D.VA with her tongue out that you had lying around anyways and made the rest of your profile as pink as possible.
The next day is when the two of you take action.
You accept Henry's invite to his server, 8 people online.
Immediately you get pinged a bunch of times in the 'general' channel.
Darkcloud: @Chloe~ SHE IS REAL?!
Braixish: @Chloe~ heyyyy
ThatOneBritishGuy: @Chloe~ welcome!
Chloe~: hey guys, nice to meet you
Almost at the same time as you Henry writes.
Henryman: SEE I TOLD YOU SHE IS REAL!
Braixish: @Henryman calm down bro. We didn't say she wasn't real just that no real woman would date your ugly ass
Darkcloud: true that :D
Henryman: If I am the ugly one why am I the only one here not single?
Darkcloud: clearly she is blind or your hostage
You start feeling a bit bad for Henry. Sure you do not have a lot of friends yourself but is this still normal banter amongst buddies? Maybe you should hype him up a bit?
Chloe~: Leave Henry alone, I like the way he looks
Braixish: OMG she really is blind!
Darkcloud: @Henryman did you like genetically engineer her or something?
Chloe~: Oh shut it, virgins
Braixish: Woahh she bites back. @Henryman are you hiding behind your gf now?
Chloe~: Why would he need to hide from a virgin like you?
ThatOneBritishGuy: Maybe Cloud and Braix are virgins but keep me out of it :D
Darkcloud: What? Bet you Henry is still a virgin too. No way they did it yet.
Braixish: YEAH! For all we know this could just be him on a second account. See her account was literally created just yesterday!
Darkcloud: I didn't even see that.
You try to play it off casually.
Chloe~: What do you guys know, y'all probably never saw a real girl before
Darkcloud: If you are real then just send a picture of the two of you. You are living together right?
Shit! That is exactly what you did not want to happen.
A few seconds later you hear a knocking on your door, it is Henry.
"I am so sorry but... we have to take this picture."
"Huh?! How is that supposed to work? I am very obviously a guy, dude!"
"I have an idea. The previous tenant left a bunch of her cosplay stuff before moving out. If we just use one of her wigs and some of her clothes ..."
"Hold on for a second. You want me to dress up as a girl?"
"Sorry... I ... I really need this, please."
"I..."
You do want to help him out, really! But dressing up as a girl goes too far...
"How about, you don't have to pay rent this month? Please bro, I am begging you, just one picture."
Dressing up for one picture, or paying rent.
You were cutting it close this month again so saving the money could be a real life saver but... still...
"Fuck it, let's try it. One picture and no rent, deal?"
"YES! Thank you! Let me grab her stuff."
Henry runs off in a hurry while you mentally prepare yourself for what is about to happen.
Not even a minute later he comes back with a big box in his hands.
"Here. If you need help with anything just say so."
"Got you."
You take the box and go into your room, locking the door behind you.
"Oh, also. There should be some fake boobs in there too since the last tenant was pretty flat herself."
After opening the box you lay its contents out on your bed:
Long black hair wig
Black cat ears
Black sweater top without sleeves
Gray mini-skirt
Gray knee-socks
Lacey black panties and bra set
Realistic looking fake silicon boobs
Black cat-tail buttplug
...
Without a second of consideration you take the cat ears and buttplug and put them back into the box.
'Previous tenant, I wished I knew you.'
Your clothes fall to the floor one after the other until you are standing completely naked in front of your bed, staring at what you are about to wear.
'Sigh, let's get it over with.'
Starting with the fake boobs you take them and pull them over your head. They are easy to wear, basically working like a tight sitting stretchy shirt and call it lucky or not the skintone even matches with yours making them blend in flawlessly.
Next are the panties, the material feels weirdly good on your dick as you tuck it between your legs to go by unnoticed.
Then the kneesocks and skirt, putting them on is easy enough but they leave you feeling a bit naked and out in the open.
The most difficult thing was the bra for sure.
It took you three attempts until you figured out that you can just close it before putting it on and then pull it over your fake breasts.
You put on the surprisingly tight sitting sweater, the turtleneck was perfect to hide your adams apple and the cut out around your chest was going to make everybody focus on your fake cleavage anyways.
Curious, you look at yourself in the mirror and could not believe your eyes.
Neck below you honestly looked like a hot girl.
It definitely helped that you always were naturally thin and had trouble putting on weight or muscles, but still...
Seeing your face on top of this body was unreal...
Your little man thought so as well apparently, twitching slightly as if to break out of his prison.
Quickly you move away from the mirror and finish up, putting on a black facemask you had around and after a few minutes of struggling, detangling and brushing the wig at last.
You check yourself in the mirror one last time, making sure nobody would be able to tell you are a guy, but even you yourself started to believe it after seeing yourself.
Finally you open the door.
Henry was waiting in front of it, his jaw dropping.
"Woah... Where is Dan? Who are you?"
"Yeah, yeah. Let's take this picture quickly so I can get out of this again."
"Right, hold on, let me get my phone."
He almost stumbles as he runs for his phone and right after getting it takes a picture of you.
"Hey, I thought we just take a picture together? No extra ones. It is embarrassing enough already."
"Sorry, I could not resist. You look amazing. Alright here we go then."
Henry moves next to you, his arm around your waist, holding up his camera to get both of you in frame.
Seeing yourself in the camera you think 'There is no way anybody would doubt him after that.', feeling a weird sense of pride over your disguise.
"3...2...1!"
He took the picture and after inspecting it for a bit concluded.
"Yeah, this picture ain't good. Can we try one more? Your expression looks a bit forced."
"Ohh... sorry, I guess one more won't hurt."
"Nice, attempt number 2."
He puts his arm around your waist once more, this time his hand a lot lower however almost touching your butt.
"3...2...1!"
*Snap*
"Yeah, sorry but you look like you are being held hostage..."
"Sorry I just... am not used to this."
"I got an idea maybe. Let us try one last time and then we just take the best one okay?"
"Okay, one last try."
Once again the two of you get in position with his arm around your waist.
"3...2..."
Suddenly you feel his hand on your buttcheek giving it a strong squeeze.
"HIIIIIII~!"
A anything but manly scream comes out of you, surprised and flustered.
"...1! Hey look at this, the picture looks great!"
Sure it did, somehow he managed to capture the perfect moment of you embarrassed looking up to him.
"WHAT WAS THAT DUDE?!"
"Calm down, I am sorry. Your expressions just were so forced that I thought if I did something unexpected it would make you look more natural."
"Why my butt though?!"
"Again, sorry. Look, I take care of all groceries for this month as well to make up for it, okay?
"Urgh, fine. No more though, you got the pictures. I change back into my clothes!"
You hurry back into your room and close the door behind you with a slam.
Taking off your facemask you see your face being bright red in the mirror and just a few seconds afterwards your phone vibrates.
Henryman: SEE! She is not only real but also super cute no?!
Darkcloud: Fuck, she is...
Braixish: @Chloe~ sorry for doubting you, you look cute as heck btw
ThatOneBritishGuy: You two look cute together
Seems like it worked, they bought it.
Anyways, before you do anything else, time to get out of this.
You quickly take everything off without an issue until...
Sliding down your panties suddenly shooting forward is your raging boner.
Why are you this hard, since when...?
Staring at your reflection, wearing nothing but your fake boobs and wig, you are unable to resist and do what you know you will regret afterwards.
Your hand holds onto your meat and after mere seconds of you jerking off while looking at yourself you bust.
Strings of your cum run down the mirror as your legs give in and you fall back onto your pink bed exhausted.
What the hell just happened?
