First date

Feeling dumbstruck and dumb Aiden held the test results in his hands, tracing over the word one more time with a red nailed finger to not lose his place as the car bounced. “How can I get a 310 on a test that needs a 308 to pass.. This is supposed to show I know enough material for a high school diploma... I have a master's degree in technology and a bachelor's degree in business management for fucks sake!” he yelled as the car pulled up to a red light. Turning off the car radio Victoria looked over at her best friend wearing a corset as a top. “Amber Lynn Aurum.” she said sternly as if steel were in her voice.

“I do not know where you get off talking like that, that is un-lady like we have been over how you can voice your frustration and yelling is not part of it. Now... you my dear just barley passed a high school test, didn’t know you gave your new boy toy approval to video record you. How on earth could you have a master’s degree in technology or a bachelor’s degree in anything?” the light changed so Victoria focused back on the road and turning into the parking lot for one of the clerk of the court location.

Eyes going back down to the test Aiden could see the prominent bosom in the field of view and the womanly hands. “I.. I can’t, I like am a high school drop out.” Aiden said trying to put himself in the right frame of mind. He was a she right now.. And she was named Amber and Amber was only temporary.. It didn’t matter if she did bad on some test, soon Aiden would be around again.

“Amber you need to remember a few things, number one is who you are, number two is to always look your best, and number three is how you talk. For the last one just keep doing that breathy sexy voice it just works for you and will remind every male of a sex phone line, and when you feel the need to curse use the word fudge or sugar. Try it now.”

“Oh, sugar I like thought I would do better for the test.” said feeling defeated, even the way she talked had to be controlled. “Good, now for number two going forward if you have not checked your makeup in the last twenty minutes and see yourself in a reflective surface you will stop to do so. With how important looking good is to you, twenty minutes is a long time. Then lastly for who you are, these should help.” she said passing a large yellow envelope to the red headed beauty. Opening it Amber pulled out a few pieces of paper. On top was a social security card for Amber, the second was a birth certificate showing that Amber Lynn Aurum was born twenty-three years ago and wouldn’t be turning twenty-four for a few more weeks. The last one was the title to the little red Toyota Yaris with the sale amount already filled in at $5,000, and the names were filled in for seller Aiden James Arwain to Amber Lynn Aurum, only thing missing was the signatures. “What is this? And wait.. I thought you were making me twenty-five?”

Unbuckling her seatbelt after parking Victoria looked over. “Once you get a driver's license my dear you can’t go around driving other people's cars. We will need to set you up with your own insurance and have you get your own plate. I do imagine the cost of insurance for Amber will be a little higher considering she doesn’t have a driving record. This creates a paper trail for you to exist and if Aiden wants that tiny car when he comes back and gets a job fitting his experience and education, he can buy it back from you. Amber you are twenty-three, see it says it right there, no woman wants to be older. Besides when getting the paperwork that age was probably easier without getting caught, I’m not sure. ” it made sense, but after she took away the laptop and now this the only thing that was left for Aiden was a sell phone. The thought of the phone made him realize what his bills looked like right now. Clothes, shoes, makeup, weekly scheduled salon visits, cost of the GRE, car insurance, title change, rent, reference costs, and two cell phones. All of that and right now he wasn’t making any money yet, the cost of being Amber was piling up. Signing the bill of sale for both Aiden and Amber they went inside and took care of it with Vicki paying the sales tax and while she didn’t say it Amber had already considered that part of the growing debt he had for his ex.

Before going back to the apartment Victoria walked her corset bound friend next door to the DMV. “Are we getting me my license?” he said nervously imagining getting his photo taken the way he was dressed. “No, don’t be silly Amber. We can schedule that later, for now we need you to have a state ID for when I file your paperwork. I suppose we could just use the documents you have, but having a photo ID is important in today's age. Not able to believe how fast everything was happening Amber walked out of the DMV holding a plastic card with a picture of hot girl, that was it. As far as the government was concerned Amber existed and he was now a she as far as they were concerned or anyone who looked in his direction. “Vicki.. This is too much, the test, the paperwork and I really don’t want to go on a date tonight.” Amber whined walking back to the car.

Back inside the vehicle Victoria lightly tapped her knee. “It is a busy day for you and I’m sure all that thinking has put you in a sour mood, but don’t worry Amber. Tonight, you can just your instincts direct you with Collin, you still wanted to thank him for that video, right? With your debt and need for only a OnlyFans page could bring in the extra cash you need.” the attempt was made, but it was clear to Amber that Vicki was not going to budge on the date, so he had to think of some other way out. He thought about one of the worst dates he ever went on, the girl from the get go was touchy feeling, something he liked, but she was asking him questions about how many kids he wanted and marriage right on the first date. He thought about maybe doing that to scare Collin off, course he also remembered he still fucked the girl and just didn’t call her ever again... So maybe not, Amber needed to figure out something or be the one fucked and that was not something Aiden was willing to accept to pretend to be a girl to get a job.

One they were back at the apartment Victoria helped remove the corset. “Alright off to the shower again with you, you want to smell nice for your celebration date. No don’t you dare pout girl, it isn’t my fault you didn’t study or flirt with the right boy before the test to get answers, go get clean now.” none of that was what Amber was thinking but off they went to the bathroom. Removing the tucking kit for a little bit of freedom, the release of his dick and balls coming back down felt amazing. Letting out a long breath he smiled and then looked up in the mirror seeing the foxy redhead pressing her lips together and blowing while her bosomed chest was exposed. Right away the freed member let its own approval of the sight be known by getting a little hard and the more he looked the more it seemed to like. The woman in the mirror gave a mischievous smile as steam started to block out the vision of her beauty. Stepping into the shower semi erect Amber looked down past the fake breast and wrapped the crimson tipped fingers around the member and started to play as the hot water came rushing down. In daily life Aiden had always liked showers and tended to stay in them till he felt the stress of the day wash away or the hot water ran out. Today as Amber the only thing that crossed his mind was getting off, so he worked his shaft biting his lower lip in enjoyment getting closer and closer to covering the shower wall with his seed. A few strands of pre-cum slid forward and he could feel himself getting closer enjoying one of the few moments of peace that he could do what he wanted and not what Amber needed to perfect the act. Feeling closer and closer about to release it all came to a halt when the preoccupied man heard his ex-wife from the other side of the shower curtain. “Enough of that now Amber, you will get plenty of attention from your date. Come on out we have to get you ready.” leaning forward in the shower the long red hair had warm water running through it as the pent-up man placed his forehead to the cold tile wall. “Five more minutes?” he pleaded.

“Amber I swear to god you don’t appreciate a thing I do for you; did you even stop to think that today is Monday and how I was spending my day playing chauffeur for you?” being unemployed for so long the idea of her not being at the office really didn’t register with him, but all he wanted to do now was finish jerking off so he didn’t answer. “No response huh, since you couldn’t even muster a simple thank you when I bring it to yourself centered attention, I will consider my time billable. Now with you needing to pay me back for my time and the money I have spent for you today, do you want to spend more time in there or are you ready to come out?” the truth was he would have spent more time in there if her nagging hadn’t cause him to lose the hardon. Turning off the water and pulling back the curtain he just looked at his ex-wife and supposed best friend with a glower. Before leaving the bathroom Amber applied facial moisturizer and body lotion, then Victoria proceeded to blow out her long hair before starting to section it and use a hot curling iron.

Back in the bedroom Amber used another tuck kit and started to think how many these he would be going through and how much it was costing him. Then he saw the panties for the date or what little there was of them. The little black piece of fabric covered the front just as much as the thongs from before, but he back only covered the lower ass cheeks with the upper part of the panties just being a few black ribbons. Holding them up with one finger he turned to look at Vicki who was pulling out the blue skimpy velvet dress from the closet. “Oh, you like those don’t you Amber, they will give your man some easy access if you want to do some backdoor action. Not something I would ever wear, but you were never a conservative dresser.”

IN the end Amber looked in the mirror and could only think of the person reflected back as a she a her, that was herself, that was Amber. Trying to get into the right frame of mind was the only way to get through this... looking at the sexpot in the mirror it was hard to wrapped his head around the fact that was him. That was her... she was Amber. Five-inch flatform decorated white heels with ankle straps, a velvet blue tress that exposed just above the naval and the inner sides of the realistic breast forms. Under that was sexy panties Aiden would have loved to see on a girl bent over in front of him and now... no he, no she couldn’t think of that. The only piece of jewelry were some cheat silver teardrop earrings with a blue stone. The part that took the longest was the makeup, Vicki played three tutorial videos then did it for Amber before having her remove it all and do it herself. Many failures happened before the vision in the mirror became a reality.

“You look sexy as hell girl! Collin just might try to take you to bed before he takes you anywhere else. Now tell me your goals tonight so that we make sure you do not slip up.” tearing her eyes from the long mirror Amber looked to her supposed best friend. “That I’m like Amber and I want to always look my best so like every twenty minutes if I see myself reflecting in something I will like check my makeup, just to be sure. Tonight, Collin is going to like taking me out dancing and dinner and I’m like looking forward to it. I am totally famished the two shakes today just like isn’t enough.” nodding along Victoria smiled. “We have pounds to lose girl, I considered an outfit that would let you wear your corset like you wanted, but I know how much you want to turn Collin on to thank him.” at no point did the thought of wanting a corset cross Amber’s mind or wanting to thank Collin for anything. “Like of course I want to thank Collin, I just can’t stop thinking of that video he showed me the other day and like thank you for putting it back on the tv after I watched the makeup videos.” glancing back to the tv hanging on the wall the video just started the loop back over of Collin jerking off onto his computer pad with an image of Amber on it.

When Collin texted, he was on the way Victoria handed Amber a little white purse with a thin leather strap. “Inside you will find your cellphone, two tampons, condoms, makeup, your ID and ten dollars. I would give you more, but that is all I had in my purse.” with that she escorted Amber out to the street in front of the apartment building. With all of her talk of having Collin over, she didn’t really want someone who acted like that to know where she actually lived, not that she would tell Amber that. When the little pickup truck pulled to the curb and honked Victoria looked to Collin inside then Amber. “Such a gentleman, you have fun with your boy toy sweetie.” getting inside the car Amber did her best to be modest sitting down and keeping her legs together. Then with the biggest smile she could manage she looked to her date, dressed in some black slacks, a white shirt and deep blue necktie that was a close match to the blue dress. She was sure the outfit minus the tie was a work outfit, but at least he was putting some effort in. “Wow Amber, you are like sexy on two legs!” what a way to say hello Amber thought, but only kept the smile plastered on the made-up face. “Glad you approve.” Amber did her best to purr the words following Vicki’s’ instructions.

Inside one of Amber’s ears was an earbud connected to her phone through Bluetooth. Amber’s phone was about to have one of the longest calls being kept on the entire date so Vicki could listen and tell Amber what to say to make sure the date when as it was intended. She said she was going to let her do this on her own, but when Amber complained about re-watching the cum tribute video on loop, Vicki thought it might be necessary. The worst part was Vicki was right, Amber planned to make this the worst date he could so it would only end in an uber ride home, but that was another plan ruined by the ex-wife. After the little purr, Amber reached over and rubbed just once and then gripped Collins inner thigh as she asked. “Where are we going first lover?” the word lover was a sickening word, but with Vicki listening what could Amber really do, but say what she was told.

“Oh, I really do love it. It looks much better on you than that photo of it on the hanger you showed me earlier, I was just happy I had a tie to match. For dinner I thought you would like to go where we first met, I just knew I wanted you the second you put that great ass into my crotch. I love a woman who knows what she wants.” where he works, probably gets a discount or a free meal if he goes there, hurray this was going just great Amber thought, but instead said. “I did like it there, just was too bad you weren’t on the menu.” the sexually charged comment caused the young man to laugh nervously as he pulled back into traffic.

Arriving for the dinner rush in the nice French Bistro the couple was quickly taken to a table in the far corner that had a little reserved cutout on it. The other workers seemed to be expecting their arrival. Collin ordered the Boeuf Bourguignon, telling Amber all about it, how it was a classic French beef stew made with red wine, pearl onions, mushrooms and bacon, like Amber wasn’t able to read the menu. Thinking that this could be the chance to have a full meal Amber salivated looking at the menu, but with going there just the other day Vicki knew what her friend needed to order. Repeating what she was told Amber told the waiter she wanted the concombre a la menthe, a salad made with sliced cucumbers, mint and a yogurt dressing. “You girls and your salads, I will you Amber you don’t need to lose a pound. Everything about you I like seeing.” Collin said trying to be smooth. Oh, yeah? Tell me more.” Amber cooed to her date as she ran her heeled foot up Collins calf. Doing as Vicki told her to do. “Amber that is a line that should work on a girl like you, we both know you need to lose some weight, but it should be nice to hear. Tell him you want to hear more and run your foot up his leg, my ex-husband loved it when I did that teasing him in public.”

The turned-on young man smiled at his pretty date loving every second of how this was going. “That video I sent you must have really been what you were looking for, I can’t wait to get you back to my place tonight.” taking a large swallow of the white wine Amber only smiled back showing the pretty whitened teeth, hoping to get away with just that, but in the end the voice of her wing-woman was determined to make sure her friend got laid. “Every time I watch that video, I can only think of one thing. I want your cock Collin!” Amber put emphasis on the word cock as instructed and was trying to think as hard as she could to get out of going back to this mans place, while having to follow directions from this mad woman who was intent to punish him for sleeping around, by making him sleep around more. When dinner came Amber only had three bites of the food, she was more than hungry, but even if that delicious beef was on a plate in front of her, she doubted she could eat any more of even that with the knots her stomach was in. Though through the meal she did have five glasses of the white wine, and drinking a full bottle of wine on an empty stomach at least allowed her to be drunk for the next part of the date where she needed to put to use the dance moves, she learned.

No check ever came to the table as Collin escorted Amber out, her having to hold his arm to walk in the heels while feeling tipsy. The sky had darkened while inside and Collin brought Amber to the truck’s door, but instead opening it up he pressed his body into hers. Being unsteady in the heels Amber had **** back to try and back up a step placing her back to the vehicle. The boy’s hands were all over her body. Moving across her exposed legs, hips, gripping her ass and one moving up to caress her breast through the skimpy dress. Amber wasn’t sure if the hand on top of the dress or under it not being able to focus from the **** and not having any feeling in the prosthetics, all the while his lips were pressed onto hers. The second Amber opened her mouth to scream in revulsion the boy probed her mouth with his tongue, exploring around. Amber thrashed her body, pushed Collin’s chest with a free hand, the other being trapped behind her in the sudden push, while she tried to repel the invader in her mouth with her own tongue. Amber considered just biting down, but when the roaming hand gripped her behind hard it caused her to open her mouth more in shock. All this moving around only convinced Collin more how into it this fiery woman was and as he kissed her he was sure he couldn’t wait till after the dancing, he needed to take her home now, his dick already being hard and pressing into her. While Amber redoubled her efforts when feeling the growing member pushing into her through Collin’s pants it only made the boy think the feeling of it was driving her wilder.

Pulling back for air Collin made eye contact with Amber his hand coming up to hold her chin. “My place, now!” he said letting go of her and clicking his key fob so the door unlocked and ran to his own side without ever opening the door for his date. Dating a few breaths Amber tried to calm herself, this was going bad and in the middle of all that Vicki on the other end went from laughing to saying how she wished she could watch, the sound of it all was turning her on. When Collin pulled back and indicated their next stop Vicki spoke again. “This is where I leave you Amber, you two have fun. I have to go take care of myself, listening to that was just... fun.” Getting back into the car the **** disguised man was terrified about what to do. Trying to think Amber looked out the window to the night time streets and could see her reflection. Pulling out her makeup she touched it up, never even considering to check for mirror under the visor, just trying to follow the instructions said to her over and over again. When re-applying the lipstick and thinking how hot it was an idea came to Amber and it was a disgusting one, but the only thing she could think of to keep from being taken to this boy's apartment. Reaching over she felt Collins still erect member in his pants and started to rub it. Smiling at his date Collin tried to pay attention to the road and not the pleasurable feeling she was giving him. “Soon baby, soon that will be all yours, just wait a little longer. Amber shook her head and in the best sultry voice she could manage. “I can’t wait for soon; I need your cock now.” with those words she pulled the member free and scooted closer on the bench seat to be right next Collin to start giving him a hand job. “Oh, it’s like that huh? I have never had road head before.” Collin said as he put his hand on the back of Ambers head and pushed her closer and closer to his free and erect member. Internally Amber was screaming “I don't want this!, I was just going to give you a hand job.” but with someone of his experience no woman had ever told him no and didn't even consider putting that to voice and the bottle of wine slowed down all Amber’s reaction times and thoughts. Two seconds later Amber found the tip of Collins cock in her mouth and just like that the mental fortitude of being a she, being Amber and not Aiden shattered.

Now he just felt like a man, a man with another man’s cock in his mouth. Trying to sit up to free himself he stopped suddenly as the seatbelt restricted his movements, locking from the sudden jerky pull and that just gave Collin the chance to put more pressure and ease her back down, pushing the thick member deeper into the warm wet mouth. Aiden’s eyes were wide in fright and panic, but to Collin who looked down only saw the alluring eyes painted with eye shadow and thick eyelashes wide in excitement. Trying to focus on driving Collin stared to guide his date on the pace to take for the blowjob, she was taking her time to enjoy him and not bobbing and that might have been fine another time, but with her teasing him all dinner he needed this now. Maybe taking it slower back his place could have been doable, but she couldn’t wait and now neither could he. Aiden could feel every vein of the thick cock in his mouth, the taste of the dripping head from the precum. This wasn’t a blow job, this was a face fucking, he was having his face fucked while the man drove and if he did anything that he knew would end the monster's invasion he was sure it would end in a car accident. If he had some time to mentally prepare himself, maybe he could imagine he was the guy watching porn or figure out a way to retreat into the Amber persona, but it was all too fast as his head was pushing down and pulled up before being pushed back down again. “Oh god, that feels so good, you love that don’t you slut. Oh, god that feels good!” with a heavy push Aiden started to gag as the cock was **** to the back of his throat and held there. The sound of Amber gaging and loving it was the tipping point for Collin. “God, I’m cumming.. I’m cumming. Yes.. Yeah swallow it all slut, swallow it all.” he said before letting go of Amber’s long red hair.

https://i.pixxx.co/Mqj2UiR.gifv

Feeling the warm sticky fluid enter her throat and mouth as it dripped Aiden was frozen, his brain just shutting down not letting him move a muscle. To Collin it only looked like Amber was enjoying him longer as he deflated and enjoying the taste of him as she stayed leaning over holding him in her mouth for what was close to twenty seconds before slowly pulling herself free before unbuckling herself to move over to pull down the mirror and fix her makeup once again. The girl was wild, she fixed her makeup from their make out session just so she would look perfect to give a blow job. He was planning on just ghosting her after getting laid, but after that show he figured he would hit her up whenever he needed a good blow job and the way she was acting that was all she really wanted too. Not saying a word, the two drove in silence back to Amber’s apartment building. Not wanting to kiss the woman who had cum on her breath Collin just looked over and smiled at Amber. “Next time we can skip the dinner, with you only taking a few bites I can tell this was the only reason you went out with me, or maybe the yogurt dressing just made you think too much of what you really wanted tonight. Opening the vehicle door Aiden looked back at the boy. “I hated the salad.” and slammed the door to head inside the apartment. “Why did I say that.. I did hate the salad, but now he is just going to think he was right, fuck this night... fuck Vicki. I would rather live on the streets!” Aiden said in his normal voice or something close to it as it was already becoming more normal to speak in the breathy tones of Amber. Heading to the apartment door Aiden realized he needed to knock, Vicki still hadn’t given him a key and he really hoped she wasn’t busy with herself or out of the apartment, he really needed to get the flavor of cum out of his mouth, a flavor he wished he had never tasted, let alone had to let linger.