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(Source: danbooru.donmai.us/posts/30539… )

Jason walked back over to the table he and his friend Dennis were sitting at in the food court. He sat the tray with food down before asking "So you're sure this is what you want?" Dennis sighed, rubbed his head and said "Yep, it's the business opportunity of a lifetime." Jason sighed, wasn't great hearing that his childhood friend was moving away. "I wish we could keep in contact but you know how connection gets screwy around this town." Dennis chuckled at this, and nodded before saying "Listen, how about we make a plan. We met up on this day in 3 years at that bench." Dennis then pointed to a rather ordinary bench in the mall. Jason lifted his eyebrow "3 years?" "Yep, gives us plenty of time to change without changing too much." Dennis replied. Jason nodded his head at that before then saying "It's a plan!" The two young men smiled before eating their mediocre food court meal.

3 years had passed and Jess couldn't help but be anxious. Dennis probably wasn't going to expect to see her, now a girl. She certainly didn't look very similar. She had long hair, was wearing girls clothes, even had some decent boobs from what another friend had told her. Yet as she sat at that bench all she could do was worry. Hopefully Dennis would just show up and she could explain it to him. She also hoped he wasn't transphobic. Still despite all these anxieties she sat on the bench and looked absolutely cute as a button.

She was broken out of her spiral when she noticed another woman come sit on the bench. She was majestic. Tall, long pink hair, elegant figure and a fashion sense that made her seem far too high class for a place like this. Jess was in shock. The woman then turned to her and asked "Are you waiting for someone dear?" Jess nodded and replied "Yes, an old friend of mine Dennis." The woman then seemed to chuckle, but in the most regal way. "Well I myself am waiting for a friend named Jason." Jess immediately perked up, and she could feel the cogs in her brain spin and work before she then spat out "Wait, DENNIS!?" The woman seemed equally shocked and replied "Wait it's you? I barely recognised you!" "Say you!" Jess replied. The woman then sighed and said "Well it's not Dennis anymore darling, it's Denise." Jess nodded and replied "It's Jess now." Denise smiled and said "Come darling, let's walk and chat."

Jess struggled to keep up with Denise, who somehow walked faster on heels then Jess could in flats. Jess, panting, asked "So what happened?" "Well to make a long and spicy tale much shorter darling, I helped set up a premier ride sharing service and with all that fame I went to a lot of parties. But I couldn't afford to look like a mid transition mess, so I used my now large wealth to get the top of the line surgeries and ta da, I'm as fabulous as you see now." Jess let all this information sink in. It made sense, as Dennis was never much of a looker, yet Denise was a certified 10 out of 10. "How about you darling?" Denise asked, to which Jess then replied "Me? Oh I just kinda had a realisation not long after you left and started hrt. Not rich so no access to surgeries but I think hrt did a pretty good job." Denise then stopped and turned around, Jess almost running into her. She looked Jess up and down and ribbed her chin, making Jess feel very judged. "Your okay, very small town feel. But we simply must do something about that chest." Denise then grabbed Jess and dragged her into the nearby undergarments store, all the while Jess struggled to understand what was wrong with her chest.

The two found themselves looking through the shelves of bras, most of which were the same lacy set only with different patterns. Jess eventually built up the courage to ask "What's wrong with my chest the way it is now?" Denise huffed and replied "Nothing exactly, but it's a bit small. You look like a teenager." Jess huffed as well, saying "So? That means I look youthful and free." "No darling it means you look like jailbait." Denise replied. Jess took a second to take that in. Maybe that's why so many men seemed to offer her a ride home, eww… "Simply wear a bra a simidge bigger and it'll be better." Denise said, pulling out a bigger bra "I dunno." Denise sighed and said "I suppose it can't be helped." The two then walked out of the bra store. Jess felt increasingly conflicted. Denise wasn't anything like who Jess had know, and all the shopping and rich people talk, it was just so much.

So before they could keep going Jess stopped, standing still causing Denise to turn and walk back to her. "Is everything okay Jess darling?" "No, it feels like I don't know you. You use to nerd out about video games and obsessed over film facts, now you're talking about bra size and talking in business jargon." Denise looked at Jess, and for a second she looked like she might cry. Instead she sighed and took a deep breath in before replying "I'm sorry. I'm just so used to being in a place where I'm the only girl, especially the only trans one. And I thought that since we're now both women we'd do women things, though I suppose I got that wrong." Denise sighed as Jess replied "No it's okay, turns out we're both very different people now. We don't need to act like ladies, just ourselves." This brought a smile to Denise's face, and Jess said "Now, wanna go look at video games?" Denise nodded massively, and the two set out for a amazing shopping trip.

Description
(Source: danbooru.donmai.us/posts/30539… )

Jason walked back over to the table he and his friend Dennis were sitting at in the food court. He sat the tray with food down before asking "So you're sure this is what you want?" Dennis sighed, rubbed his head and said "Yep, it's the business opportunity of a lifetime." Jason sighed, wasn't great hearing that his childhood friend was moving away. "I wish we could keep in contact but you know how connection gets screwy around this town." Dennis chuckled at this, and nodded before saying "Listen, how about we make a plan. We met up on this day in 3 years at that bench." Dennis then pointed to a rather ordinary bench in the mall. Jason lifted his eyebrow "3 years?" "Yep, gives us plenty of time to change without changing too much." Dennis replied. Jason nodded his head at that before then saying "It's a plan!" The two young men smiled before eating their mediocre food court meal.

3 years had passed and Jess couldn't help but be anxious. Dennis probably wasn't going to expect to see her, now a girl. She certainly didn't look very similar. She had long hair, was wearing girls clothes, even had some decent boobs from what another friend had told her. Yet as she sat at that bench all she could do was worry. Hopefully Dennis would just show up and she could explain it to him. She also hoped he wasn't transphobic. Still despite all these anxieties she sat on the bench and looked absolutely cute as a button.

She was broken out of her spiral when she noticed another woman come sit on the bench. She was majestic. Tall, long pink hair, elegant figure and a fashion sense that made her seem far too high class for a place like this. Jess was in shock. The woman then turned to her and asked "Are you waiting for someone dear?" Jess nodded and replied "Yes, an old friend of mine Dennis." The woman then seemed to chuckle, but in the most regal way. "Well I myself am waiting for a friend named Jason." Jess immediately perked up, and she could feel the cogs in her brain spin and work before she then spat out "Wait, DENNIS!?" The woman seemed equally shocked and replied "Wait it's you? I barely recognised you!" "Say you!" Jess replied. The woman then sighed and said "Well it's not Dennis anymore darling, it's Denise." Jess nodded and replied "It's Jess now." Denise smiled and said "Come darling, let's walk and chat."

Jess struggled to keep up with Denise, who somehow walked faster on heels then Jess could in flats. Jess, panting, asked "So what happened?" "Well to make a long and spicy tale much shorter darling, I helped set up a premier ride sharing service and with all that fame I went to a lot of parties. But I couldn't afford to look like a mid transition mess, so I used my now large wealth to get the top of the line surgeries and ta da, I'm as fabulous as you see now." Jess let all this information sink in. It made sense, as Dennis was never much of a looker, yet Denise was a certified 10 out of 10. "How about you darling?" Denise asked, to which Jess then replied "Me? Oh I just kinda had a realisation not long after you left and started hrt. Not rich so no access to surgeries but I think hrt did a pretty good job." Denise then stopped and turned around, Jess almost running into her. She looked Jess up and down and ribbed her chin, making Jess feel very judged. "Your okay, very small town feel. But we simply must do something about that chest." Denise then grabbed Jess and dragged her into the nearby undergarments store, all the while Jess struggled to understand what was wrong with her chest.

The two found themselves looking through the shelves of bras, most of which were the same lacy set only with different patterns. Jess eventually built up the courage to ask "What's wrong with my chest the way it is now?" Denise huffed and replied "Nothing exactly, but it's a bit small. You look like a teenager." Jess huffed as well, saying "So? That means I look youthful and free." "No darling it means you look like jailbait." Denise replied. Jess took a second to take that in. Maybe that's why so many men seemed to offer her a ride home, eww… "Simply wear a bra a simidge bigger and it'll be better." Denise said, pulling out a bigger bra "I dunno." Denise sighed and said "I suppose it can't be helped." The two then walked out of the bra store. Jess felt increasingly conflicted. Denise wasn't anything like who Jess had know, and all the shopping and rich people talk, it was just so much.

So before they could keep going Jess stopped, standing still causing Denise to turn and walk back to her. "Is everything okay Jess darling?" "No, it feels like I don't know you. You use to nerd out about video games and obsessed over film facts, now you're talking about bra size and talking in business jargon." Denise looked at Jess, and for a second she looked like she might cry. Instead she sighed and took a deep breath in before replying "I'm sorry. I'm just so used to being in a place where I'm the only girl, especially the only trans one. And I thought that since we're now both women we'd do women things, though I suppose I got that wrong." Denise sighed as Jess replied "No it's okay, turns out we're both very different people now. We don't need to act like ladies, just ourselves." This brought a smile to Denise's face, and Jess said "Now, wanna go look at video games?" Denise nodded massively, and the two set out for a amazing shopping trip.