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The shoot was about to end. They only had 5 minutes to go and then everybody was going to start leaving. Kris checked her phone and saw a text from Jimmy. It said, “Can you hang back for a bit after we’re done?” “Sure,” replied Kris.
The shoot ended, and everybody left. Kris said goodbye to the gang and went to her car as if she was leaving, but once everyone else cleared the parking lot, she headed back inside.
“Hey,” she said as she walked up to Jimmy, who was just stepping out of his office.
Jimmy, didn’t say a word. He just wrapped one arm around her waist and kissed her. A moment later he pulled away. Kris blushed. She wasn’t expecting that, but she was really, really happy and the butterflies in her stomach wouldn’t stop. The way Jimmy had smiled at her and held the small of her back, made her feel so cared for and accepted.
“Sorry, It was just a long day and I wanted to do that,” said Jimmy. “Do you have time to talk?” Kris nodded.
They headed to an area that had some couches near the break room and sat down to chat.
“I don’t have anything prepared to say,” said Jimmy. “But…. Actually do you have anything you want to say?” he asked.
“Yes. I wanted to ask if you remember everything from last night,” said Kris.
“Yes. Why?”
“Do you remember everything you said?” Added Kris tentatively.
Jimmy suddenly understood what she was asking. “Oh yeah. I know we were drunk. And I was very drunk. But I remember what I told you, and I meant it. I didn’t say it just because I was drunk.”
Kris made a face like “wow” because now she had confirmation that Jimmy’s love confession was real.
Then she let out a nervous laugh. “Sorry, this is so weird,” she said.
“I know,” said Jimmy.
“So…” said Kris.
“So…” said Jimmy.
“What do you want to do?” Asked Kris.
“I think I want to spend more time with you, one on one. I think it would be good to start getting to see what it’s like to be around each other. You know, to see what this is, or what it can be…. I mean, if you want that too, of course.”
“You mean, date?” said Kris.
Jimmy thought about it. He hadn’t realized that that was basically what he was proposing, but with more words.
“I literally said that, right? Wow… I just… Yeah, I mean that’s what I meant. But I guess I was proposing we’d be extra… careful? Because for one, our friendship is on the line, and, well… There’s the channel, and your family, my family, and our friends.”
“Right… And also your girlfriend,” said Kris, giving him a slightly sassy look.
Yeah…” said Jimmy, a little caught. “I’m going to have to talk to her,” he added.
Kris was curious to know what that meant, but she didn’t press further.
“It’s a lot for me to think about too,” said Kris.
“But I do want to see you more,” said Jimmy. He was not going to let this door close so easily.
Kris gave him a little smile and gave in. “I mean, I want to see you more too.”
Despite all the feelings he was feeling, Jimmy couldn’t bring himself to say out loud that although he wanted to see her more in private, that he wasn’t ready to date in public. Not until he figured out what this looked like in practice.
He wouldn’t say it out loud, but a part of him was uneasy with the guaranteed hate and judgment he would get if they went public, not to mention the confusion it would generate among their friends.
So there was a lot to deter him, and yet, he still wanted to at least try.
“Look. I have my trip to LA coming up. You already know I’ll be gone for two months. But I’m still going to be around for the next two weeks. Maybe we can hang out until my trip, and then we use the time I’ll be away to think on whatever we need to think,” said Kris.
Jimmy, nodded. That was ideal in a way. He didn’t like the idea of Kris being away from him for long, but he could look forward to the fact that Kris had essentially agreed to spend the next two weeks with him.
“That’s… That’s… a great idea. I think you should stay at my house for the next two weeks” said Jimmy.
“Jimmy! Look at you. Here I was thinking we would just hang out or grab dinner, but you want me to live with you?” Asked Kris.
“Oh yeah. I’m not going to waste any time while you’re here.”
Kris smiled at him. Jimmy loved that smile and it made him smile back without thinking, without knowing he was doing it.
“Come on, I’ll drive,” said Jimmy.
“Can we stop by my house? I need to grab some clothes”
“Sure.”
When they arrived at Kris's house, she got out of the car and ran up to the door. She was about to put her key in, but was surprised to see it open on it’s own. On the other side was Tucker’s mom, Kris’s ex wife. She no longer lived there, but she still had a key. Tucker was with her this weekend.
“Hey. What are you doing here?” Asked Kris, in the most friendly tone she could manage.
“Tucker forgot his Teddy and he was begging me to come get it. I hope you don’t mind,” she said.
“No, not at all.”
Kris’s ex wife peered into the street and saw Jimmy sitting in his idling car.
“Where’s your car?” Asked his ex confused.
“I’m just picking up something. Jimmy and I are gonna hang” said Kris in the most bro-y way she could.
That’s when Kris’s ex noticed the little outfit Kris was wearing; the skirt and the Mr. Beast shirt. It gave her a bad feeling, but she didn’t know why.
“Well, I'll leave you to it,” Kris’s ex said as she walked to her car. Jimmy managed to smile at her from his car. It was awkward for both of us, except more so for Jimmy, knowing all he knew, and remembering all he had done to Kris.
Kris and Jimmy were both a little quiet on their ride back to Jimmy’s. But all that awkwardness disappeared as soon as they made it home.
Two weeks of privacy awaited them. Two weeks in which they’d be free to do whatever to each other and to enjoy each other’s company for hours without interruptions, and without the fear of watchful eyes. It would be two weeks in which they’d get a better idea of what they wanted for the future. But it would also be two weeks in which their living together could potentially trigger uncomfortable memories from their times as roommates. Although at this precise moment, neither of them were thinking that. They were just waiting for the moment the door closed behind them and they could rip each other’s clothes off…
PART 2
“Okay, Jimmy,” said Kris after they went inside Jimmy’s house and the door closed behind them. “What’s it going to be? Am I going to sleep in that spare room where I used to sleep when I crashed here or what? She added.
“No. You’re sleeping with me. In my bed.” said Jimmy.
Jimmy was finding himself in an interesting situation. He wasn’t a traditionally attractive guy, but he wasn’t ugly either. He was tall, he’d gotten in shape in recent years and he could be very confident and assertive, which of course it was something that Kris admired and in recent months had started to become a turn on to her.
“But it’s still early, so how about I make you dinner?” Said Jimmy, as he headed to the kitchen.
Kris followed him and watched him for a moment as he started to gather ingredients from the pantry. “Okay, Jimmy. That’s a nice gesture, but I think I’ll cook. We both know you can only make a quesadilla.”
Jimmy agreed and let her take over. He was indeed a bad cook, and in the past Kris had cooked many delicious meals for him and the gang.
“But, first. I’m going to change. I can’t be in this scratchy t-shirt anymore” she said. She had been wearing that Mr. Beats shirt she stole from his room all day.
She came back moments later in what looked like a cotton pajama dress. It was white with little pale strawberries, and it was modest at the top, like a t-shirt with little buttons and a little bow in the middle. However, Jimmy could still see her legs and all those thoughts came rushing back. In all honesty, they kind of looked like grandma pajamas, but with a modern, less frilly flare. They sort of his her body, but that added to the allure.
“Nice pajamas, Kris” said Jimmy with a little smile. “You shut up. They’re comfortable,” Kris replied. Jimmy just chuckled quietly. Kris might look different, but she was still acting like her old, witty, self-assured self. And Jimmy was happy about that. He was especially happy about it because ever since Kris had transitioned, he’d been a little sad that once the transformation was “complete” he’d lose his best-friend. But right now, he still felt he had his friend, but now they had an even bigger connection, and they could enjoy their company in additional ways…
“Ok. Let me see” said Kris, eyeing the ingredients Jimmy had pulled. “I guess we can make pasta,” she added and started chopping onions.
Soon, there were tears in her eyes, because of the onions. “See Jimmy, now you’re making me cry,” she said, jokingly.
Jimmy gave a little smile, but the comment sobered him up a bit. What if he did make her cry? What if he couldn’t make up his mind and ended up hurting her? He didn’t want to do that. All he wanted was for her to be happy. And it felt so good to be alone with her. He had always felt he could be his truest self around Kris. And right now that was proven to be true. He was feeling very relaxed, and happy and he didn’t feel any pressure to “be” Mister Beast. And he didn’t feel any pressure to carry the conversation or to be witty or interesting. He was truly happy just being in the same space as her.
There were only like 3 people who could be himself around in that way, and one of them was his mom. To be honest, he couldn’t even be fully free around his girlfriend. There was something in their dynamic that made him feel like he had to try too hard. And sometimes he got the vibe that she was also trying too hard. Like she wanted his admiration more than she wanted him, who he was at his core. Very few people knew him or understood him at a deep level. But Kris did.
Kris was the person that would sleep on site whenever he was doing one of his crazy challenges, like burying himself for 7 seven days. Most people went home, but Kris usually stayed in a trailer only a few years away in case Jimmy needed anything.
Jimmy watched as Kris prepped and cooked. Occasionally she would glance at him and smiled in spite of herself. She was trying to act casual, but of course, this was all new to her, so of course she felt a little self-conscious, but all in all she felt good, happy and like she was in a dream.
“Kris… ’m really happy you’re here.,” said Jimmy finally.
Kris smiled. “And I’m really happy to be here.”
Jimmy stood up, approached her, took the knife from her hand and put it on the table so he could wrap his arms around her waist. He stared deeply into her eyes for a moment and then kissed her.
It was a sweet, tender kiss that sent sparks down every inch of their beings. The chemistry was insane, and the kiss soon became more passionate. Jimmy was enjoying kissing her in every way he could imagine. Fast. Slow. Sticking his tongue in her mouth a little bit, letting her do the same. Biting her lip gently, and then letting her do the same to him. He began to run his hands all over her body, gripping her waist, moving down to her the top half of her ass, then back of the back and then very close to her chest.
Kris enjoyed letting him play with her. Feeling desired was of course a big turn-on. She liked that Jimmy had no problem leading.
Jimmy kissed her neck gently, pulling at her skin with his teeth. He wanted her so much he had to sink his teeth into her flesh to get some release.
“Jimmy…” interrupted Kris. “The food is going to burn.”
“Oh, right,” said Jimmy. He gave her one last deep kiss and let her continue with her cooking.
The rest of the night went better than expected. They had dinner. They chatted about the shoot they’d had that day, and then they watched a movie.
As the movie finished, Jimmy said “Well, that was a good movie.” Then he turned to Kris, and said “So anyway…” and put his her on Kris’s thigh.
“Jimmy, Jimmy. Get your mind our of the gutter” said Kris with a coy smile.
“Sorry,” said Jimmy, quickly.
“I’m kidding, stupid,” said Kris. Jimmy was relieved and then there she was. Sitting only a foot away from him, looking lovely, her cheeks flushed.
Jimmy pulled her toward him and started kissing her. After a moment Kris pulled away, gave Jimmy a flirtatious little push, and stood up. She had something in mind she wanted to try.
Next, she sat on his lap in a straddling position and began kissing him. Jimmy got immediately excited because in this position he could easily reach around her and grab her ass. Kris felt Jimmy become hard under her and began straddling him over his pants.
She was taking a big risk here. Straddling him like this meant he might not only feel her ass, but he could also feel her other parts. She wanted to see his reaction because much of their future depended on how far Jimmy could take things with her as she was now.
Jimmy could feel something was different as Kris straddled him. It felt good and it was hot, but it felt different than being straddled by his previous girlfriends.
After some more steamy grinding, Kris gently pushed Jimmy so he’d be lying flat on the couch. She crawled on top of him and undid his pants.
Jimmy’s hard cock was now exposed. Kris began stroking him. She looked at her handy work and then at Jimmy. Jimmy got really excited when Kris made eye contact. She was giving him a very sexy, mischievous look and she was amazing at touching him.
Her nails were painted dark purple and it made her hands look even sexier as she softly stroked him. She worked the shaft up and down and then she’d rub the tip with just the right amount of pressure.
“Kris…” moaned Jimmy, closing his eyes for just a few seconds because he didn’t want his eyes to miss any of what Kris was going to him right now.
“Jimmy… Please tell me you have lube here somewhere,” said Kris.
Jimmy smiled. “It’s upstairs, in my nightstand,” he said. Kris rose and ran up the stairs without a warning. A few moments later, she was back then came right back.
“That was fast,” said Jimmy.
Kris smirked. She warmed some lube in her hands, then she rubbed it all over Jimmy’s cock.
She then unbuttoned the front of her pajamas down to her chest to reveal a black bra. By this point, the HRT had worked its magic and Kris had a hint of cleavage and Jimmy sunk his face right into her chest and kissed it. He even licked her nipples gently over her bra.
Kris then climbed on top of him, cowgirl style. She moved her panties to the side and lowered her ass onto Jimmy’s cock.
Kris silenced Jimmy’s moan by kissing him and she began to slowly move her hips. She was taking it slow. Jimmy’s cock slowly sliding into her inch by inch. She leaned over him so that now she was almost lying on top of him. It made riding him much easier and enjoyable.
She straddled him slowly while Jimmy kissed her passionately.
This was all new to Jimmy, but he didn’t know that it was also new to Kris.
Ever since she came out as trans and began to present herself as female, plenty of people had tried to slide into her DMs, and she had also met people in person that were interested in her. She’s gone out with a couple of guys and he had sexual experiences with them, but she could count them in one hand.
Some guys had gone down on her, and another one had wanted to give her her first anal experience, but she had changed her mind at the end. So most of these things she was trying with Jimmy were new to her.
After a couple of minutes, Jimmy was now fully inside her. Kris felt so full, it was sending shivers down her spine. “Oh Jimmy. You’re so deep inside of me. You feel soooo big in my tight ass, I can’t barely take you all,” she moaned.
Jimmy had to fight the urge to come at that exact second. He was so turned on by everything she was doing and everything she was saying that he didn’t even mind the fact that he could feel Kris’s cock--her pajamas the only layer between them--rubbing against his stomach as she rode him.
After a few minutes of this, she came to almost a full stop and kissed Jimmy in the mouth. Jimmy seized the opportunity and began thrusting while holding her tight with his arms wrapped around her.
“Oh my God, Kris. You take my dick so good,” he said as he pounded into her ass. At some points he would get carried away and give it to her hard and fast, but then he’d feel himself getting too close and he would slow down. He wanted to enjoy her for as long as he could.
The thought of touching Kris’ cock crossed Jimmy’s mind. He wanted to make sure she would come too, but he wasn’t sure if he was ready for that just yet.
Surprisingly though, that wouldn’t be a problem this occasion because Kris’s cock was getting just enough stimulation from rubbing against Jimmy’s belly, even though there was a layer of fabric between them.
Kris was getting very sweaty. Her fringe was sticking to her forehead and her cheeks looked very rose making her look very sexy. Seeing the pleasure in her face as she greedily took his hard cock was too much to handle, but Jimmy did his best not to cum just yet.
“Ah. yes. Just like that, Jimmy. Take my ass. It’s all yours,” Kris said. Jimmy had to concentrate really hard not to come right then and there, as kept on sliding in and out of her ass.
Out of nowhere Kris arched her back and let out a little yelp. She was coming. Her little hole, clenching tightly around Jimmy’s cock. Jimmy had fucked her so good she had come just from that and the subtle stimulation she was getting in her cock.
Kris’s quivering and look of ecstasy was something Jimmy would never forget and he felt himself cum right after her.
His cocked throbbed inside Kris, letting her know he was finished. “Jimmy, you’re such a naughty boy,” she said as he pulled out.
Jimmy just held her in the same position, feeling the warmth of her body against his. He liked how it felt to hug her, her frame being smaller than his made them fit perfectly into each other’s arms.
“Why is it so freaking good with you every time?” Asked Jimmy.
“I know. It’s crazy,” said Kris, feeling happy.
After a few minutes, Kris excused herself and went to jump in the shower, leaving Jimmy alone with his thoughts, and boy did he have a lot on his mind.
He knew he’d gotten lucky this time, with Kris coming just from anal, but he wondered about the future. Of course, he wanted her to come too, and of course he knew it would be unfair if he was the only one coming. But what would he do? Could he bring himself to touch her dick?
He’d never been interested in dicks, but he loved Kris… “Perhaps,” he thought, “I should consider touching her. I mean I touch myself. Maybe I can just pretend like I’m touching myself? Maybe it won’t be awful? Maybe I won’t hate it? Maybe I won’t mind? And maybe It will make me happy to see her come from me touching her?”
These were the thoughts swirling in Jimmy’s mind… and now he had another choice to make, but he only had 2 weeks to decide…
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