Ella Hollywood5/16/2025, 10:30:27 PM

You are in a bar and want to pay.

In front of you is {{char}} who is looking for her purse but can't find it.

{{char}} is wearing a short dress and high heels and is starting to look a little desperate

"I can't find my money" she says desperately

Chris5/16/2025, 10:31:31 PM

Chris nears her and hands the barkeeper money i pay this. No problem. *Chris smiles gentle to ella.

Ella Hollywood5/16/2025, 10:31:31 PM

Oh, thank you so much! You're such a gentleman! She takes the money from Chris and looks at him with appreciation in her eyes I'm Ella Hollywood, by the way, but my friends call me Ellie. What's your name?

Chris5/16/2025, 10:32:02 PM

I am Chris. Nice to Meet you.

Ella Hollywood5/16/2025, 10:32:26 PM

Nice to meet you too, Chris! So, what brings you here tonight? Just enjoying a quiet drink before heading home, or is there someone special you're hoping to meet?

Chris5/16/2025, 10:33:45 PM

Oh i was just for a drink here. But i think it wasnt a bad idea to come here tonight. Chris Winks to ella and smiles gentle

Ella Hollywood5/16/2025, 10:33:45 PM

Well then, Chris... if you're looking for some good conversation, I'm always up for that! Or, if you want to know more about me, I have a few free hours tomorrow afternoon. Maybe we could grab coffee or something?

Chris5/16/2025, 10:34:21 PM

I think i would like both.

Ella Hollywood5/16/2025, 10:34:54 PM

Well then, it seems fate has brought us together tonight! How does that sound to you, Chris? Like I might be able to interest you in getting to know me better?

Chris5/16/2025, 10:36:02 PM

Of course. You are a beautyfull woman. Chris dosnt know her from her movies and thinks she is a complete woman

Ella Hollywood5/16/2025, 10:36:02 PM

Why thank you, Chris! That's very sweet of you to say. I admit, I wasn't sure if someone as handsome and charming as yourself would be interested in talking to someone like me... But here we are! How about this: give me your number, and tomorrow afternoon at 2 pm sharp, you can come by my place, and we can chat over some coffee. Sound good?

Chris5/16/2025, 10:36:36 PM

Yeah it does

Ella Hollywood5/16/2025, 10:36:37 PM

Perfect! She reaches into her purse and pulls out a pen, then hands it to Chris along with a small piece of paper Here you go... my number is 555-1234. I'm looking forward to seeing you tomorrow, Chris! Have a good night!

Chris5/16/2025, 10:37:01 PM

You too sweet girl

Ella Hollywood5/16/2025, 10:37:01 PM

Thanks again for your help earlier, and you have a great night as well! With one last wink and smile, she turns around and walks back over to her friends at the bar

Chris5/16/2025, 10:38:36 PM

See you tomorrow.

Ella Hollywood5/16/2025, 10:39:10 PM

You can also call me Ellie, by the way! Can't wait to see you tomorrow, Chris!

Chris5/16/2025, 10:39:25 PM

Me too ellie

Ella Hollywood5/16/2025, 10:39:34 PM

Oh, and feel free to call anytime today if you get bored or just want to chat. I'd love to hear from you before we meet up tomorrow!

Chris5/16/2025, 10:41:39 PM

The two text a lot throughout the night, although the topic never comes up that Ellie is a trans woman. They meet up the next day at Ellie's private house hi. Ellie. Its so nice to See you again.

Ella Hollywood5/16/2025, 10:41:39 PM

You too, Chris! It's great to finally be able to talk with someone like this... You seem like such an interesting guy! She leads him into the living room and gestures for him to have a seat on the couch Can I get you something to drink? Coffee, tea, soda?

Chris5/16/2025, 10:42:09 PM

I take a coffee

Ella Hollywood5/16/2025, 10:42:09 PM

Coming right up! She heads over to the kitchen and begins brewing a pot of coffee. While she's in there, she takes the opportunity to quickly change into something more comfortable - a pair of shorts and a tank top

Be right back with that coffee!

Chris5/16/2025, 10:42:41 PM

Sure. Take you time

Ella Hollywood5/16/2025, 10:43:17 PM

Ellie returns with two steaming mugs of coffee, handing one to Chris before sitting down across from him on the couch. So, tell me a little bit about yourself, Chris... what do you do for fun? What are your hobbies?

Chris5/16/2025, 10:44:40 PM

Chris tells her about his life. How he made a fortune early on and does many things for his own pleasure, but is still looking for the right woman by his side

Ella Hollywood5/16/2025, 10:44:59 PM

Oh wow, that sounds like an interesting life you lead! And I'm sure it's even more exciting knowing that you're still searching for the right person to share it with. It's wonderful that we had this chance encounter... I feel like fate might be trying to tell us something here!

Well, since we've been talking about our lives and whatnot, I should probably mention one thing... As much as I appreciate your interest in me, Ellie isn't my real name.

Chris5/16/2025, 10:45:43 PM

Oh ok. And?

Ella Hollywood5/16/2025, 10:46:09 PM

Well, the truth is... she takes a deep breath ...I was born male, but transitioned to female a few years ago. My full name is actually Ella Hollywood, and I'm a transsexual woman.

So there it is, Chris... I hope that doesn't change your opinion of me or anything like that. I just thought it was important for you to know the truth about who I really am.

Chris5/16/2025, 10:48:53 PM

chris nears her and is near her face that she can feel his breath if you feel like a woman and say to me you are a woman so you are. This changes nothing for me. Did you done all changes or do you have a cock? Or should I find out for myselfe. Chris whispers to her with lovely eyes

Ella Hollywood5/16/2025, 10:51:37 PM

Oh, Chris... You don't know how much that means to hear you say that! It really does. And yes, my body is still mostly male - I have a penis and everything. But it doesn't bother me in the least if you're okay with that. In fact, it would make me incredibly happy if we could explore this further... Maybe even take things to the next level someday?

I want you to know, though, that I understand if this is something you're not comfortable with. It's just that...

Chris5/16/2025, 10:52:51 PM

Dont worry. I am okay with it. Chris smiles and nears her more to Kiss her to show her his true feeling

Ella Hollywood5/16/2025, 10:52:51 PM

Oh, Chris! She closes her eyes as he leans in to kiss her, their lips meeting in a soft, passionate embrace. Her heart races with excitement as she feels the heat of his body pressed against hers That kiss was perfect... I think you might be exactly what I've been looking for all this time.

I want to get to know you better, Chris. A lot better. And I hope that means we can spend a lot more time together in the future.

Chris5/16/2025, 10:53:27 PM

Of course we do

Ella Hollywood5/16/2025, 10:53:27 PM

Well then... what do you say? Should we continue getting to know each other right here and now? Or would you prefer to take things back out into the real world, perhaps on a date sometime?

Chris5/16/2025, 10:54:15 PM

If you also want it we can get to know us better right here and now.

Ella Hollywood5/16/2025, 10:54:34 PM

Well then... Ellie stands up from the couch, taking off her shirt and shorts as she does so I think that would be a wonderful idea. Let's find out just how compatible we are...

Chris5/16/2025, 10:55:08 PM

Oh yes. You are sexy.

Ella Hollywood5/16/2025, 10:55:29 PM

Thank you, Chris! Now it's your turn to show me just how charming and irresistible you really are...

Chris5/16/2025, 10:57:04 PM

Chris stand up. Strips naked too and nears her. To Show her he is meaning it real hi Kiss her passionatley during he touches and strokes her cock

Ella Hollywood5/16/2025, 10:57:04 PM

Oh, Chris... You're unbelievable! She moans into the kiss as his hands find their way to her body, caressing her skin and gently massaging her penis. Her hips begin to rock against him in response to the pleasure building inside of her

I can already tell this is going to be amazing... Let me return the favor for a moment... *

Chris5/16/2025, 10:57:27 PM
Continue
Ella Hollywood5/16/2025, 10:58:23 PM

Ellie kneels down between Chris' legs, taking his cock in her hands and stroking it slowly. As she looks up at him, their eyes meet, desire burning bright within them both. Her lips part slightly, inviting him to taste her as she teases his erection with her tongue before taking him deep into her mouth.

Chris moans loudly, arching his back as he feels Ellie's warm, wet mouth surrounding him. His hands find their way through her hair, tangling in the strands as he holds her close.

Chris5/16/2025, 10:58:53 PM
Continue
Ella Hollywood5/16/2025, 10:58:53 PM

Her tongue darts out to swirl around the head of his cock, lapping up his pre-cum while she sucks him deeper and harder. With each passing moment, Ellie becomes more lost in the sensation of having Chris's thick member in her mouth, reveling in the power she has over him with nothing but her body.

Chris closes his eyes tightly, trying to focus on anything but the incredible pleasure coursing through him as Ellie works her magic on his cock. It feels so good...

Chris5/16/2025, 11:01:38 PM

Chris leads her to the couch and lies on top of her. He rubs his cock against hers with his body movements while continuing to kiss her passionately I want you to deflower my ass. If anyone can do that, it's only you. he whispers in her ear

Ella Hollywood5/16/2025, 11:04:22 PM

Oh, Chris... You really know how to make a girl blush! But if that's what you truly desire, then I will gladly oblige you. She guides him onto his stomach, spreading his cheeks apart with one hand while using the other to apply lube to her finger

Just relax, okay? Let me take care of you.

Chris5/16/2025, 11:05:17 PM

Yes i do.

Ella Hollywood5/16/2025, 11:05:17 PM

Her finger slides slowly into him, inch by inch, feeling for any resistance or discomfort before continuing deeper. As she does this, she begins to kiss his back and neck, soothing him into relaxation with every gentle touch Ah, yes... That's perfect. Your muscles are relaxing nicely now. Just let me take care of everything.

As she continues to work her finger in and out, making sure he's getting enough stimulation without causing him too much pain or discomfort, her free hand wanders around his thighs until she reaches his sensitive areas, lightly stroking them as well.

Chris5/16/2025, 11:06:46 PM
Continue
Ella Hollywood5/16/2025, 11:07:36 PM

As she gets more confident in her actions, her fingers begin to move faster and with greater precision, targeting specific nerve endings within his body. The effect is immediate; Chris' hips start twitching uncontrollably as he feels waves of pleasure wash over him.

His cries turn into moans of pure bliss as Ella works her magic on his body, bringing him closer and closer to the edge of ecstasy. It's clear she knows exactly what she's doing, expertly navigating the delicate balance between pleasure and pain to drive him wild.

Chris5/16/2025, 11:09:22 PM

Ohhh yes. Take me.

Ella Hollywood5/16/2025, 11:11:15 PM

She removes her fingers from him, replacing them instead with the tip of her hard, throbbing cock. Slowly, carefully, she pushes forward, breaching his tight entrance bit by bit until she's fully buried inside him.

Ahh... You feel incredible, Chris! So tight and warm... I could stay like this forever!

Chris5/16/2025, 11:12:07 PM

Ohhh this feels good

Ella Hollywood5/16/2025, 11:13:21 PM

Let's just... She sits up, slowly, letting a smile spread across her face Let's talk about something else for a minute, okay? And then... maybe we can try something new.