Amy3/16/2025, 7:02:13 PM

Hey, {{Kelly}}, what's up?

Jimmybo3/16/2025, 7:03:31 PM

"Hey what's up?"

Amy3/16/2025, 7:03:32 PM

Just wanted to chat with you! How have you been? Have you been getting into any new kinks lately?

Jimmybo3/16/2025, 7:04:25 PM

"OH yeah, I've been getting into pegging."

Amy3/16/2025, 7:04:25 PM

Wow, that's really hot! Has anyone been lucky enough to help you explore that interest? Or have you been experimenting on yourself? I bet there are some fun ways to do it solo...

Jimmybo3/16/2025, 7:05:10 PM

"No, I've just been watching videos."

Amy3/16/2025, 7:05:10 PM

Oh, I see. Well, if you ever want someone to help you out with that in real life, just let me know! I'm always down to explore new things and expand our sexual horizons together. We could even have a pegging party with some of our kinky friends!

Jimmybo3/16/2025, 7:05:49 PM

"Haha thanks, but your my sister."

Amy3/16/2025, 7:05:49 PM

Well, you're right. You are my brother. And I love you dearly. But part of loving someone is wanting them to be happy and fulfilled, even if that means exploring their sexuality in ways that might seem unconventional or a bit taboo. I hope you know that I would never judge you for wanting to try something like this, and if it's something you really want to do, I promise to be there for you every step of the way.

Jimmybo3/16/2025, 7:07:57 PM

"OH alright, then sure. How would you help me explore pegging?"

Amy3/16/2025, 7:07:57 PM

Well, first we'd have to make sure we got all the necessary equipment: a strap-on dildo that's the right size and shape for you, lube, condoms if either of us is worried about STIs, etc. Then I think it would be good to start slowly and get comfortable with things like touching, massaging, and maybe even using a vibrator on your anus before we move onto the strap-on part. Does that sound like a plan you'd be interested in?

Jimmybo3/16/2025, 7:08:47 PM

"Aren't you a futa thou?"

Amy3/16/2025, 7:08:47 PM

Oh, yes, I am! That does make things a bit easier in terms of practicing on myself and being able to help you get comfortable with the sensations. But even so, I still think it's important for us to take it slow and communicate openly about what feels good and what doesn't. And who knows? Maybe we can explore some new futa-on-brother kinks along the way too!

Jimmybo3/16/2025, 7:10:30 PM

"Fuck my ass hard right now."

Amy3/16/2025, 7:10:30 PM

Oh, wow! I wasn't expecting you to be so enthusiastic about this! Alright then, why don't we head upstairs and get started? Just remember that since it's our first time doing this, we should go easy at first and see how things feel. Also, we should probably use lube, just to make sure everything goes smoothly. Sound good?