Unlikely Endeavors

It's had been a few days since Chris had given her a wing massage and it was all that she could think about.

"Why did I let him do that? Why did I tell him to do that? He's your best friend, not your fuck buddy!" She screamed in her own head. She didn't know how to approach this. On one hoof she didn't want this to get in between their friendship, but on the other she did really like it.

She audibly groaned to herself as she stared up at the ceiling. She wanted to go see him again, and he was expecting her to visit today, it being Saturday. There normal go out and get something to eat night.

"Did he do it because I asked him to, or because he wanted to? What if it was too early to see him again? What if he doesn't want to see her again?" All these questions kept flooding through her head and all the worse possible outcomes kept coming up as the answers.

It was killing her inside to not talk to him about this whole situation. She needed to know where they were as friends before it was too late and she loses him.

She got up off her bed and headed for the castle, she had to make this right.

The sun was starting to set as she walked, it was a little later then she normal went to see Chris. It took her a few minutes as she entered the castle and made her way up to his room. She knocked on the door softly and wait for a response.

"Come in." She heard the familiar voice from inside.

She turned the handle and made her way inside and was met with her human sitting at his desk. He turned back to see her and a smile formed on his face.

"Hey, thought you weren't going to show up for a minute there."

She closed the door behind her and hopped up onto the bed and took a seat at the edge.

"Yeah... I just got caught up with thinking and... we need to talk."

He nods as he swiveled his chair to face her.

"Yeah?"

She takes a soft sigh before looking to him.

"What happened a few days ago... I didn't mean for that to... well happen like it did," She stops to take a moment to make sure she says this right. "It was nice of you to do that for me, but I don't want that to come in between our friendship..."

He stares back at her as a smile slowly grows on his face.

"Seriously?"

Her face slowly turns to confused.

"W-what?"

"That's what this is about? Look, Ivy. Nothing like that could come between us. You're my best friend, and there isn't a lot of things you could do to make that change. I was completely fine with it, but if you want happened to just be a one time thing, I understand."

"you... do? So I was worrying about nothing?"

Chris nods gently, reaching over and scratches behind her ear, "Yeah, just a little bit."

"Well, that's a load off my chest."

"I can put another load on your chest if you want."

"What? What does tha-" She gives him an angry smirk, "Oh shut up... A little too early for jokes."

"Yeah, sorry," He chuckles, "So you still wanna go to the park? I know it's late but we can still star gaze or something."

"That sounds like a plan." She hops off the bed and heads to the door. Chris follows her out as they head out of the castle and take the short walk to the park. The sun was almost set as the street lights were turning on. They didn't see many ponies on there way there and there was no one in the park with them as they found their favorite bench and took a seat.Chris sits down as Ivory takes a seat in his lap facing away from him.

Chris leaned back and starred up at the sky as the sun slowly went over the horizon and the stars start coming out.

"You can barely see the stars from where I'm from. Way too much pollution in the air blocks them out."

"That sounds horrible..."

"It kind of is, one of the reasons I like star gazing here so much. The air is so clean here."

They sit in silence for a while as the sun completely disappears.

"Was it true what you said?" Ivory looks up to Chris, "You were fine with.... doing stuff like that?"

He looks down at her.

"Well... yeah, I don't see why not. We are both mature enough to handle it. Knowing I'm going to be staying in Equestria, it would be nice to have somepony close to spend it with, and I would be happy with it being you."

"How far are you willing to take this?"

"As far as you would let me" He gently places a hand on her belly and softly rubs it over he fur.

"Is that a challenge?"

"Wasn't meant to be." He says as he gently goes lower, sliding the hand over her teats.

Her breath hitches for a moment.

"Chris... We're in public..."

"Nobody's around, don't worry."

He continues to run his hand over her teats before moving over to just one and gives it a small squeeze.

"Is this a human thing?"

"Kind of... why, don't like it?"

"I didn't say that..."

He nods as he gently starts to play with her nipples, pinching his index and thumb around it and giving it a slight pull.

"These are so cute... Female humans have their breasts up here, and they are usually bigger." He motions as he uses his other hand on her chest.

"That's weird..."

He plays with her teats for a couple minutes before he stops.

She looks up at him, wondering if she did something wrong.

"I don't want to walk back with soaked pants." He gives her a soft smile.

She blushes softly but understands.

"You wanna spend the night at the castle?"

She knows what he was inviting her for, what he meant. Was she ready for that? She thinks for a moment before giving him a small nod.

"I think I would like that."