Be gentle

It's her first time so it's better to be gentle and take it nice and slow with her. I don't want her first anal experience to be bad. It would be a shame if she never wanted to do this again only because I didn't give her a proper start. I don't want to be the guy that ruin anal for her and who knows if I do a good job she may let me in her backdoor again.

I rest the of head of my cock against her tight little rosebud. My cock looks huge in comparison to her tightest hole. This is gonna be a hard fit! I think to myself. I wonder if she can even handle me like this?

I probe her asshole buy slowly swinging back and forth teasing her backdoor to let me in. I can feel how she tenses up as I lean forward adding pressure. Then just as i pull back I can feel her relaxing.

It must be hard for her to overrun the reflex to tense up when something is trying to get up her butt. Especially when that something is a big fat cock. But she is trying to relax, so she is willing to do this.

My hand goes from spreading her cheeks to massage her buns and then to her hips and up to her lower back trying to help her relax more. All the whole I'm probing her backdoor seeing if it is willing to let me in.

As my hands move up along her back towards her shoulders she turns her head and looks back at me. Those green puppy eyes are so damn cute!

Then she asks nervously "Something wrong? Why aren't you putting it inside?"

"No nothing is wrong" I reply as I reach over and pets her face, pulling some hair away behind her ear. "it's just that I can tell you aren't relaxing properly yet."

She's blushing and looks embarrassed and her eyes wonder away from mine looking down in shame. "Oh I see... It's not that I don't want to do this, I try I really do. It's just so hard, I'm sorry I can't help myself!"

I look at her with pity. Awww she want to do a good job for her first time, so adorable! "It's okay" I tell her as i reach out and lifts her head by the chin gently so she looks me in the eyes again. "... I get it I do. It's nothing strange this being your first time ever. It will probably hurt, at the very least in the begining."

She brightens up and smiles, it almost looks like she's about to shed a tear as happy she gets. "Thank you for being so understanding and patient with me. I know that it must be frustrating for you. So if you want..." She pauses for a brief moment as bites her lower lip and looks down at my crotch. Then turns her gaze back up to me and says "... You can go ahead and just **** it in."