Can't back down

"I get to fuck your ass after right"

-Thats the deal. But you have to take it, just like you expect me to take it.

You hesitate for a few moments staring at your girlfriend. "Fine, it can't be that bad"

You crawl forward getting on your hands and knees. Putting your face in the pillow as she had done earlier.

"I get your ass after!"

You feel the bed bounce as she moves on behind you.

-Okay baby remember, Just Relax!

You feel a few drops of lube hit your ass crack followed by the dildo moving between you cheeks. She presses the tip firmly to your asshole. -Last chance to back out?

"Nope."

-Okay!

She pushes the cock forward. It doesn't feel right and quickly pops up and over your ass. -Come on baby... I thought it would be easy. Just take it.

She readjust and gets a higher angle. You feel a blistering pain as the head starts to open your ass. "Ow.. holy fuck"

She pauses. -Hurts doesn't it!

"Aaaaaauh..... no its just so much bigger than mine."

-Well Im a smaller person than you so the scales match. Do you want me to stop? I can stop?

"NO. I want to fuck your ass. I can take it"

-We'll see.

She pushes it harder, the head of the cock pops inside you. A rush of pain overwhelms your body. At the same time a pressure fills you making you feel like your cock is about to pee.

"Ohhhh Fuck, Pull it out!"

Ana removes the cock from your ass. As it withdraws your cock spasms, dripping a single drop of precum. You fall flat shaking. "Fuck"

-Exactly! See it hurts.

Determine to not lose at this point. "No it just takes a second to adjust and get use to it."

-Are you kidding me?

"No put it back in I'll prove it."

You return to position. You can hear Ana's voice getting upset. -Fine, but I'm not stopping again. Get fucked or give up!

She pushes the cock back to your asshole, it enters much easier this time. A similar feeling of pressure and pain waves over your body.

Ana grabs your hips and pushes harder into you. It hurts like nothing you have felt before. You bite the pillow determined to win.

"Errrrrrrr"

You feel the cock slide backwards and pain is replaced with a different sensation. Releif. You manage to take a breath only for a second as it plunges back into you. "Uhhhhhg"

Then it repeats. With each thrust it hurts less, and less. By stroke 10 the pain has almost vanished. Your asshole feels on fire but the rest of it is feeling..... nice. Ana picks up her pace, determined to make it hurt. She pushes deeper until she bottoms out.

You instantly start to orgasm, only for a second and it stops as she withdrawls. What the fuck was that? She plunges deep again, the same feeling consumes you. Like a burst of electricity flowing through your stomach, balls and cock. Like the feeling of an orgasm just as it starts to take hold, but then stops.

"OH, ....OH....Fuck.....Fuck....OH...Fuck me baby. Fuck that feels good."

-Oh yeah?... You actually like it?

"Oh fuck... yeah... Oh... when you push deep. Uhh... Fuck me harder"

Ana grips your ass hard and starts fucking you faster and faster. Your cock feels numb as each burst of orgasmic charge runs through it. You look down and see your semi hard cock is leaking cum. A pile of it sits on the bed under you.

"Holy fuck.... I think Im cumming"

Ana reaches around you and grabs your cock, continuing to fuck you. -Baby your cock is soaked. You are cumming.

She starts stroking your cock. A few thrust later, the mini orgasm feeling turns into a full blown ejaculation. Each time you cum your ass clenches squeezing the cock harder into your prostate. Forcing you to cum more. Your cock drains the most cum it has ever shot before.

Ana lets go of your cock and slowly pulls the cock from your ass. -Well that was unexpected!

Unable to move yet, you do your best to reply. "Yeah that was... unexpected for sure. I came so fucking hard, it was amazing"

Knowing exactly what she is doing, Ana quickly removes the strap-on and gets on her hands and knees. -Okay, a deals a deal. You can have my ass.

"Baby I just came everywhere. Im drained."

-Oh darn.... looks like no anal for me.

"You little tease, Im taking my reward. Your ass is mine!"

You go to get off the bed and find yourself weak at the knees. "Okay, maybe in a few hours. Next time I'm taking that ass of yours one way or another."

-We will see!