Groping Jane Pt. 04

*** Legal disclaimer all characters are over the age of 18 ***

I arrived at her apartment, when I knocked the door opened from my knock. It was ajar, so I entered as she wanted me to. I called out "Jane, I'm here". No answer.

I went directly to her bedroom to find her on all fours wearing nothing but a pair of black four inch stiletto heels. She was facing away from me and there were a couple anal toys on the bed next to her.

"First thing is you are going to eat my ass and train my tight little hole for your big cock. If you think I'm ready I want you to butt fuck me and come deep in my ass." Jane commanded.

"I will do my best, have you been practicing with these toys?" I asked

"Yes"

"Do you have a favorite?"

"I love the beads and can only get to the third bead, I see what you are saying about being ready." She continued "I also started wearing the butt plug that's over on the dresser all the time, the internet says it will help train my ass. I just like that I have a dirty little secret while walking around the grocery store."

I smiled "That's sexy."

I knelt behind her and kissed her butt cheeks, she smelled nice. I pulled her cheeks apart and tongued her tight little hole. My cock started getting hard and rested on the soles of her slutty heels.

As I ate her ass my hips moved my cock along the sole of her shoe. There was a roughness about them that my cock liked.

I slid my thumb into her pussy and used it to put pressure on her clit with the knuckle of my pointer finger. With my hand rubbing her clit and invading her pussy, I licked her rosebud. The movement of my hand in and on her pussy started her body swaying, Jane started to help with the motion rocking back into my tongue.

She put her hands back and held her ass cheeks open for me as my tongue slid deeper into her hole.

With my free hand I pinned my cock against her heels by grabbing her foot and my cock in my hands grip.

A quick "oh oh oh oh oh yes please oh yes please MMPH YES YES OH YES!"

As she came I felt her anus expand allowing my tongue to slide inside her.

I kept my tongue as rigid as I could tongue fucking her through her orgasm.

When she stopped I sat up and grabbed her graduated anal trainer, it went from 1 inch thick at the tip to 3.5 inches a the base. The toy is designed to stretch her asshole more and more the deeper it slides in.

I applied plenty of lube and presented it to her anus and she indicated she wanted it. I used the toy in a circular motion to enter her forbidden hole. Once it passed her second sphincter she let out an audible gasp "OH".

I held it firmly and continued to rub her pussy as I never removed my grip on her clit. Again as I rubbed her clit, she backed down against the tool, slowly easing it into her bum.

I said "You have complete control here, the more you push back, the deeper and wider the trainer goes into your ass, do you feel it stretching you?"

"YES"

"Do you like the feeling in your ass?"

"YES OH YES"

"Do you want more? Do you want me to fuck your ass?"

"yes" It was a whisper, but still an acknowledgement that her ass was mine.

Her orgasm took me by surprise and even more surprising was the toy slid deeper into her as she came, before she was making minor progress, when she came it moved a full inch.

She froze and in a panicked voice "Is it all the way in me? I feel so stretched, oh god it feels so good, please tell me it is deep enough."

"Not yet baby" I whispered, "You have a bit to go".

Jane started moving her ass in circles, I held the toy so it wouldn't slide out.

"Spank me" Jane blurted out.

"What?"

"Please spank me, I want to feel it."

"Are you sure?" I teased.

"Yes" she begged "Please spank my ass."

I held the toy in place and gave her a quick swat on the ass, not to hard, just a little slap.

"Come on SPANK ME like a man claiming his woman, SPANK MY ASS!"

I gave her a hard slap on the ass. CRACK

She backed down on the tool and said "MORE!"

CRACK CRACK CRACK

Jane was full on ass fucking herself yelling "MORE!"

CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK CRACK

When she came this time she pushed hard on the toy with every wave of her orgasm it slid deeper into her.

When she stopped the toy was 3/4 the way in her ass. She rested back on her heels and asked out of breath "Can you fuck me now?"

"I can, are you ready for me to fuck you now?"

"Give me a minute and I will be ready."

I grabbed the lube and stroked my cock to full hardness and got ready for her.

She pushed herself up to all fours and said "I'm ready, please go slow."

I eased the toy out of her ass and looked at her gaping hole. I put my cock at the entrance of her ass and she started pushing he onto me.

Once I slid past her first sphincter she said "That's it big boy let me get used to you."

I just stayed there letting her control my entry into her ass and said "Take your time, your ass feels so good."

I could feel myself slide past her second ring, I thought 'oh my god her ass feels so good'. I wanted to bury my cock deep in her ass, but waited for her to be ready.

"Your cock feels so good" she said as she picked up the pace.

Slowly in and out I slid deeper into her until my hips met her ass. She pushed hard on me to make sure I was all the way in.

All of a sudden her body convulsed, an orgasm took control of her body.

Jane looked back with a smile "Time for you to fuck me."

I slowly slid almost all the way out and all the way back in. "Like that?" I asked.

"Oh yes".

I started again and with every stroke in her tight hole I sped up.

"I don't know how long I'm gonna last, your ass is so tight."

Jane cooed "When you are ready, please come in my ass."

I sped up, watching her tight hole gripping my fat cock, slamming my hips into her beautiful ass.

Jane moaned "oooooooohhhhhhhh then oh oh oh oh", every thrust was rewarded with an "OH".

I felt it coming from my toes to my nipples, "I'm coming" I called out.

My strokes were deep, slow and methodical shooting my seed into her colon spurt after spurt I came.

When I was done Jane rested forward on the bed, laying on her side. I laid next to her.

I said "That was incredible, thank you."

Jane kissed me "I loved it."

We laid there and held each other for about thirty minutes.

I was getting cold and asked "Feel like grabbing a shower?"

"Why don't you get started and I'll join you?"

"As you wish" I responded and headed for the bathroom.

I had just stepped in under the warm water and Jane slid in behind me.

We kissed and washed each other's body, when I washed her ass I slid between her cheeks and gently washed her anus. It was getting back to shape, slick with my leaking come.

After the shower we dried each other and we dressed. She out on a night shirt and panties.

As I dressed she guided me to the front door. Jane kissed me, groped my soft cock and said "I never thought I would be a two hole girl, but now I'm your three hole slut."

I kissed her and said "I guess I'm leaving?"

"You are" Jane turned me and patted my ass, "now run along, I need to get some sleep."

I walked to my car stunned, I've never been dismissed after sex like that.

The End ***More to come***