My supposedly innocent girlfriend surprises me with her fist in my ass [MF]

Back in my college years, I had this one girlfriend, Annie. Annie was a sweet, petite little thing, very unexperienced sexually, but very open minded and willing to try new things. And as she was willing to try new things, I was always looking to help her explore her limits.

One night when we were playing, I was going down on Annie and fingering her pussy. I had her turn over on her belly so I could finger her deep and as I went to put my tongue inside her again, I realized I had my nose in her cute little ass. I couldn’t resist myself and I went to lick her asshole, not knowing how she would react. She moaned deeply as I licked her ass, my fingers deep in her, so I kept going, my tongue working away at her sphincter, my fingers deep in her. She quickly came for me, loudly, then tumbling down with a smile on her face.

Once she caught her breath and regained her composure, she told me to lie back for my turn. Annie went down and began to suck my cock. She gave a great blowjob for someone who claimed to be as inexperienced as she did, sucking me deep and wet and giving a lot of attention to my balls with her tongue. But this time was different, as she went from my balls down further, pushing my hips up to lick my asshole. A shiver went up my spine as I felt her tongue begin to lick against my ass—it felt amazing, her hand holding my stiff cock as she licked me. But then she went a step further as I felt her tongue push inside me. I was writhing in ecstasy as she penetrated me with her tongue. I couldn’t believe what she was doing.

She sat up then and asked, “Did you like that?” I could feel her hand then going between my legs, her fingertip touching against my asshole.

“Oh, yes,” I replied, breathlessly. “That felt amazing.” Her finger was pressing into my ass now. “If you’re going to do that, put some lube on your hand,” I told her.

I reached over and got a tube of lubricant we had in the nightstand for her and she squeezed some of it on to her hand. She then went back to pressing her finger into my ass, penetrating me slowly. I’d had a previous girlfriend lick a finger and stick it up my ass as she gave me a blowjob before to massage my prostate, but this felt different, given how petite and previously innocent Annie was. Her slippery little finger going up my ass was exquisite. I could feel my breath quickening as it went all the way inside me. “You like that?” she asked me as she pushed it all the way inside me.

“Oh god, yes, that feels awesome,” I replied, reaching down to touch her hand as she fingered deep in me. As I took the back of her hand in mine, I began to push a second of her fingers inside me. She was so petite, I needed more of her in me. Her second finger entered my ass as I squirmed in pleasure, my hand still holding the back of hers. My cock was throbbing in pleasure as she now fingered me with two fingers.

I could hear myself moaning as Annie fingered me and she seemed to be really into how she was getting me off, as she now pushed a third finger into my ass. God, it was heavenly, as I pushed the back of her hand into me as she penetrated me. Before I knew it, she had a fourth finger inside me and pushed in deep, penetrating my stretched out asshole as I closed my eyes and breathed deep. Before I knew it, she’d pushed her whole fist into me. I couldn’t believe it—this sweet innocent tiny little thing was now fisting my ass and seemed to be getting off on it!

I was squirming big time now, her fist in my ass and my cock rock hard. “Do you like how I’m fucking you?” she leaned down and breathed in my ear. “Dear god, yes,” I struggled to reply. She began, then to kiss me on my chest, working her way down to take my cock in her mouth. It did not take me long to cum in her mouth after she began to suck me off, my ass tightening up around her hand as my balls released.

She went to the bathroom to clean up, then returned to bed to snuggle. She seemed a little distant at first, so I asked her if everything as ok. “I had my whole hand up your ass,” she said.
“Yes, you did. It felt awesome,” I replied. She still seemed a little put off, however. So I asked, “Did you enjoy doing that?”
“Well,” she replied, “I don’t know that I ever thought I’d do something like that. But in the moment, I did enjoy being in control and fucking you like that.” I kissed her on the neck and told her that was what was most important.

Source: reddit.com/r/gonewildstories/comments/8dv3pb/my_supposedly_innocent_girlfriend_surprises_me