Filthy Professors: Pushing limits and giving the finger to social norms. (ass play + period sex...you've been forewarned) | 2016

Once again, a topic that’s a little taboo, but I have faith in the freak factor of redditors and your ability to handle it.

This episode actually happened awhile back. I didn’t write about it at the time because I thought it might be a little much, but a conversation Dylan and I had yesterday reminded me and so I figure, why the hell not.
I had already warned Dylan that I was on my period, but I still wanted to spend lunch with him because it was a Friday, so we knew it would be a few days before we saw each other again. He came over to my office, and once the door was closed, we started innocently holding each other with a few sweet kisses. It didn’t take long for sweet to turn into intense and passionate. I could feel his cock getting hard against me. I grabbed it and stroked it through his dress pants, and it noticeably started to pulse and throb. I desperately wanted to fuck him, but the office is an inconvenient place for a big mess, so if nothing else, I was sure as hell going to suck him dry.

I keep a big blanket it my office for occasions like these. While I was spreading out the blanket, I ordered Dylan to take off his belt, pull down his pants, and lay down. I got down on top of him and began by running my tongue over his balls and shaft and wrapped my lips around the head of his cock. I held onto him hard while I moved up and started kissing his neck and nibbling on his ears. I was wearing skinny jeans and a zip up top, and he unzipped my top right before I took it off completely. He put his hands on by back and ran his fingertips down towards my ass. I unbuttoned my jeans, so that he could get a handful. I continued to go down on him, stopped to kiss, massage his balls, and bring him close to the edge while still making the fun last. His hands kept moving farther down…first on top of my panties, then under. Suddenly, he told me to stand up. He bent me over my desk, pulled down my jeans and panties, and after teasing me for a few seconds, thrust himself into my ass…in spite of the tampon which didn’t seem to faze him at all. It didn’t take him long to cum all over my ass.

As with everything else with us, it wasn’t planned and wasn’t discussed, but just felt right at the time so we went with it.
I probably would’ve cringed if I’d been asked previously about being fucked in the ass while on my period with a tampon in my pussy….but it was surprisingly hot and erotic and bizarre in the best sortof way. Let your freak flags fly, reddit. You might be pleasantly surprised at what turns you on and gets you off.

If you're interested in reading more about our background or adventures, check out these posts:

background and first encounter: http://redd.it/2ygi7x

losing control: http://redd.it/2yp9ko

ass play: http://redd.it/2yuk0w

Filthy professors work hard (includes ass pic): http://redd.it/2z28ox

Ode to oral (Dylan's dick pics): http://redd.it/2zlpdl

Mutual masturbation (pic of me): http://redd.it/2zxpix

Pussy Pictures: http://redd.it/3215z6

Cum soaked panties (pictures): http://redd.it/328nbg

Cum in my coffee (pictures): http://redd.it/32tkq9