[M/F] Losing my anal virginity…

*A continuation of my story about my first time with an older man. Sorry about the last part being so short. I’m hoping this one will make up for it :) So where did I leave off?*

“Will you cum inside me?” I said, looking up at him and smiling.

“Fuck” he moaned, pumping faster again.

“I’ve been thinking about you filling me up with your cum for soooo long” I managed to say, whimpering and moaning while he fucked me as hard as he could. He had been saving his cum all weekend just for me and groaned loudly as he filled me completely.

He fell back on the bed, but wasn’t done just yet. “I want you to lick the cum off my cock” he ordered. I obeyed.

After the sex we laid in silence for a little while until he started small talk. Trying to be funny (I guess?) He said something about not being able to drink anymore at his friend’s house because they have kids, making it a joke by saying he told his friends “We’ll just give them hard cider.” and laughing to himself. I really should have given a courtesy laugh, but instead thought to myself *I love hard cider. Am I a child? Whatever I’m 20 I don’t need to have sophisticated drinking habits*

[M/F] My first time with an older man… A redditor at that!

*A story about my first (and so far only) experience with an “older” (only 14 years) man last year when I was 20. First time doing one of these, so I hope you get turned on :P*

As cliché as it is, I’ve just always had a thing for teachers, professors, authority figures, etc (see username). So when my boyfriend suggested becoming open, I eagerly agreed, hoping somehow I’d be able to experience my ultimate goal despite my general shyness. Lucky for me, my frequent posting to GW (different account), brought someone to me.

At first glance, his message looked like many others, simple, and likely copy-pasted. Still, he mentioned living in my state and being a 34 year old professor, so I read on and clicked on the links he had included. He made it very easy for me, including SFW face pics along with NSFW full body pics and a gif of him fucking that got me so wet I had to respond.