It was a cool fall weekend following my girlfriend and the 4th anniversary. We were deeply in love and had plans to spend the rest of our lives together. At that point in time, we had many sexual escapades and were very attracted to one another.My girlfriend, we'll call her Tina has a great ass. Round, thick thighs, very jiggly, and all-natural. Whenever we would fuck, my fingers would eventually find their way to her virgin asshole. Eating her wet pussy out, I would always slip a finger into her asshole.She'd moan and grind against my finger but that was it. Any discussion of anal sex would be shot down. She had a boundary and I was willing to respect that. Fingering and eating her asshole out were fine but no fucking.Times where I would be jerking off, my mind would wander to videos of anal sex. I was at the point where fucking Tina doggy style, I would imagine pulling my wet cock out of her pussy and pressing it against her tight asshole. My ultimate fanta

No, I'm not proud of this, and yes it is okay to read this in David Attenborough's voice since this is basically some Gorilla mating hierarchy type of stuff, but hey, we're all animals too.Anyway back a few years ago I went to a university in Manhattan which shall remain nameless, but my friend from high school went to Pace. We used to smoke with his buddy, let's call him Jason, and got to be really good friends.Sometimes Jason would bring his GF (call her Sarah) along when we went out to Piano/other LES bars that we could trade on her looks to get into. She was super nice and seemed for the most part really into him.One night, Jason gets too drunk and starts shoving me for literally no reason, as drunk college guys trying to act tough in front of their girls are want to do. He was a good friend at this point (we'd been hanging out for three semesters) but I was also drunk and had told him more than once to cut it out. But he didn't, so I sort of beat him up

Disclaimer: Some details have been changed for anonymity's sake, but the plot and events are all true.In high school, I was a quiet kid. I was generally well-liked and good looking but never had enough confidence to talk to girls. I hung out in the outskirts of friend groups. My only contact with girls was when I'd get set up for awkward dance pairings with girls on the outskirts of their friend groups. But there was one thing I had in my figurative back pocket and literal front pocket: a big ol' cock.I went to a large private high school, so there wasn't just one "it girl" but a dozen of them. Absolute knockouts. Volleyball players with asses that made my friends and I drool. Girls that went on to model and became trophy wives. But there was one who I'd crushed on for years: Jules. She was a model student who ended up at an Ivy League school and is now a lawyer.Speech and Debate, Newspaper, and star of the soccer team. A blonde, 5'6" spitfire with perky B cu

I was gasping for air as the cum launched out from my cock and landed across my abs. It was a powerful orgasm, not huge in volume, but very strong intensity because it was my 3rd one of the morning.Earlier, I'd woken up to the sound of pounding rain outside, and to my daily "morning riser" harden. The rain… has become a kind of trigger for me, because the best sex I ever had was four years ago with a girlfriend who loved to do it outside. When it rains like this, it makes me remember one of our first and best experiences that really started our love of doing it in nature.On a warm summer day, Kellie and I had gone on a 3-mile hike through the forest to spot, I knew of by a river where we had planned to lay out and sunbath ourselves on some large, flat rocks… and where I had hoped to at least get a blow job or possibly more. However, about half-way there, the warm but "partly cloudy" day quickly turned into thick gray skies and rain… a simple spri

"Damn it, Dave, that was intense. But you don't know who you're messing with, buster..."With that, Jen straddled me and sat herself down on my cock, pinned my arms to the ground, and started pistoning up and down on me. I wanted to grab her and pull her to me, but she insisted on being in control, so I resigned myself to her dominance and just did my best to thrust up into her. We went at it for a few minutes that way, and suddenly Jen stopped moving, impaled herself all the way on my cock, and closed her eyes, and got this intense look on her face.At the same time, I felt the strangest, most maddening sensation on my cock. She was... oh my god... she was milking me with her pussy!! I gasped! I thought I'd maybe had this happen once before, but not like this! Damn, I love fucking, and this was spectacular!! The insides of her pussy were literally grabbing and squeezing my cock --- hard! --- and seemed to be vacuuming it up further inside her! I growled with intensity