How I came to love anal [MF]

I used to unequivocally say “that’s an exit!” but it took this incredibly sexy guy I “dated” back in college… I guess he was more of a fuck buddy. We had such insane chemistry that one kiss and I would literally be dripping wet and my knees would buckle.

He was a very sexy, very large black man. Many would mistake him for a football player, he was 6’5”, 250 lbs of muscle. I’m pretty short so he made me feel small and easily dominated.

I was far from a virgin when I met him, but the first time we fucked I felt as if it was the first time- ever. His dick was HUGE, at least 9 inches long and thick- my fist didn’t fit all the way around his shaft when he was hard.

Anyways, we had this thing going. We’d get together under the pretense of watching a movie then the next thing you know he’d be fucking my mouth so hard my eyes would water (I blame him for all my jaw issues even all these years later). I fucking loved it.

One night, I was riding him reverse cowgirl style, sloppy as fuck when I felt his fingers around the opening to my pussy, which was being stretched to the max by his dick. I then felt his now wet finger at the entrance of my ass. I slowed a little, unsure what to do- at that time I’d only been with my high school boyfriend and although we fucked like rabbits, we hadn’t exactly been adventurous. He lightly slapped my ass to keep me going, then I felt him slip his the tip of his index finger – just to the first knuckle- into my ass. I gasped then immediately moaned and picked up speed.

I loved it instantly. I already felt so full from his cock that I never could’ve imagined feeling even fuller. He kept his finger there for a little bit, and as I kept riding him, he pushed it up so that he was past the middle knuckle. He moaned, telling me that his finger was up my ass and although now I think back and kinda laugh at the obvious statement, at the time it made me cum as if on command.

A week or so later, he surprised me with a tub of coconut oil (spoiler alert; the smell of coconut still turns me on to this day). I laid on my stomach while he massaged my neck, moving down to my shoulders, and ending at my lower back.

That in itself was heaven but he took it one step further by sliding over my pussy, slipping his slick fingers inside. I was going crazy hoping he’d finger my ass again. After a few minutes of his teasing and being too shy to ask, I reached back, spreading my ass and lifting it in the air at the same time. I heard his low chuckle and he leaned forward (I can remember the feel of his warm breath against my cheek and the rumble of his voice) and asked in a low voice if I wanted him to fuck my ass.

Remember, he was huge and I was simultaneously terrified and turned the fuck on. I think he sensed my trepidation because he promised he’d take it slow and stop if I needed him to.

He pulled me closer to the edge of the bed and put a pillow under my hips so that my ass was angled up, on display and ready for him. By then I was so wet with anticipation and oiled up that I was probably ready for anything.

He rubbed more coconut oil on his penis, and then I felt the tip of it touch my virgin asshole. He told me to relax and pushed the head of his cock in… and it promptly popped out. My asshole was so incredibly tight. I reached down and rubbed my clit, and he lined up his cock again, getting the entire head in. It was the weirdest sensation. The sensation was amazing and the taboo of it made it feel that much better (yeah you guys know what I mean). So different from his finger. I had to stop touching my clit at that point because it felt so incredible that I didn’t want to come yet.

He stayed pretty still at that point, wanting to give my ass time to get used to him. This drove me INSANE.

Finally I couldn’t take it and I pushed back, forcing his cock in a little more. He made a sound that was somewhere between a gasp and a moan, told me I he was going to come if I did that again. I really didn’t think he’d be able to get more of his penis in at that point so I clenched my muscles and wiggled again. He was able to pull out slowly then slide the tip back in just twice before he lost control and came in my ass. Thankfully I’d started rubbing myself again and came about 10 seconds later, with his cum leaking out of my ass.

Sadly we stopped hooking up a short time later and I wasn’t ever able to see if he could fit more of his cock into my ass.

My husband isn’t nearly as big but he’s thick… and we have definitely succeeded in getting the length of his dick into my ass. He knows just rubbing the tip of his cock against my ass is enough to make me come most of the time. What he doesn’t know is he isn’t the first.

Edited to add that I know a lot of women don’t enjoy anal. I’ve been fortunate to have incredibly understanding partners who know the value of lube, foreplay and – most importantly- taking your time. As a result, I have had orgasms from anal alone. It just feels incredibly good for me 95% of the time.

Source: reddit.com/r/gonewildstories/comments/ia10n0/how_i_came_to_love_anal_mf