Anal Archives — Page 551 of 957 — NSFW story

Having sex with my lifelong friend [FM]

I’ve been friends with Chris for years. Seriously, since we were five. We lived next to each other and went to the same school for our whole academic careers. From kindergarten to graduation, we stayed friends. Yeah, we had arguments, and we drifted occasionally in favour of girlfriends and boyfriends, but we always ended up friends again.

Just a few weeks ago, I found myself single again. My ex, who won’t be named here, fucked another girl at work, thinking I wouldn’t find out. Well, I did, and I dumped his ass, but it bummed me out. It majorly bummed me out, almost to the point of depression. The only thing that kept me going was Chris.

As soon as I told him what had happened, he came over to talk. Like, straight away. He had been planning to watch a movie, but decided I needed some company. He was right. We sat and watched the movie (it was Yesterday, we’re both hardcore into the Beatles), and talked for ages. Afterwards, I was still upset, but now I felt like I could deal with it. Read more »

The Roommates, Part 3 [NSFW]

I never thought of Kelly as being a girl who was into anal sex but here we were. She was lying on my bed asking for me to fuck her in the ass. I didn’t know if I should do it or if I should wait and see how she was feeling tomorrow. She had drank a glass (or more?) of wine and had smoked a bunch of pot. I had no idea if she was making sound choices or not but I had to assume that she wasn’t. “Not tonight,” I said, picking my shirt up from the floor, which I didn’t even remember taking off. I grabbed my glasses off my desk and put them on, smoothed my hair back and sat down on the edge of the bed. She knew that I was worried she’d regret it because of the wine and pot, and said “oh what, you’re worried *now*? You already fucked me. But *now* you’re worried? I think you’re full of shit. I don’t think Nicole was into that. You’re just like Brock. Scared,” she giggled as she said that last word and it both irritated me and turned me on. I knew she was baiting me. I wanted to rise above. Just to make sure. Read more »

I [M] fucked long lusted after 69 year old family friend on her bed

Earlier this year before the COVID struck a dagger in our hearts & libidos the cable guy had gone through and installed new equipment through various units at the condo association I live in. Blame it on the pot, maybe the meth – either way he did a terrible job of it. The woman in the unit next to mine was telling me about her problems not getting the cable to work and wanted me to take a look. Her husband is one of those guys that has long tuned her out and tells her to call the service line to fix whatever isn’t going right. Im pretty much the same way towards my wife but I’d just recently been fucking the neighbor lady so I felt a certain compulsion to look into it. Turns out the cable guy hadn’t fully tightened the cords between the box and the wifi gizmo. Who knows. Maybe he did it on purpose hoping to get a call back so he could have one more reason to go into the neighbor woman’s home and stare at her awhile. Either way I got a blow job for my troubles and a slice of warmed over lasagna. Read more »

[F]ucking [M]y girlfriends best friend in the ass.

It was a cool fall weekend following my girlfriends and I’s 4-year 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 towards one another. My girlfriend, well call her T 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 T doggy style, I would imagine pulling my wet cock out of her pussy and pressing it against her tight asshole. My ultimate fantasy was to cum in her ass. Read more »

The Roommates, Part 2 [NSFW]

After Kelly blew me and proceeded to tell me that she wanted to fuck me while Brock was out of town, I figured we needed to have a talk. “I thought you didn’t want to cheat on Brock?” I asked, tucking my dick into my jeans and lying back on the middle of my bed, her real estate virtual walkthrough still playing on my big screen TV in the background. “Why do you even care?” she snapped back, pulling her tiny tank top down over her tan, perky, perfect breasts. I could still see her areolas and nipples through the tank and I didn’t try to hide that I was looking at them. Kelly wasn’t the nicest and so I didn’t really worry about how I treated her. I know that sounds cruel but it’s the truth. And now two days into a shelter in place order, here she is cheating on her boyfriend of four years. What’s there to respect about her?

WET DREAMS UNIVERSITY 35 Booty Run Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

Without a knock at the door someone was in here, Clarissa stirred from last night’s activities. Her mind still lusted for the tender way Trish licked past any inhibitions that she felt. The way Isabel dominated her to do what ever she wanted without any effort. “Mmm, I miss.. yesss.. (lightly snoring on occasion) Zzzz.. lick my..” Clarissa was dreaming about the naughty things she had done last night. “Hey Pix..” came a rough growl, “..I got Sexxee and well (presenting himself to her closed eyes)” running his hand up her inner thigh. “Hey Pix wanta’ fuck” feeling how wet she was after hearing the offer. Pulling her to the edge of the bed, constantly batting off the never ending blanket (his words not mine) he flipped her over. Rubbing her pussy, torturing her clit for more wetness, “Ah yes now I can fuck you little cunt without any (thrusting his cock all the way in Pixel’s pussy while massaging her asshole) hang ups” he whispered loudly. He did make one mistake though not being sure that Pixel was awake. As his pelvis rocked her ass cheeks she reached out just looking for something in a dream.. and she found it. Pulling Clarissa over, jacking her legs so her slit was in full view. “Oh fuck girl eat her, eat her out” his thrusts cuming harder the closer Pixel got to Clarissa’s wet cunt. “Eat her (the spanking landed hard as it reddened her ass cheek) out you dirty bitch (his massaging had becum a very effective aphrodisiac as his thumb was now two knuckle deep in her ass) eat (one hard thrust) her (the second hard thrust) out (grinding his cock into her pussy)” Pixel attacked the cunt, ravished the pussy and forced Clarissa legs back. “Yes Trish yes.. Zzzz.. eat my fuckkk..ing cunt.. Zzzz” Clarissa’s dream had a real feeling to it as Pixel dipped her tongue into the well. “Fuck yea baby keep it up” with each lick his thrusting became stronger. “Ohh fuck I’m having.. OooohOooohOooohOoooh..” using her legs as pivot points as she fucked him back. Her tongue had sliced Clarissa’s slit wide open exposing her inner cunt. “Yes.. Zzzz.. Yesss fucking lick my.. Zzzz.. my puss.. OooohOooohOooohOoooh” thrusting back to Pixel the same intensity. “I want to pound your ass (the quickest change in his life just happened) Ooooh yesss..” without asking he saw his opportunity and took it. “Ha, fuck fuck fuckkk (her insides constricted around his cock) Ohh fuckkk yes.. (the way she had played him was without a trace of self indulgence) OooOoooOoooo fuckkk Mmm Mmmm Mmmmmmmmm..” Pixel’s asshole had orgasm with his cock ramming to her deepest level. Now trapped as he was at Pixel’s every moan. Clarissa’s g-spots had finally woken the sleeping beauty to a full fledged orgasm as Pixel’s mouth was drinking her cum. Her tongue was one of beauty cause every time Pixel wou be finished her next orgasm would make her search for more. “No this.. Ooooh, this can’t be happening to.. to Ooooh yesss.. no no not.. Oh my fuck eat her pussy (his last thrust, hard into Pixel’s asshole butt her orgasm was harder still) outtt..” he finally moaned, well beyond the turning back point. Gripping Pixel’s hips, pulling her back as his cock unloaded his hot creamy seed that this scene had only been in his imagination. Pixel sensing his demise was ready for the next orgasm. Her tongue already recoiled as the first hints of his explosion. Striking forward at lightning speed, twerking the tip as it slammed home so deep in Clarissa’s slick cunt. Reaching for the sides of anything that could hold her down, her hips thrusting up and down as Clarissa’s dream became reality. “OooohOooohOooohOoooh OooohOooohOooohOoooh yesssssssss.. fuckkk OooohOooohOooohOoooh yesssssssss yesssssssss OooohOooohOooohOoooh..” Clarissa body moaned, leaking cum from every hole on her mortal frame. “Good morning ladies” said Lance from behind Pixel, his cock still dripping cum.

[M]y moving in gi[f]t from Michelle

So this is a continuation of the me and Michelle period of my life. Following on from my first Michelle Story : [Here](https://www.reddit.com/r/gonewildstories/comments/gqtlrf/my_eventful_business_road_trip_meeting_with_a/)

A few of you have asked privately what she looked like, the only person I can think of is Victoria Roberts, who I must say, I got off too a lot many years ago : [Victoria Roberts](https://www.pornhub.com/view_video.php?viewkey=ph5d6f72d726c75)

Michelle was maybe a little bit bigger than her, but facial features and pretty much everything else was damn near identical.

Back to the story at hand.

Michelle and I had grow pretty close over the next few weeks, and we get to point where we have the odd date here and there. We go through each others life stories and We fuck almost every night, and if we’re in my apartment, she’d leave to “go home”. We’re sure the office knows by now, but we keep it as professional as possible despite some slutty pictures here and there from the toilets.

That thrill of knowing your colleague is sitting at her desk yards away without knickers on, is one of the hottest feelings I’ve ever had. Read more »

Wine Pairing [F/F]

“Well then-” Professor Richardson stands up from the loveseat, “I think it time for me to be heading off to bed.”

He closes the distance between the loveseat and the couch where Amal and I still sat. Leaning down he tenderly kisses Amal’s cheek, her dark almond eyes glimmering at me while he does.

“Goodnight, my Love.” Amal silkily coos, turning her focus away from me and staring deep into Professor Richardson’s eyes. They smile sweetly at each other. My cheeks grow warm watching the interaction, feeling like I witnessing a moment that should be private. I giggle awkwardly. They both turn and look at me, smiling coyly. Professor Richardson leans towards me, my heart quickens ever so slightly as he does, his mouth gets intimately close to my neck…

“We’re so glad you could join us.” He whispers into my ear, his breath hot as he speaks. He’s so close I can smell him. He’s somehow managed to smell clean but earthy… a scent that could only be defined as fucking intoxicating. I feel my face grow even warmer as he then kisses my cheek, daringly close to the crook of my lips. He holds the kiss for a second, but that second feels like minutes. I’m surrounded by his scent, enamored by the feeling of his stubble lightly scraping against my cheek. I’m so overwhelmed it takes me a moment to realize he has pulled away, and now looks down on me with a soft smirk. Read more »

[f] anal on a boat

The stranger that I’ve known for three days fucked me on his boat. I got super horny again. I showed up on the docks in my bright red spandex shorts and a crop top. We laughed and talked on the boat and there was lots of touching. We sneaked downstairs and I found myself on my knees pulling his shorts down. I was gagging on his fat cockkk when he released his hand off my head. He turned me around and felt his thick cock pressing on my small booty while he towered over me. He wanted to fuck and without hesitating I really wanted it. I wanted to try anal with him. I felt him pull my tight spandex shorts off along with my panties. I felt his large hands spreading my tight ass and out of nowhere felt his warm tongue licking my ass. I never felt it and the way he did it got me really horny. He fucked me on his boat and my tiny body struggled but felt so good. It was pleasurable and I was moaning enjoying it the whole time. I think summer will actually be fun!