Anal Archives — Page 742 of 957 — NSFW story

The neighbor kid fucks me in my time of need [FM][cuckold]

Hi Y’all,

Sorry for not writing in so long. About a month ago now I had foot surgery to reduce a bunion I had on my foot and I’ve pretty much been on the couch ever since. I’m told I have to stay completely off my foot for 2 months so I basically have a month to go. That said I’ve been incredibly horny this past week and opened an [ad on Reddit](https://www.reddit.com/r/r4rSeattle/comments/9y7xbx/42_f4m_kirkland_mom_recovering_from_foot_surgery/) for someone to come over that I’d suck their cock if they’d lick my pussy.

A guy, Jordan, that turns out to be a neighbor kid (17 I confirmed) had one of the sexiest replies and a hot cock. In minutes of relying to him he said he could come right over and within 30 minutes in came a very young guy but also very hot. He was really nervous admitting he’d never done anything like this but was very into the idea.

I said, “Ok Jordan. We’re going to take this nice and slow. So just relax ok?” He walked up next to me as I was on the couch. His tent was now at my eye level and I could tell he was about to burst right through his pants unless I did something immediately. Read more »

[MF][FF] my first story part two

[part one](https://www.reddit.com/r/gonewildstories/comments/a36xcp/mfff_first_story_long_story_but_i_have_always/)

Later that day, he asked if I had made plans to finish the rest of the deal. I told him I didn’t make plans since I figured he would want to talk it over first. I told him about what Jess agreed to and asked him if he would rather we do it in a hotel. We went back and forth before deciding we would book a nice room at a hotel so everyone would be comfortable.

Two weeks later, the night came for us to check in. Jess and I spent the day shopping and she picked out some lingerie for me to wear that night. Jess picked a two piece, lacey set, which basically was see through all around. I liked it alot and Jess thought it highlighted my bump really well, something she knew her husband would appreciate. We drove together to the hotel we had booked and checked in to our room. It was still a little early and the husband’s were not coming for a few hours. She and I decided to head down to the patio and relax for a little while before we got ready for the evening. Read more »

My First Time: Anal [MF]

*Context: Based on the the DMs and questions I’ve been getting – which I fucking love by the way – I started thinking about writing a series of posts about my first times. E.g. my first blowjob, first time having sex, first threesome, etc. I can’t post things here that happened when I was under 18, so I’ll probably write those up and post them elsewhere, maybe on my Patreon.*

*(I’ve previously written about my first time with a girl, which was in college, and my first time touching a boy, which was in high school so I posted to Patreon.)*

*You know me… my name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

In between my senior year of high school and college, I was dating a guy named Taran. He was tall, like 6’4”, lean, and played on the basketball team. White guy, smarter than your typical athlete, but just into having a good time. Read more »

Married couple becoming Try-Sexuals [MF]

Just a little backstory.. wife and I have been married for 11 years now, things in the bedroom were never all that “wow” but they were decent. We went through a few dry spells here and there, as I imagine most married couples with kids do, but about 6 months we went through a huge dry spell and this instance brought on legitimate arguing and fighting and not talking for a few days. It finally came out that both of us were very sexually frustrated and needed things to change.

So we made an honest attempt to put together a list, individually, of things we want/need/want to try etc So if we both had the same or similar things on the list, they were put on our “Try List”. And then we each added a couple of selfish things that we really wanted to try regardless if the other person wanted to or not. We agreed to try everything at least once and if we liked it we would make an effort to keep those things going in the bedroom. If neither of us liked it, well at least we tried. If we sort of liked it or one did and one didn’t, we would give it another go. Some things on the list have been rougher play, extended teasing, degrading dirty talk, public endeavours, threesomes, swinging, meeting up with a random guy from raobj here on Reddit, etc there’s a lot more but just to give an idea. Read more »

The first time our best friend watched us have sex from across the room! [MF] [Voyeur/Exhibitionism]

Hey guys, I posted this on a different account, but had to delete, so here I am once more! Hope you enjoy as you did last time.

I met my now fiancée Jennifer (Jen) and her best friend Aviana (Avi) in college. Jennifer has bushy brown hair, is 5’7, has just enough curves for her height. Her best features are her eyes, which light up when she’s laughing. Avi on the other hand is blonde, a little shorter than Jen and has a rounder face. The perfect word to describe her is cute. She’s petite, fairly shy and our best friend for years.

Jen and I hit it off really well, and have been together for the past 6 years. Jen and Avi know each other since their childhood. Seeing as they were best friends, they shared a room in a dorm which was quite small. It was one big room really, with beds on the far end, parallel to each other, each on one wall of the room. For privacy’s sake, the beds had screens around them which were relatively thick and impossible to look through, but drowned out only a fraction of the noise. Read more »

The Cost of Medicine[MF][bd][reluc]

$15,000 per month… That was the cost of the medicine. After nearly dying to cancer the latest gene therapy saved my life. One month I was on death’s door, the next I was perfectly healthy, as long as I kept taking the medicine. The doctor gave me two months to live tops if I stopped.

The first thing to be sold was the car, a used audi was worth a month of life. Then came most of the furnature, that was another month. The housing market was down, so after the mortgage and fees, selling the house only gave me 3 months. I had nothing left to give, no job, no house, no money, a gofundme page sitting at $15, I begged the doctor and managed to get one additional treatment but was told that they could not afford to give it to me for free. I thought I was dead, then I got a call from missy. Missy was my ex-boyfriends fiance. Actually, she was my ex-fiance’s fiance. Daren and I had been together several years ago. He was wonderful in so many ways, he even understood that I wanted to save myself until marriage. We loved each other deeply and when I started walking down the isle I really meant to marry him, loose our virginity together and have a life together, I really did. But then I got the worse case of cold feet, and I ran. Ran from the wedding, ran from him, ran from our relationship. Since then I have only ever talked to him twice on the phone. Read more »

[M+F anal bi bd cuck] Dom Wife Takes Charge

She wrapped the blindfold around my head without hesitation; I felt the knot tightening catching a few of my hairs, but I didn’t mind. The blindfold worked and I saw nothing now. She pushed me back onto the bed and pulled my right arm to the side, again I felt the tightening knot across my wrist tighten, then the same on my left. I could not lift my arms now more than a few inches from the mattress. She placed her hands on my naked chest and pushed herself off me. My cock started to twitch. The ball gag landed in my mouth catching me by surprise as she tied it at the back of my head. I could not speak, I could not move and could not talk. My cock was hard.

I heard the sounds of something happening, doors opening and closing and the distinct sound of clothes falling to the floor. I heard the voices of the guys my wife had found. Three of them, I thought I would cum just knowing they were there looking at my naked body tied down, blindfolded and gagged ready for them to do anything they wanted and more importantly anything that she told them. I ached for them to touch me, to have me! Read more »

I [F] made my friends bf [M] cheat on her

I have a friend who is perfect in every way. She is smart, is incredibly hot and has a decent looking bf. In addition she is a ‘good’ girl who has never had a one night stand or even a short term fling. She looks down on me for being average looking and being a slut. She kept talking about how her bf was perfect.

While she was away travelling for work, I started chatting with her bf. Initially we started out quite innocent and gradually became slightly more flirty. On a friday, I asked him if he wanted to join me at a bar as I was bored. We started drinking gradually got more and more drunk. He asked me to dance and started “accidentaly” touching me. He said the bar was too expensive and asked if I wanted to go to his place. We ended up fucking all night. Apparently his gf wont suck him and is disgusted by cum. Guess who is the opposite of that. Over the weekend I asked him what his fantasies are and filled the ones which I could. Most of them were tame- blow jobs, anal, facial, swallowing. I wonder how going back to his perfect gf after fucking a slut like me will be like.

I just got a new toy! My renewed love of anal play [M]

I learned I love anal play at a young age and entirely by accident. I was taking a shower and as I soaped myself up, I accidentally slipped a finger up my ass. I was kind of shocked by how it felt and embarrassed by the fact that I liked it. I pulled it out really quick, thinking it must be wrong, but I was intrigued. I tried slipping my finger up my ass again and couldn’t believe how much I liked it. This needed to be kept a secret.

Fast forward a few years: Me and a friend decide we’re going to experiment with giving each other head. I was super nervous at first about it, but we did it. Him going down on me felt great, but what surprised me was how much I got off on sucking his cock, being down on my knees, his hands on the back of my head, his cock going down my throat, getting him off, feeling his cock throb for me then erupt down my throat. There was something about it that was so hot. Read more »