Anal Archives — Page 617 of 957 — NSFW story

A first time for a few things [MFM]

For those of you who read my last story, you’ll know I’m looking to branch out a bit. I made the decision and went full send on trying to get fucked by a man. I intentionally went to a gay bar downtown last night and spotted an older straight couple at the bar. He was average looking but she was a real looker. (I later found out she was essentially a trophy wife and he was a wealthy real estate mogul.)Feeling immense nerves, I walked over and chatted them up, trying to flirt with both at the same time.

The husband got the message and asked, “do you have plans for tonight?”
“Nothing specific, just trying to have some fun,” I replied.
The wife spoke up and told me “we are looking to bring someone home with us tonight.”
“Do you live far?” I asked.
“We have a hotel three blocks from here. Have you done this before?”

I think she asked that because I was shaking like a leaf and probably visibly nervous.
“No, but I want to. That’s why I approached you” Read more »

Bliss Part 4[non-con][FF][drug use]

Shannon looked out her kitchen window to see Dana standing by her pool. Vicky had gone to see a friend, and Shannon was alone in the house. Dana looked around to be sure that none of her neighbours were in their yards to see her, and when she was sure she was alone, she untied her bikini top and let her bathing suit drop to the ground. She slipped her bottoms down slowly over her ass and kicked them aside.

Shannon’s eyes were wide, and her jaw agape, as she watched Dana skinny dip in her backyard pool. The sun light bounced off the surface of the water, and Shannon could see her neighbour’s curvy form flexing and waving beneath the blue ripples.

She had no idea how long she had been watching Dana, but when the curvacious woman finally emerged from the water, she felt herself walking toward the back patio door. It was as if she wasn’t in control of her movements, she walked out to her yard and as she approached the short hedge that separated her yard from Dana’s, she followed in silence behind Dana as the oblivious woman made her way back into her house. Read more »

The ti[m]e I [f]ucked my church friend in the ass

This is part 2 of my experiences with Jenna. Part 1 is [here](https://www.reddit.com/r/gonewildstories/comments/dp53jx/the_best_blowjob_i_ever_received_fm/).

I have a number of stories I’d like to share of my past. I’m in my early-30s now, and my sex life has toned down quite a bit from what it used to be. But I relive these experiences and am turned on by sharing them. This is the second of what I hope to be many enjoyable-to-all experiences from my college years (and a little beyond).

Part 1 happened on Saturday night. I slept at my own apartment that night, and the next day I met Jenna at church. She wore a knee length skirt and a tight fitting blouse, her curly blonde hair held back by a clip. Her blue eyes sparkled at me whenever we stole glances during the service. The image of those blue eyes looking at me while my cock filled her mouth kept flitting across my vision while somebody droned on about Jesus. The electricity between us was powerful enough to light the building.

The meetings dragged on but finally we were walking to our cars. Jenna spoke first.

“Everything that happened last night…. you’re okay with it?” Read more »

Some of hottest sex we’ve ever had… after a date night at a strip club. [MF] [Long]

This is a follow up to the strip club story I wrote about a month ago. No we haven’t been back… yet. That’s definitely on tap for the future though! I got a few messages that I skipped over too much of the post strip club sex, and they were right. That was one of the hottest nights of sex my wife and I have shared together and I didn’t do it justice at all.

Quick aside, I try to be as detailed and descriptive as possible, so my stories tend to be long. You’ve been warned. So this is the rest of the story of that night…

As a lead in, we ended up our staycation date night at a strip club where my wife ended up having her first experience with a woman. I’d link it but I don’t know how to… I know, I’m dumb. Go back and find it, it’s a great read and will give you an awesome perspective on this part of the story. Read more »

Daddy’s Pet

I was so tired of falling for the wrong guy who thought he could just use me however he wanted. I wanted to find the *right* guy who could use me however he wanted…

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Tags/Kinks: Short Backstory / Build-up, Relationship, Female PoV, M/F, DDlg, CNC, Free-Use, Domination, Pet-Play, Cum-Play, Anal-Play, Toys, Public

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It had been months since I last dated anyone – it had just became so exhausting. It eventually got to a point where I felt I was being way too picky about what I wanted in a partner. All I really wanted was a normal, nice guy who was funny and caring. Then eventually, have that love and care bloom into something more… dominating.

I finally decided I was going to take another crack at finding someone who could really make my heart flutter as much as he could make my thighs tremble. I downloaded a few apps, and started purging through the fuck-boi’s. A few of the guys I matched with and I starting chatting back and forth, almost always ending up in disappointment as I become spammed with unsolicited dick pics and tantrum-like responses to my hesitation for more. Read more »

[MFM] My wife’s “new” pussy led to a new “friend”

Because I’m on a phone and not much of a writer, I’m going to keep this short. This happened about a year ago.

Basic facts:
My wife is 28, blonde, in shape, B/C tits, nice big booty. Milf of three, very conservative on the outside, slut privately but opening up

I’m 30, white, 6’0”, in shape, packing a very thick 7”

We have dabbled and chatted and whatnot with hot wifing, MFM, public play, etc. It has mostly been using realistic suction dildos to simulate a third party in a threesome. Lots of fun.

Well recently she had a little surgery on her vagina to make it a little more like it used to be pre-milf. In the process they doctor made it “perfect” since they were doing work anyways. End result is that her pussy looks like a porn star pussy; absolutely perfect, symmetrical and good looking.

One night while drunk we were chatting and fooling around on the couch, her in a thong and bra and me naked. She joked that it’s a shame she can’t show off her new pussy like women with new tits are easily able to show them off. Never wanting to miss opportunity, I joked back that I’d take her to a nude beach so that she can show it off. Read more »

Forbidden Fruit [MF] [Long]

She’s wants her way all the time. At times she’s overbearing and stubborn. I realized at a point that we couldn’t coexist as a couple.

However, she’s the best sex I’ve ever had. From the first time I got a glimpse into her sexual appetite was something that to this day I cannot erase from my mind.

We had scheduled to see each other a Wednesday night and I offered to cook dinner being that we were gonna be hanging out in her apartment. Felt like it was a fair exchange.

Got to her house, groceries in hand and got straight to it. I made shrimp pasta and bought a bottle of wine. She was in the kitchen the entire time I was cooking.

She seemed impressed by me cooking. She kept reiterating how she’s never had a man cooked for her and how it was refreshing.

The tone of her voice sounded like she was shocked but also turned on. It had a similar effect on me. The more she was complimenting me the more I wanted to drop everything and fuck her brains out on the kitchen floor. Read more »

It was all so innocent (gay, BDSM, blkmale)

Part 1: All So Innocent All So Innocent…. It started innocently enough. My wife had told me about alt.com, a web site for adults who liked to indulge in bondage, role playing. Etc. We met in the S&M scene in DC years ago and she was way more active than I and after kids, had grown tired of it entirely. Needing an account to view the other profiles, I created a Gmail account and then came up with what I thought was a clever and used “neil4owner” for the Alt account name. It played with my submissive curiosity, and was available. Mostly I watched the uploaded pictures and videos, thinking how brave (foolish?) those posters were…as I tossed off at the images. Sometimes I’d watch a live web cam…but never commented, until one day I was watching this hot shemale playing with her cock and tits, getting me all kinds of hot. I messaged her that she was getting me so hard..and to my amazement, she messaged back asking to see it. I’m not embarrassed to say that, even approaching 50, I keep myself in shape. 5’8″ 165 lbs and shaved clean below the waist, at the request of the Mrs. But I didn’t know what to do. I didn’t want to take a picture with my phone…worked owned that..all I had was my cam. So, after a tiny bit of prodding from her…I turned on my cam and showed her my bulge. She just laughed and messaged me to “Show me that fucking cock!” Thrown just slightly by her tone…and unable to move, I felt my knees get weak…and I lowered my pants…and underwear, showing her my cock. It was thrilling. I looked at myself and saw how hard and rigid I looked on cam…just my cock. No face. She asked me to jerk off…telling me to think about sucking on her cock. I touched myself, while she slowly messaged her dripping cock. We just got off on each other and I was about to cum when suddenly I realized that somebody else was watching me. When I opened my camera for her…I was also opening my cam up for anyone else who wanted to watch. First 2, then 3 people watched my hard cock. All were older than my 49 years and they started to chat with me. “So bitch, anyone own you?” “Nice cock faggot” “Anyone breed that ass yet, bitch?” And at their comments I came as hard as I had ever cum. Now satiated, I closed my cam and the web pages as fast as I could, while trying to not drip cum all over the computer. I tried to distance myself from what had just happened. Why did I get off so hard at their verbal humiliation? I took a shower and tried to get back to life. It was fun, but it’s over. I thought. The next morning I received an email from an account I didn’t recognize. And it was from an Alt.com member. It read, in part, “Nice show yesterday Faggot. Did you enjoy showing off your little clit for us?” I was stunned. And I was hard. “I’ve been looking for somebody to play with on cam. You’re it, bitch.” My hard-on was hurting, straining. “When you get this, log-on. I’ll be around. You’re going to perform for me.” I sat there for at least 20 minutes. Reading and re-reading his (I assumed) email. I was home along. After 25 minutes, I signed back in, and rejoined the chat sessions. Within five minutes, he messaged me. “I knew you’d be here slut. Did your clitty get hard when you read my email.” I just stared at his messaged. And then I answered honestly. “yes.” He seemed to enjoy that. “That’s right. Turn your fucking cam on. NOW! Your mic too!” My heart sunk…and my cock was as hard as it had ever been in its life. I was helpless to resist. I opened my cam, and he immediately joined. “Lose the clothes little faggot! Now! Nothing but your white pussy flying in the breeze” Hastily I stripped down and soon I was sitting at my desk nude, my cam pointed at my cock and balls. “Put your feet up on your desk. I wanna see that pussy up close.” Shifting forward I did as ordered. It was exhilarating. I was doing what someone, a man no less, wanted. Anything he wanted. I felt so slutty. Pre-cum dribbled out my cock. “So, think you’re gonna cum?” he messaged. I started to message back that I was, and he messaged me to just say it. The microphone. I had forgotten. “Yes, I think I’m going to cum.” I said. “Why”, he messaged. “Huh, faggot, why?” I sat for what felt like hours, but less than a minute later, he messaged me again. “Tell me why, or I’m leaving now.” Without thinking twice, I shouted out, “Because you make me feel like a slut and whore and I think that’s really what I am.” “Excellent.” He messaged. “Cum for me now and lick it off your fingers, bitch! And for the life of me, I did. After I settled down, he messaged me one last time for the day. And it would change my life. “Well done faggot. You’ve confirmed that I choose my bitch well. And you are now my bitch.” Then, as if pronouncing sentencing he continued, by using my full name. I was stunned. How? “I knew you were ripe for the taking. You were so easy. Do you have any idea what’s on the wall behind you?” I went beet red. My technical certification was hanging on the wall behind my head the whole time. With my full name and chapter. “I own you now, bitch. You’ll do what I want, when I want. I recorded the whole sordid debauchery and anyone who knows you will know it’s you. And the best part? We don’t live 35 minutes apart. Rest, bitch, but know that one piece at a time, I’ll own every part of you. Ta ta.” I was trapped. All I could do was wait and see if it would all blow over. ——————– Questions/Comments? Please email: neilspankme@gmail.com Read more »

I fucked my kid’s teacher. [FM]

So it’s been a while since I wrote one of these, but one sweet person on here inspired me to get back into it. Life is long so there’s tons of material… I chose this one because it happened quite recently, and also it seems you lovely perverts really enjoy reading about anal sex with people I really shouldn’t be fucking, so here it is.

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My older kid switched schools recently, and got a new “mentor”, which is the modern way of saying class teacher or head teacher or whatever. First impressions were quite mixed from my end. Hanna, as she’s called, is pretty much the typical timid artsy woman, with a weak voice, always dressed in muted colors, ill-fitting knits, zero makeup, and her bright orange hair in a strict ponytail. She’s the kind of person that almost blends into the wall, and I was worried she’d get run over by a bunch of boisterous pre-teens. Read more »