Anal Archives — Page 341 of 957 — NSFW story

(Mf) (anal) (bondage) (gangbang) Getting hired for a party

*Awesome*, I thought to myself, *another schoolgirl costume birthday party.*

Those were easy. Walk around with my tits out, suck a few dicks, and make some tips when I get fucked. That’s always the deal, blowjobs and tits are free, anything below the belt needs a wallet.

Today was special though. The birthday boy, Brad, had a request. He wanted me to show up plugged and ready. Brad wouldn’t tell me why, but I figured, money is money. I’d have to charge him later for that.

I took the bus that afternoon, just to prepare myself. The ride was so bumpy by the time I got there, I made so much noise, it was unmistakable that I was getting off to something inside of me. I got plenty of looks when I got off the bus and left a wet mark, the only barrier I had was my thong since my skirt was so short. I think I even heard a younger man call me a whore.

The walk from the bus stop to the front door wasn’t that far, but I felt the plug with every step of my heels. If someone saw me, they definitely would know I’ve got something up my ass. Read more »

1st Day working at a Massage Parlor [Handjob]

Candace pushed past the door of a small storefront that read “Acupuncture and health” and found herself in a tiny, empty lobby. There were a few chairs but no receptionist or customers. Along the wall, there was one glass door that shielded the other side with a reflective mirror. The door looked strong and foreboding. Alongside the ominous glass and metal door, there was a doorbell and the moment before Candace touched it, the door began buzzing. The buzzing caused a metal bolt to free itself with a loud snap, then she nervously pushed the door open. Before she was even past the transom, Candace was greeted by a large woman in her forties.

“You Candy?” The tough woman inquired with a thick Russian accent.

“Ummm…. Yes?”

“Are you or aren’t you?”

“Yes, I’m Candace.”

“No, you’re Candy,” she said, gruffly looking the girl over. “Take off that sweatshirt.”

Balking for a second, Candace took off her hoodie. The woman looked at her face then her body.

“Sam was right, you’re a little cutie. Are you at least eighteen? Can’t have no underage girls working here. Show me your ID.” Read more »

After weeks of teasing, my ex-girl[F]friend finally lets [M]e fuck her ass…

This is a true story about my ex-girlfriend, who I call on here Anya. I was very sexually inexperienced when I first started dating Anya. She really helped me [learn what turned me on](https://www.reddit.com/r/gonewildstories/comments/nd1ewb/fucking_my_exgirlfriend_at_the_beach_house_while/), and [pushed my boundaries](https://www.reddit.com/r/gonewildstories/comments/ncsvb0/accidental_anal_with_my_exgirlfriend/). Ultimately the relationship was pretty [unhealthy](https://www.reddit.com/r/gonewildstories/comments/nde7np/i_tried_to_break_up_but_my_exgirlfriend_took_off/), but I always like looking back at our sexier times…

As always, I love it when readers comment! You can also send me a message or a chat if you really like the story and want to talk.

When Anya and I first started dating, I’d only had sex once. Anya was much more experienced, but she took her time with me, slowly introducing me to new things.

A few months into our relationship, Anya started asking me these odd questions. We’d be in the car, and she’d suddenly ask, “Is there anything new you want to try in bed?”

I’d turn beet red and my mind would go blank. “Uh… I don’t know. What about you?”

“Oh, I’m just wondering about you,” she’d say, giving me a coy smile. Read more »

[MMF] The one where I (26F) got my nipple piercing ripped out, and still got double penetrated out of sheer determination

As usual, scroll to the dashes if you want to skip the backstory and get to the sex.

I’m back with more stories from the archives. This is a long one, but it’s one of my favourite sex stories, and I want to do it justice. If you’re a regular reader of mine, you may know that I’m 30, but this story takes place about 4 years ago, when I was 26.

I was travelling for work and my long term boyfriend at the time, who I’ll call J (30M), had decided to accompany me. J was 6’3″ with a narrow frame and extremely minimal body fat, but he was also pretty fit and muscular with 6-pack abs. It was our last night of the trip, and we had decided to watch some local bands at a pub. J and I are both pretty outgoing people and are the kind to make friends wherever we go. We got chatting to a guy who I’ll call S (28M) while at the show. S was about 6’1″ with a body type best described as “works out a lot but also enjoys food,” which is something I find quite attractive. He had long, shiny black hair, was heavily tattooed and had a bright, engaging smile. Read more »

[F4M] Father cuckold roleplay

Hey everyone. I’m keen to create a roleplay/story about your father gradually stealing me away from you. I want you to play the role of the cuck while I will be your girl and we share the role of the father. I play in first person. I play on dis_ cord mostly.

I think it would be most fun if neither of us wanted me to cheat, we were just both naive and trusting and easily led. He could epxloit that gaslighting you and providing his excuses for why he keeps pushing the line of cheating between him and I. Each time him and I hang out will escalate more physically between us – I want you to rationalise it and play off his advances, always hoping that nothing more will happen. I love excuses – little reasons he might have to get closer to me – he will use them as well to cool your jealousy once he makes moves on me. I want you to not be angry or very turned on by this – more like confused, trusting and scared of losing me. Trying to rationalise why this is fine and we’re still a normal couple. I love the breaking of trust that he will use for all of this, how much you will be looking up to him and wanting nothing to be wrong and ignoring all the red flags – you want to be best buddies with your dad and take over from him one day as a man of the house. On the other hand, it will be him taking over from you as my man. Read more »

After couple of attempts with my partner [M] I [F]inally had leg shaking orgasm from anal sex and I can’t stop smilling (long)

Howdy all gorgeous, I hope you are having great day. Cause I definitely had one and I am more than eager to tell you.( ꈍᴗꈍ)

Soooo, it has been some time since I posted my story about how my partner finally decided to play with my bum which I was secretly preparing for. Since that day it was quite emotional rollercoaster cause even tho I like it, it still feel like forbidden play. Something what makes me lil anxious but at the same time I can’t say no to it. And believe me that I sometimes really need to say no cause my partner apparently really likes to play with his new toy (my ass).
I was emphasizing that this will be something like early Christmas, quarterly or at least special sale on the end of the month sort of thing but whenever he is playing with me he just can’t resist and at least tease me a bit. Read more »

An Unexpected Reunion – MF(30+), Dd, rough, oral, vag, anal, spank, consentual non-consent, drugs, degrade, hair.

It was just another, typical day for me. Wake up, shower, dress, go to work, return home, blah blah blah. I made no special plans nor did I expect anything unusual to happen. That is until I saw her.

It was a rough day at work today, and here I am thinking Fridays were the easy days. I couldn’t be more fucking wrong if I tried. I had absolutely no motivation nor desire to cook dinner; all I wanted was some food in my gut, a cold drink, and some primo kush. Instead of a home-cooked dinner for one, I opted to go to this little Vietnamese noodle restaurant that was on my way home.

I took a seat at a table in the corner and ordered a couple gỏi cuốn, Vietnamese summer rolls, with peanut dipping sauce, phở gà, Vietnamese chicken noodle soup, and green tea. As I waited for my order to arrive, I removed my tie and watched as another customer entered the dining area. Read more »

[MM] I had sex with a drug dealer (Mostly Satirical)

(True story, but I’m going to describe each encounter in a satirical rich white gay kid tone)

So, I took my Vyvanse last night so I didn’t have to go to bed. Then I got on Grindr and saw a drug dealer who also wanted sex. I have a weed addiction, so I jumped at the idea.

Upon arriving, I walk in the discrete manner he told me to walk across his lawn, as his wife had access to the ring doorbell camera. I saw him at the door and said hi, kind of expecting to kiss. He didn’t kiss me, he just lead me inside, talked about the weed he sold me last week, and pulled his pants off.

Well, no foreplay, and darn, his penis was so flaccid, he told me it was 8 inches, but it didn’t really seem like it when he was flaccid. I just got to work sucking on it to get him hard. He barely said anything the whole time. Read more »

Met a woman [F] on a business trip who brought her own baby oil to [M]y hotel (Part 1)

This is my first post about a past encounter. Instead of keeping these to myself, I figured someone may get some enjoyment fantasizing about some of my dirtier escapades. I’ll keep adding these and we’ll see how they go. Let me know if you like them or have any feedback!

Scroll to “****” if you’d like to skip the intro and get right to the good stuff.

The story starts as I’m sure many have before – trying to have a good time while on a business trip. I was away for work in Canada for the first time. I was recently single. And I was looking to make good use of the final night in the hotel room. We were working outside of the city, so there wasn’t a lot of opportunity to meet someone in a coffee shop in the morning or while picking up a quick lunch, so I spent the evenings going to local bars downtown without much luck. It was the dead of winter, freezing, and the downtown area was largely a ghost town. As any horny guy chasing opportunity would do, I took to Tinder.

Friday Night Fuck

It was Friday night and I was wishing I was with him.
Chest heaving, pussy tingling, and fingers doing their job.

I was about to cum when I got a text message. “I’m around” was all it said. I smiled the biggest smile. My bright blue eyes sparkled at the thought.

“Hey there” I texted back.
He asked “what are you up to?” Coyly, as if he didn’t know.
“Taking care of myself” I told him. How could you not know what that meant?

He asked what toy I was using… I loved using the toy that made me think of him. And he knew that.
I wanted him. He knew that too. So he pushed to see how far I would go. Little did he know I was halfway to my car already. Short skirt, no bra.
Halfway to his place he texted again… “Why are you so quiet? It’s so unlike you.” I giggled. I could be quiet when I needed to be.

I got to his house and snuck in the front door. I made it all the way to his bedroom without him noticing me.
“You should really learn to lock your door.” I whispered as I removed my top. Read more »