Anal Archives — Page 74 of 957 — NSFW story

The first date of a summer fling [FM] [Mild CNC]

This summer I [M30] met a girl. She [F26] wrote to me on a bdsm site I frequent (think fetlife) and we hit it off almost immediately. She was gorgeous in her pictures, as well funny, bantering, smart and very, very kinky. Our primary mutual kink was cnc/rapeplay (her being a brat), but we talked about several other kinks we were interested in, including anal, sleep sex, fear play, etc. Since her main kink was to be used like a toy for her partner’s pleasure, she outright said that if we ended up sleeping together I would have carte blanche to do whatever I wanted with her (within reason, obviously).

As you might imagine, I was quite excited to meet her. However, since I was in the middle of moving from one city to another (she lived about an hour outside the city I was moving to), it took a few weeks until we managed to find a date that suited us both. We finally decided to meet up after work on a Friday night. Since this was our first time meeting and she would have to catch the train home at about 10 pm, I suggested just going to a nearby bar for a few drinks to see if we would hit it off. She instead suggested we go play pool, and while I am a pretty poor pool player, I was obviously not gonna decline. Read more »

[C] Greedy and Horny, a model after my own heart. [Drugs] [Fourway] [Prostitution]

[Features: prostitution, anal, blowjob, model, drugs, four way]

“Yes! That’s it! Perfect!”

The photographer snapped another picture, leaning around in odd ways.

“You’re beautiful KT! Absolutely beautiful!”

Kt-So just smiled. Every once in a while, you got photographers like this. They always took good photos but their personality was a bit more energetic. She leaned forward, putting herself in a different position and showing her impressive figure.

Kt-So was a model and she had been for a few years now. The photographer was currently taking pictures of her in a beautiful sundress, highlighting her asian features. Her breasts were large, her ass a cute apple bottom, and her legs long and smooth. All this and so much more was captured as the sound of the camera taking pictures filled the room.

A few hours later, the photographer was packing up and KT was drinking a bottle of water.

“That was great KT! You’re wonderful, beautiful! The pictures came out excellent!”

KT smiled at him.

“Thanks Fredrick. You did good work too today. We’re still on for 3 tomorrow for another photoshoot right?” Read more »

I just had my first foursome. [FM]

I just had my first foursome.

I ran into three of my fuck buddies at the liquor store.

What two of them were doing there I couldn’t tell you. They’re not even in the same area. The third I understand, it’s his local store too.

They both had the same reason “meeting some buddies in the area so doing a booze run” sure. Where are these buddies and why aren’t you going back to them?

Well. Anyways. One thing led to another. They became fast bros and bonded over me. I introduced them as fuck buddies. One of them is a loud mouth and overtly friendly. “How many do you have?!?” “Does it matter?”

Next thing I know I had all three of my holes plugged with a big 7+ to 8+ inch dick in my condo.

We went at it like bunnies for hours. 6 if I’m counting correctly.

Maybe it was the constant rotating between holes, and swapping condoms for anal, they did but each one lasted longer than they usually do.

We had porn on the TV while we fucked in case performance anxiety kicked in. Came in handy for one fuck buddy lol … this also turned into inspiration for positions Read more »

(27) [M]y [F]wb(45) and I cuddled while we listened to the audio of her getting fucked.

My fwb and I have a really open relationship for the last nearly 10 years. We tell each other everything about our other partners (gfs, bfs, or fwbs). I know almost every detail of her other fwbs… dick size, girth, favorite positions, how much they cum, etc. She knows I get off listening to her talk about how men love her blow jobs and she also ties me into it by saying stuff like “Aren’t you proud that you’re with someone who men want?”, or “I need to see you, this other dick came fast. I need you”. It’s fun knowing that I’m her “number one” and also youngest dick. Until recently.

She ended up fucking a 21 college kid that is pretty young. She loves telling me not to worry, that she’s not a size queen, but he hits spots no one has due to how long he his. And my most recent visit she and I got in bed and she said she had a surprise gift. And she starts playing a recording of her blowing him. She’s full on gagging on him. Then gets fucked. I’ve never heard her make whimpering noises or tell me how big I felt in her. While this is happening she’s jacking me off and then we have sex. I asked her if I felt good too and she said yes but she doesn’t get the “full” feeling of a big dick. She said I’m great for anal. Read more »

I Got Used as a Fluffer and Cum Dump by the Boss [26F]

Got me a message from Babs Tuesday afternoon.

Wanna fuck?

Now?

I’m at work. Obviously not. After work.

Sure. Come over. What time?

I have to work late. So. 7? 7:30?

Okay

Great. Fuck session set.

Then I get to thinking. I’ve been dressing like a homeless person … a rich homeless person but still homeless … most of my time off.

So I message her back.

Dinner first?

On a Tuesday?

People don’t eat on Tuesdays?

You know what I meant

I wanna dress up

Fine. Pick a spot.

<restaurant> is open. 7:30?

That’ll take too long. I have to work tomorrow.

And?

Fine

Okay I booked.

Come by my office at 7 we can leave

I answer some questions on here. I get ready. Put on a black mini dress that only leaves my legs exposed. I decide to plug myself. I message her again.

You plugged?

No. Are you?

Yes. Do you have one with you?

No

Ok. I’ll bring you one. Don’t worry fellow readers I sanitize my stuff. Read more »

[F] 22 slut fucks 5 guys for Halloween weekend

Saturday

Guy 1 Yu – was the ex of one of my friends but not the kind where she’d mind if we fucked. We caught up over lunch, I knew he always liked me and he was having issues with his GF. We started talking about fucking and fetishes, and brought up the fact that he had a thing for feet. This isn’t something I’ve tried before. So underneath the clothes table as we were wrapping up I slipped off my shoes and started playing with his crotch, it was already hard. He acted so calm which surprised me. We paid, and left the restaurant. We walked around out onto the steer and he slapped my ass pretty hard grabbing it. Safe to say I was already turned on. We went back to his place. He fucked me mostly doggy style and pulled my pony tail as he did. Dick was decent and we got right to it, didn’t even suck on it. As he fucked me from behind he’s massage my asshole and stick his thumb in my ass. His was the first cum I loved it was sweet!. It was messy and sweaty, not bad for afternoon tea. Read more »

My hookup’s roommates wanted sloppy seconds. [FM]

I went clubbing last night for a friend’s birthday. Didn’t expect to leave with anyone but I really hit it off with a guy so at the end of the night, he took me over to his place.

He didn’t want to use a condom and honestly, I was just really drunk and horny, so after sucking his cock, I let him put it in raw. I’ve been tested recently anyway. The sex was good and I definitely felt satisfied. I was going to take a Plan B anyway so I let him cum wherever he wanted, so he came in my pussy once, then after a short break, we moved on to anal and finished with a facial.

I was pretty messy after to facial so I asked if I could take a quick shower. He gave me a towel and I walked to the bathroom with only it wrapped around my body. To my shock, his 3 housemates were all out in the living room area having a 3am meal. They all saw me wrapped in a towel that barely covered my ass, with cum on my face and dripping down my thighs! Read more »

Parent-Teacher Conference – Disciplining Mommy [ff]

Parent-Teacher Conference – Disciplining Mommy

Sharon Brown was late for her Parent-Teacher Conference with her son’s teacher, Ms. Johnson.

Her conference was scheduled for 9am to discuss her son Sam’s performance in school.

She meant to be on time, but the man she had picked up last night had insisted on a quick fuck this morning. His cum was seeping into her cotton panties. She hadn’t had time to clean up before rushing to meat Sam’s teacher.

Her pussy squirmed with his cum as she walked down the halls to her son’s classroom. The long walk was making her panties a soaking mess. She hoped that Ms. Johnson wouldn’t notice anything amiss.

Ms. Abigail Johnson was sitting at the desk in her classroom. She looked at the clock for the fifth time. Sam’s mother was 10 minutes late for their appointment. Sharon walked in trying to apologize for her tardiness.

“I’m so sorry for being late, Ms. Johnson. Something came up at home and I got out of the house later than I meant to.” Read more »