Anal Archives — Page 661 of 957 — NSFW story

One night with Katherina – Part 8 [M+F][prostitution][rimming][toys]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (u/lmczpn) in first person ordering and enjoying a prostitute, Katherina (u/aurora_w), who is competent and experienced in the anal arts, but touches on some other kinks along the way.*

***Katherina:***

She moans surprised as you enter her, but then falls into a synchronous rhythm of slightly pushing back and sighing every time you force your tongue inside her.

At first the hole is repeatedly clenching up in surprise to your contact but after several strokes it remains still and open. Perhaps she is willing herself to relax. Her eyes are still closed.

As you continue Katherina lowers her front to her elbows and placed her brow on her arms on the floor.

***Mathis:***

I continue for some time lost in the rhythm of tongue fucking her ass. Pushing my tongue inside, holding it there a little, trying to swirl it around before pulling out and repeating the process. After a while I stop and get up. “Stay right there.” I request as I walk over to the suitcases and open them. I look through the gigantic assortment of toys the agency has provided us. Finally I find what I had been looking for. Some anal beads and a decent sized dildo. Read more »

“Early Morning Hotel Lust” [m/f] [anal]

“Early Morning Hotel Lust”
….It was early in the morning when I woke up. I don’t get much sleep in hotels. The beds just aren’t as comfortable as the one I have at home. I did notice that she wasn’t in bed, either. “Where’s Melissa?” I thought to myself. I notice ed the balcony door slightly open with a breeze blowing the curtains. I decided to get up since I wasn’t sleeping. I headed to the sliding door and peaked out. There she was. Beautiful. Wearing just her panties and a T-shirt she was leaning over the railing looking and listening to the crashing waves.

We just had it in our minds to go to Ocean City for the weekend before summer was over.
She looked so sexy. All I could see was her asscheeks under her shirt. So fucking sexy. I walked up behind her and startled her. I put my arms around her and my head on her shoulder. She put her arms crossed over mine and held my hands in hers. Melissa smelled so good I couldn’t help but start to kiss her neck. I pressed my crotch in my boxer shorts up against her ass. “Emm…”, she gave with a tone of approval. Read more »

Our 14th anniversary [MF]

I’ve never posted before but I wanted to share this. My wife and I have been married for 14 years. I knew our anniversary was coming up. I was anticipating some extra romantic sex. Our youngest kid was away at camp. Our older daughter had some appointments that day so we figured we could get some privacy. After breakfast we had the place to ourselves so I suggested a dip in the hot tub. She agreed so we hopped in. I pretty quickly got naked but she’s pretty nervous since our hot tub is out on the deck. It’s pretty secluded but she still worries. We started making out and I pulled down her swim top and started squeezing her tits. Her boobs are 38c and very sensitive. She loves to have them pinched and squeezed and sucked. It makes her so wet. So I started sucking them and I could tell she was really turned on. She wanted to fuck right in the hot tub. She sat on my lap and pushed her rack right in my face. But I wanted it to go on longer. So I suggested we get out and continue inside. Read more »

“SUMMER LUST CAMP” [mf] [lust anal] [semi-Incest] Yes, you HAVE TO READ this

“SUMMER LUST CAMP”
“….I’m two years younger than my sister. I recently discovered something about her, something that she did over the summer that I just can’t get out of my mind. It’s so hot. I never looked at my sister this way before, now, all I do is spy on her. I’ve watched her shower. I’ve watched her get dressed. I’ve even had the pleasure of watching her masturbate. I masturbated along with her, without her even knowing. I know it’s so wrong, but I just can’t help it. She is so damn sexy!

First off, our parents are real religious people. If my mom even knew that either of us were masturbating we’d get yelled at and probably told the devil is in us. Sounds like a joke, but, it’s probably not far off from the truth. I know my sister is a virgin. I mean, she hasn’t had a penis in her vagina her entire life. I know she struggles with that. The same with me. I’ll stick my dick into anything that is round or silky smooth. I’ve fucked sofa cushions, my mom’s slippery dresses, fur coat, and of course, my new favorite, my sisters panties, shorts, or pants. I’ve wore them on my head while I jacked my dick off. I know, I’ve got problems. Read more »

Fucking a sex-addict jail girl in the ass [anal] [mf]

…

With that, Nico grips the mattress with two hands and body-slams my dog with her full weight. Then she pulls back up, almost coming off me, and rams back down, hard. Impaling herself on me, digging her fingers deep for leverage, she drives me deeper inside her with each bang. Her warm, slick insides are gripping me vice-tight, and I can feel my brain getting shot full of endorphins and all those other addiction-reinforcing hormones I’ll enjoy now and pay the bill for whenever. As she wraps herself around my dog, I feel time slow down, the way it seems to when I’m high.

I’m savoring every beautiful facet of this moment. Her hoop earrings, her bleach-blonde hair falling over her shoulders and breasts. The seedy and filthy hourly-rate motel we are in on her three-hour release from jail. The feel of her butt snug like a glove around my dog. The way she’s bouncing on me so violently that the frame of the bed is shaking. The recoil of the mattress against my butt each time I get reverse-fucked by her big Latina ass.

That big, white Latina booty with the birthmark just above it. Read more »

“SWEATING IT OUT” [mf] [anal] [cheating]

“Sweating it Out”
“….. Last week, I was home, alone, sweating. Our air conditioning unit broke, and I was home from work, waiting between the hours of 11:00 and 4:00, for this guy to show up. Around 2:00 he finally got there. My husband and I needed him to try and fix the leak, or whatever it was causing water to leak all over the floor. He was a young guy, probably 21, or 22. But, for some reason when he came in, he turned me on so bad. He was cute. He reminded me of a guy I used to date before I got married.

My husband wouldn’t be home for hours. I think with the heat outside, and the thought of sneaking around got the best of me. Maybe it had to do with that bulge I saw in his pants when he walked in. I’m 32, and I was horny. I just wanted some young meat that I could share an intimate secret with. Well, he found out what was wrong with the air conditioning, and said he had to go back to the shop to get the right piece, and then he’d be back. I said that would be fine. I said I might be in the shower, and if I didn’t hear him knocking, for him to just come in. Read more »

[M]y adorable [f]reshman theater geek girlfriend’s first time with bondage.

[•First story](https://www.reddit.com/r/gonewildstories/comments/ctbqf8/winning_over_the_adorable_freshman_theater_girl_mf)

[•Second story](https://www.reddit.com/r/gonewildstories/comments/cwwcvj/making_my_adorable_freshman_theater_geek_gf)

[•Third story](https://www.reddit.com/r/gonewildstories/comments/czprap/taking_the_anal_virginity_of_my_adorable_freshman)

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After weeks of hard work and dedication it was time for opening night of the spring play. Rocky won the roll portraying Jean Fordham in our university’s production of ‘August: Osage County’ and opening night couldn’t come soon enough. I finished up the last touches of the set along with the rest of the crew and sat back and waited to see it all in action. Rocky’s parents were in town and took the two of us out to dinner the night before the first show. Both of then were so wholesome and down to earth people, and it’s no surprise Rocky turned out to be such a lovely soul being raised by them. They dropped me off back at my place where I waited for a big for Rocky to give me the go ahead to pick her up at her dorm. We helped each other with homework and eventually fell asleep after we fucked for a half hour. Read more »

“SWEATING IT OUT” [mf] [anal] [cheating]

“Sweating it Out”
“….. Last week, I was home, alone, sweating. Our air conditioning unit broke, and I was home from work, waiting between the hours of 11:00 and 4:00, for this guy to show up. Around 2:00 he finally got there. My husband and I needed him to try and fix the leak, or whatever it was causing water to leak all over the floor. He was a young guy, probably 21, or 22. But, for some reason when he came in, he turned me on so bad. He was cute. He reminded me of a guy I used to date before I got married.

My husband wouldn’t be home for hours. I think with the heat outside, and the thought of sneaking around got the best of me. Maybe it had to do with that bulge I saw in his pants when he walked in. I’m 32, and I was horny. I just wanted some young meat that I could share an intimate secret with. Well, he found out what was wrong with the air conditioning, and said he had to go back to the shop to get the right piece, and then he’d be back. I said that would be fine. I said I might be in the shower, and if I didn’t hear him knocking, for him to just come in. Read more »

“SWEATING IT OUT” [mf] [anal] [cheating]

“Sweating it Out”
“….. Last week, I was home, alone, sweating. Our air conditioning unit broke, and I was home from work, waiting between the hours of 11:00 and 4:00, for this guy to show up. Around 2:00 he finally got there. My husband and I needed him to try and fix the leak, or whatever it was causing water to leak all over the floor. He was a young guy, probably 21, or 22. But, for some reason when he came in, he turned me on so bad. He was cute. He reminded me of a guy I used to date before I got married.

My husband wouldn’t be home for hours. I think with the heat outside, and the thought of sneaking around got the best of me. Maybe it had to do with that bulge I saw in his pants when he walked in. I’m 32, and I was horny. I just wanted some young meat that I could share an intimate secret with. Well, he found out what was wrong with the air conditioning, and said he had to go back to the shop to get the right piece, and then he’d be back. I said that would be fine. I said I might be in the shower, and if I didn’t hear him knocking, for him to just come in. Read more »

“Being Sneaky At The Party” [m/f] [anal love]

“Being Sneaky At The Party”
“So Justin slowly closed the door. We didn’t know who’s bedroom this was. It sorta looked like Alyssa’s parents room or something. We weren’t even supposed to be upstairs. But, we didn’t care. As soon as Justin put his hand up my skirt and started poking around back there, I wanted him. “I locked the door”, he said. “Who in the hell are her parents afraid of barging in on them? Seriously? Three locks! On their ‘bedroom’ door?!”, Justin joked. It was kinda strange, but whatever. I needed him. I don’t know if it was the hard lemonade that got me so aroused, or the excitement of doing something where we weren’t supposed to, or maybe, it was just, Justin, himself. Which ever, I wanted his cock in me, and I didn’t care where he put it, I was game. Read more »