Anal Archives — Page 904 of 957 — NSFW story

[mfff] slumber party gone wild

It was a Friday night, and my twin sister was having a “slumber party”. I don’t know of any 17/18 year olds who call it that, but whatever. Senioritis was kicking in, and I was ready to leave this hellhole called high school. I laid on my bed, listening to music in my room as my sister and her friends chilled in the basement. I was ready for a relaxed evening by myself when my sister barged in.

“Hey prune,” she said distastefully.

“Hey slut,” I retorted, putting my ear buds back in.

“Hold up, I need your help with something. Fucking TV broke.” she said. I sighed.

“Fine, but I don’t know if I’ll actually be able to fix it,” I said as I followed her to the basement.

“Hi Ben,” said her two friends. Holly and Josephine were my sister’s best friends. I didn’t know them well, since I went to a sports school. I walked over to the Tv and noticed the plug laying 2 feet away from the socket. Read more »

M(27) tried anal the (33F)irst time with a bbw

So i tried anal for the first time. In the shower. It didnt feel as good as the coochie. I couldn’t feel too much not even sure if i was all the way in. When i thrusted it didnt feel like i wss stroking. Well, i pulled out and rinsed of and went straight to the pussy and it was the bomb. Wet, slippery, and warm. I told her that i wasn’t into it after i tried anal, but now its on my mind. I wanna do it again and cum in her. I’m thinking its because her but is a bit thicker as to why i couldnt fully penetrate.

My first and only threesome [MFF]

So about 6 months ago me and my SO had our first threesome. It was a pretty big leap considering we had only ever been with each other.
After a lot of talking and planing we decided on a partner. A friend I had known since childhood [19F]. My SO had never met so it made for some surprises.
Fast forward a few months and there we were. After a beach day we pilled in my truck and headed to a secluded gravel pit up a bush road not far from the beach. We climbed in the back and folded up the seats for more room. It was awkward at the start, no one knew where to begin. My SO started by undressing our friend and making out. I quickly joined and started sucking tits and fingering. It was crazy, all 3 of us just started going at it. I bent my SO over and started fucking, her pussy was mega wet. She loved having our friend watch and caress her. I went as long as I could without cumming and swapped positions. My SO started sucking me off as our friend ate her out. I’ve never seen my girl cum so fast. It was so hot watching another girl on her. After she came, it was time for our friend. I bent her over and pressed my cock into her ass. We decided on Anal only for her and she was down. She smiled and I was surprised that she handled it. My SO caressed her tits as I pounded away. About to cum I pulled out and let them lick me up and down until I came in my girls mouth. They swapped my cum and swallowed. It was so satisfying. After we laughed and got dressed, we all loved it.
Should we do it again with our friend or try out a stranger? Any tips from experts for future endeavours?

Had a dream-come-true bisexual MMF with an older bi couple in their 40s. He had a huge cock and she squirted!

This is my second time writing here. My first experience with GWS was good so I’m more than happy to try again.

For those of you who don’t already know me, I’m a fairly good-looking and tall 6’ 2” bisexual guy in my 30s with an averagely trained hairless slim body and a 6.3 inch dick. Kind of a boyish look, I guess.

After my last time with Richard and Ellen (check my first story here: https://www.reddit.com/r/gonewildstories/comments/369gyb/i_made_my_fantasies_come_true_in_a_bisexual_mmf/), I met with them again. We did lots of the same stuff we had done the last time. The most exciting deviation was that Richard fucked me in the ass with a dildo while I was eating Ellen out and fucking her in missionary. It was super hot. But that’s a whole different story. I want to tell you about my most recent adventure!

I had posted an ad (calling for bi and gay couples) on this dating site ages ago but had already forgotten all about it. One day I checked my anonymous e-mail address and there was a response from a very promising couple. The (bi) dude, called Max, was 44 and the woman, Dolly, was 49. Read more »

Sex, Drugs, and an Unplanned Threesome (true story)

(this story was taken from my Fetlife profile @ https://fetlife.com/users/5801051)

A few years ago I was dating a very lovely young lady, for the sake of this story we will call her Carolyn. Carolyn was my ex-girlfriend’s best friend, and we had been good friends throughout my relationship with my ex, but when that relationship ended Carolyn swooped in and claimed me for her own. I wasn’t complaining, Carolyn was 5’2″, 95lbs with 28H breasts and the tightest, tiniest pussy I’ve ever experienced. She was a goddess, and little did I know she was a freak too.

Once during my relationship with my ex, she told me about a time her and Carolyn got drunk together in the hot tub and Carolyn started asking weird questions like “don’t you think girl’s bodies are so sexy?” and “have you ever considered being with a girl?”. After some more of these questions, my ex was getting a little nervous and then suddenly she felt a hand on her inner thigh. She didn’t know what to do, so she started talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex freaked out, got up, and left, and her and Carolyn never spoke of it again. Read more »

The “Couples Talk” [NSFW] [F/M] [Mast] [Oral]

Martin and I had the “couples talk”.

You know the one – the talk where you confide to your significant other about what you can both do to spice things up in the bedroom. It was a gentle talk, mixed with a glass of wine (or two) and a bit of handholding. Martin and I were in our late 20s, he was a doctor, me (I’m Cathy – but he calls me “Cat”) I’m a successful financial advisor with my own business. We’ve been married for four years now and kids were not on really on the horizon. Marty was furthering his training to become a radiologist so between us our future seemed financially solid. However, some things can’t be fixed by money.

Our sex talk was constructive and the upside was that we were both pretty happy with each other and with that of our sex life, generally. I confided to Martin that I loved sex with him but would like to have it a lot more than we do now. For his part, he said that our lovemaking lacked a degree of spontaneity. He suggested that we mix things up and try the occasional crazy thing. I asked him what he had in mind, but he just kept on saying we should try some “wild stuff”. This lack of specificity with Martin sometimes frustrated me, but I got his general proposition. For a doctor he could do with improving his communication skills, I thought. As to my complaint about wanting more sex, he led me into the bedroom and proceeded to rock my world. Read more »

Next part in my Hotel Bartending adventures [MMF][anal]

So I haven’t written in a long time because I haven’t had ANY in a long time. But that all changed a major way not too long ago. This happened a few nights ago. My ex-boyfriend: R, friend’s, Mike and I were texting back and forth. Mike is cute older guy, my ex-boyfriend, R, was 10 years older than me and Mike is about the same age. When I was with R I was 19 & 20 and he was 32. That was huge age gap to me and to him, but we hung out at his condo a lot, watched sports or swam at the pool at this club house. Almost every Sunday during football season we would do this. Mike was always there along with some other guys. I was kind of a downer to them because I couldn’t drink alcohol at bars/clubs legal drinking age in the US is 21. The guys always wanted to go to bars and stuff. It lead to all the jokes about the age gap between R and me. Read more »

Asian MILF Wife [Str8, mF, anal, bukkake, oral]

“Explain to me what you want”, Mrs. Done texted me.

“I want to make you mine and fuck you everyday”, I replied.

“So let me get this straight, you want me to divorce my husband and marry you so that I can be your personal blowjob maid for the rest of my life?”, Mrs. Done texted back.

“Yes.”, I texted back.

“This is a very big decision. We would need to discuss these matters in person. Meet me at this location.”, she texted back.

I ventured to the location that Mrs. Done had specified, the time was only 12 in the afternoon. Mrs. Done waited in her car in the parking lot of a coffee shop. She saw me and motioned me to come in the car. Upon getting inside, I saw she was dressed in a blouse and tight skirt.

“Let me get this straight, you want me to divorce my husband and marry you?”, she questioned me.

“Yes, we could finally be free to fuck each other whenever we want without having to be worried about your husband”, I said back.

“I don’t know if divorcing my husband is worth a piece of cock meat…”, Mrs. Done questioned. Read more »

Lechomancer Curses 9: Vengeance [mmmmmfff][oral][anal][orgy][bondage]

When her phone buzzed for the fifth time in twenty minutes, Lisa sighed. She looked down at Vivian, face buried between her legs. Viv’s kisses were desperate, knowing if she could get Lisa off, the intense build-up of her own urges would be instantly released. “Give me a moment,” Lisa instructed. Vivian nodded, mouth agape, face slick. Her pet looked disappointed.

The messages were from Lisa’s sister, Erin. Lisa snorted a little. Erin had been short with her since Lisa had started fooling around with Vivian a few months earlier. Erin felt betrayed that her straight best friend would start dating her sexually repressed sister. She had no idea that Lisa wielded otherworldly powers, or that Vivian had been transformed into a reality-hopping succubus.

Normally, Lisa would have just ignored Erin’s text. She was tired of trying to come up with excuses about why she and Viv were hanging out alone, and skipping the sexual nature of their encounters. However, this time Erin’s texts had a frantic tone.

“Call me.”

“This is important.”

“ASAP.”

“Seriously, Lisa, call me.”

“It’s about Michael.” Read more »