Anal Archives — NSFW story

Jack and Amy work at a summer camp the summer after graduating college. Chapter 9. Amy begins Molly’s anal training. [MFF 19+] [oral] [anal play][brat][first time lesbian]

Late on Sunday afternoon, Amy finally drove back into camp. Molly and I were hanging out, sitting on a picnic table near the parking lot when Amy pulled up. As Amy pulled in, Molly said, “Well, you’re safe now Jack. You’ve got you’re gf to protect you now.”

“Look, Puddles, lose the attitude…” as I hopped off the table to greet Amy.

Molly ran after me, “Did you tell Amy about that? Oh my god Jack, I hate that nickname.”

Amy and I had a long hug and kiss, as she exited the car. Molly was waiting impatiently and finally cleared her throat. Amy stopped kissing me and said, “Hello, Molly, were you good while I was gone?”

Molly hesitated and looked at me, then looked at Amy somewhat defiantly, “I think I was…”

I interrupted her, “She was not. She was an insufferable brat.”

“Jack…shut up. Anyway, Jack was a pretty good boy.” She said that second sentence in her exaggerated, condescending baby voice.

Amy held up the black choker, “Molly, Jack told me all about the weekend. It sounds like you still have quite an attitude there…” Read more »

A Birthday Surpise

“I have a surprise for you!”

I sent the message to Sophia while sitting in the cafe a short walk from the apartment. It was her birthday and I wanted to make it extra special. Besides the presents I had already bought her, and despite the plans I’d made for a special meal out together, I had now come across an opportunity far too good to pass up.

“Ooh, what is it?”

“You know that’s not how surprises work. I have some instructions for you, Doll:”

We had started using codewords a few years ago to signal that one of us wanted to initiate a “special” interaction; I would call her Doll, and she would call me Sir. We’d been doing it so often, for so long, that it now had an almost instant effect on both of us, triggering a change from our typical husband & wife relationship to one of sub & dom.

“Yes Sir, whatever you say Sir!”

“Careful! You don’t want to be a brat tonight.

“I want you stripped naked, on your knees, waiting for me in the living room. You will be harnessed, blindfolded, hands cuffed to your thighs with your hook in. Read more »

I organised an [MMF] threesome online. It was amazing!

So I posted a while ago about my first MMF and subsequently my first FFM. This is how my second MMF went down, much more organised, much better sex! This happened in 2014, more than 10 years after my first MMF. I had been a member of a UK & Ireland swingers site called Fabswingers for about 4 years at this stage. My profile was decent with some good shots of my (then) fit body and hard cock, it always garnered attention, but female attention always seemed to slip away to a ghosting after a couple of messages back and forth. When really horny I had succumbed on maybe 5 occasions to the male attention and on one of these occasions I met Mick. Mick was a skinny hairy guy, roughly my age, who had the most glorious 8in thick cock I had seen at that point of my life! It was like a baseball bat, relative to his skinny frame. Mick was also discreet, good fun and was the first person I ever met to make me cum from a blowjob alone. He was magic with his mouth! Read more »

A Sissy Takes Off [M34/F25] [RimJob] [Anal] [DeepThroat]

Shortly after the first professional shot pictures of my sissy girlfriend went online the inboxes were filled to the brim. Most of the messages were horny men asking for more a pictures, telling my girlfriend that they wanted to fuck her or just were saying something pointless like hi or hey. My girlfriend clearly liked the attention she got. The compliments made her more self conscious. It all made her hungry for more.

Luckily there were some serious job offers buried beneath all the spam and horny messages. Some people actually really wanted to book my sissy girlfriend for a photo shooting for their businesses and web pages. Due the fact that I had more experience with business things – thirty four year me had seen a fair share of negotiating in his life – I handled the requests.

Most of the requests led nowhere: The first conversations went silent when I told the potential customers that my girlfriend wasn’t available for erotic or pornographic shootings. The next, and the by far biggest part of requests dropped when I told them that some sort of compensation has to be made. Read more »

A Few Months Into Our Relationship, [M]y New Girlfriend [F] Admitted To Cheating On Me

See my profile for prior DECADES OF PROMISCUOUS PARTNERS true stories. This is Part 16.

If you read my previous true stories, you know that I’ve been with a long line of slutty woman. On the heels of my prior relationship ending, I met a girl named Christy. She’s of Greek heritage, 5’4, 115 lbs, long black hair and an absolutely unbelievable porn star type body. Big tits and a perfect ass. When I first met her at a concert, she stared at me in that way that leaves no doubt about interest. We exchanged numbers and I got in touch with her a couple of days later. We were both going to a concert a couple of days later and agreed to meet there, have a couple of drinks and enjoy the show. She showed up with a cut up, revealing t-shirt and tight jeans with holes, which showed quite a bit of skin. After a couple of hours of shooting the shit, she invited me back to her place for a drink. Read more »

When my now girlfriend was 18f she kissed a guy for the first time and lost her virginity by doing anal with a 26 year old stranger on the same night [FM]

My girlfriend was 18 at the time and she was on a post A level trip to spain with her friends (this was all before I knew her). She had been to an all girls school and had not had much contact with guys and had certainty never Dated any.

All the girls were getting on tinder to try and Pick up guys. They met some guys who had a big boat that belonged to one of their parents and my girlfriend and all her friends went out on the boat with them.

They all got really really drunk and the other girls started making out with the guys below deck while my gf was still above deck with her guy.

My girlfriend doesn’t speak much spanish so communication was at a low. But they started making out and she had No idea what she was doing but she started to feel his cock through his shorts.

He was more experienced than her and he guide her hand on his cock. Eventually he took his cock out and she started stroking it for real. She told me she was shocked by how big and hard it got. Read more »

Fields of Daisies and Clover – A Hucow Story, Part VII (Hucow, Lactation, Oral, Anal, mild mDom, Piercing, MFFFFFFFFF, Incest[M/D,S/S,GM/GS])

Howdy. This part is the “inspection” story I have been hinting at for a few episodes. I would have posted this a couple days ago, but I just felt like it was lacking. Not sure why, but I hope you folks find it to be satisfying. The next episode after this one is already about two-thirds done, and I am really happy about that part, so it might not be too long before part VIII lands.

This episode picks up immediately after the previous episode ends.

As always, I will note that all characters are 18+, all cows are human cows, all wolves are human wolves.

Thank you for reading and for your support!

Enjoy!

Fields of Daisies and Clover – A Hucow Story, Part VII

The rest of Sunday afternoon was uneventful. The cows milked, I filled them with bull juice, I made Bibi take her bull juice from Nina’s cunt and Lucy’s ass – plus all the other usual stuff.

And I fantasized about turning my mom into a cow…soon… Read more »

Always good to have a backup plan [MF]

Since my last story, I had plans on hooking up with Bobby much more. Turns out that he was hooking up with another woman on a consistent basis and it almost cost him his marriage. He is now trying to be an honest man and is not trying to get into more trouble.

Good for him, but not good for me. We were texting ever since we got back from our trip, and things were heated with us talking about what we wanted to do next time.

I was so horny and ready for it.

That leads me to my co-worker, Eddie.

Eddie and I have been texting for a while, mostly innocent stuff and a little flirting.

Eddie is married also, but he would occasionally ask me through text about my sexual experiences.

Turned out that Eddie’s wife isn’t that great in bed and he lived vicariously through my married life.

Some of our conversations would lead to him asking if I swallow cum or if I ever tried anal, etc.

Eddie felt confident asking me these questions by text, but felt uncomfortable even looking at me when we were in person. Read more »

Facedown in the Dark [CNC], [MF], [Anal]

I haven’t seen you since I was married-we both got divorced at about the same time-effectively killing much of our mutual attraction. The fact is, you’re not a very nice person, and neither am I. But. Still. 0400.
I still often wake up and imagine I hear you letting yourself in through the garage door, always minutes after my husband had left…I imagine I hear your stealthy approach, your weight on the bed, lifting the covers, and rolling me unceremoniously onto my tummy. Two pumps: squirt, squeak, of the lotion dispenser, smearing my lips, making me able to receive. To conceive (Miracle I never got pregnant. Maybe you were snipped. I don’t know).
Roughly holding my hands. You were always hard though. Always ready, always wanting more.
I remember when this particular ritual, this game, started: We were drunk and I told you I fantasized about being taken in my home by a stranger. About my long standing love of restraints, and force, and how I could make myself cum just from remembering how my neighbor would tie me and take me. So that became our kink, you indulging me, and I, you.
Oh. I just gushed a little.