Reluctant Archives — Page 4 of 168 — NSFW story

The Babysitter [Mf] [Age Gap] [Cheating]

I should have closed the door.

I knew it from the moment it swung open and I was immediately ensnared with a vice-like grip by the beauty on the other side. I knew for the sake of my marriage, my family and my reputation that I should have shut that damn door.

But I didn’t.

And you know, it’s true that my marriage was failing. It’s true that I was lonely and craving a woman’s touch. It’s true that I was almost forty and wanted little more than to feel ten years younger. But none of that really mattered because even if none of it was true, I just really wanted to take a bite of the forbidden fruit.

Her name was Ava and she was exceptionally beautiful.

She had gorgeous, vibrant, fiery hair that flowed like lava from her scalp to her waist. The bright sea of orange waves and the sparkle of green in her eyes stood out against the backdrop of the creamy, whiteness of her porcelain skin.

I was enamored with her from the second I saw her smiling back at me. Her soft, pink lips stretched across her face forming dimples in her freckled cheeks. Read more »

The most epic pegging fail… Shit happens [FM]

I’m always fascinated at how y’all respond when I write about pegging because they tend to be popular stories. My theory is that A LOT of y’all have pegging fantasies you’re reluctant to voice, so let me start by saying that pegging (any ass play generally) is fucking awesome. If you’re curious and with a consenting partner, try it. I truly feel bad at how many men are afraid to voice this because I think it’s wrapped up in unhealthy stigmas that shouldn’t exist.

I’ve been so reluctant to write this story out of fear it might dissuade some curious readers, but I also like to take moments to use this account to discuss some of the more “real” intimate parts of sex. It’s not always seamless.

Plus… This story is pretty fucking funny.

I’ve been lucky with ass play generally because I first experimented with a bisexual man. He was very into prep, communication, and general tenderness. The first time I pegged him I immediately understood the appeal. He came so hard his body started convulsing.

It prolongs ejaculation and stimulates a lot of nerve endings. It was super fun to give someone pleasure that way. Read more »

[FF]This happened 5 years ago, my roommate (20) , dressed me (18) up like a beautiful “doll” and taught me how to eat a pussy.

Before I start, I wanted to give a mental image of my personality or appearance back then. I was asexual and tomboyish. I’m tall-ish and I was athletic back then, I was into horseriding and basketball, never been in a relationship, never was attracted to anyone, I had a very short hair (buzz cut). While, my roommate was very feminine and beautiful, curves at right places, had a long burgundy dyed hair and brown eyes.

I was not very close to my roommate, until one Saturday evening, she came back to the room after a long day shopping, but still had energy to try her new outfits. She insisted me to take photos, I was also tired and resting. I was kinda annoyed, but I was the kind of person, who had a hard time saying “no”, so I agreed to take her pictures.

She got happy with my photos and insisted me to try her clothes too, I was very reluctant, but she insisted “try something new”. I was not so comfortable, because they were feminine, on top of it, kinda revealing, not something I’m used to, I like wearing “modest” clothes. Read more »

The Dancer, Part Fourteen [F19/F18] [Dub-con] [Exhibitionism] [Reluctant Lesbianism]

**PART FOURTEEN**

Zoey wasn’t making it easy.

Since we were right up against each other, the only way down to her waist would be putting my face right into her cleavage on the way down. But what choice did I have? We were running out of time. And, with the way Zoey was sensually holding me close by the sides of my breasts, I couldn’t simply step back to get the job done. Cringing at how it was going to look for the audience who all were under the impression that I liked girls, I placed my hands on the young blonde’s hips and began lowering myself along with her shorts.

Sure enough, she decided to ‘help.’ Abandoning my boobs in order to guide me along, Zoey pulled my head forward and simultaneously jutted out her chest. Now that she was just in a bra, I ended up buried in her cleavage and blushing up a storm until she loosened her grip. I’m sure it was hot for the boys who enjoyed watching two girls doing such things, but it didn’t do anything for me. And, instead of squirming in discomfort, I had to do the counterintuitive thing and keep the show going. Slightly rolling my hips and making a show of grazing my lips against the exposed part of her breasts, I continued doing whatever it took to lean into the nightmare these girls had concocted for me. Anything to rip off the bandaid and get the whole thing over and done with. Read more »

An unexpected gangbang [33f/44m/30m/33m][cheating]

An unexpected gangbang [33f/44m/30m/33m][cheating]

It was a warm sunny day and I was heading to the garage to get the car checked out. I had not long been driving before I spotted a familiar figure walking along on the pavement. I checked my mirror before slowing to check them out, yes it was Catherine, one of my wife’s friends, she was carrying a couple of bags, so I pulled over. I pressed the button to open the passenger window and called over to her. She had headphones in so it took a couple of calls and a honk on the horn but eventually she stopped and walked over to the car. I was not in a rush to get to the garage as I had planned a drive first to let the car run so I offered her a lift. It was the gentlemanly thing to do considering she had her hands full. She was reluctant at first, afraid to be seen with me, but the heavy bags and potentially long walk meant she gave in. Opening the back door she put her bags in, pushed them over to behind me and hopped in the back. She was always a little reluctant to be seen with me as we both knew there was an attraction and were afraid it would show. I asked her where she was off to and she responded with an address a bit further out of town. It was only a few minutes in the car but a lot longer by foot. I took it upon myself to take the scenic route just to keep her in the car a little longer, she either didn’t notice or mind. We made small talk and I asked her what was in the bags. She explained she was taking clothes to a friend’s house because her kids had outgrown them. Unfortunately, despite the detour, the journey was over far too quick. We stopped in the road, Catherine grabbed her bags, opened the door and we said our goodbyes. Read more »

Busting Her Ass (coercion, anal plug, extreme, schoolgirl)

*All characters in this story are 18+*

A main character holding on to the edge of a cliff, his strength waning exponentially every passing second with only a pinkie left on his grip. That was how Melody’s anus felt after a long school day.

Walking was almost as painful as sitting, especially in a hurry. The hallway deserted, she allowed herself to use the unseemly crouched saunter she had perfected over many months. Like a zombie who died because it couldn’t get to a bathroom in time, Melody shambled between the rows of lockers, all senses on alert, a hand up the back of her outrageously short skirt, another holding the liquid content of her tender navel bump steady. She was not heading for the bathroom, though; that was a lie she told the teacher to ditch class before the bell. He did not ask any questions; not even ‘can’t you wait ten minutes?’ She felt that is what he would have told anyone else, but teachers had been given her special treatment lately. Read more »

[MF] She went from not knowing what I looked like to begging for my cum – in one night

(Skip to ————————— for sexy time)

When I was single I stayed pretty active on Tinder, lining up as many dates as I could in a week. Sometimes it would just be for coffee or drinks, other times it would be at her place or mine.

Anyway, I matched with this girl and we texted for a week or two in the app and exchanged numbers, but no pictures were shared. After texting for a while on a weekend I asked what she was up to and if she wanted to hang out. She said she had some friends over watching tv, but they were probably leaving soon.

Here is where I got bold. I offered to come over after her friends left and we could watch something together and get to meet each other in person. She seemed reluctant, given that we hadn’t sent anything outside of the app and for all she knew I could be a totally different person. As I was wondering if I’d made a mistake by suggesting coming over, my phone suddenly started ringing. It’s a facetime call. Read more »

My Grandmother’s Diaries (1895-6) [FF][Toys]

Part 3:

From my Grandmother’s diaries
1895-96 October to January

The weather has turned, there is a new heat, dry. The north wind blows and brings heat with it, something I am definitely not used to. The ground cover is already looking a little brown after the rush of growth over the cooler months. Magpies here are a little different than they are at home, or in China. Black and white they have a different pattern than our birds and they have a warble song that can be quite beautiful. The trouble is they are also very territorial when nesting.

I did take my painting things out to the bush and immediately fell prey to a swooping bird. I was lucky in that I was wearing a broad brimmed hat, if I hadn’t been, I suspect the bird would have had a chunk of my hair in their nest. I moved away very quickly but the monster kept coming at me. I had no idea this would happen, so was taken completely by surprise. Eventually, I was far enough away from its nest that it gave up. I did ask about this from my neighbour, Rose when I got home again and she told me it was normal this time of year. My first encounter with real wild life in the colony. Read more »

[MF] My first Experience with Craigslist Casual Encounters

This was way back when Cragislist Casual Encounters was a thing, and I was really reluctant to look for sex on the internet, so I started slow. It was a post inviting a woman to come and watch me masturbate. It had always been a fantasy of mine and just thought that was a low key, easy way to start.

To my surprise, I received a response that same night from a woman named April. We chatted back and forth several times and set something up at my apartment the next evening. She had shared a picture of herself and I thought she was average, but had some nice big breasts. Most of all, she seemed very eager and turned on at the idea of watching me.

We had set a time for her to come over, and I had started masturbating and edging a while before that so I would be really horny and turned on by the time she rang my doorbell. Read more »