[M] First bondage experience

Since you guys like my last two stories I’ll share a recent one, same girl from the first story I posted. This one could get a little lengthy since the details are still fresh in my head.

I just recently became single again after a short stint with a girl I met on a dating app. She was nice but we didn’t really click.

Two weekends ago I was home alone on a Saturday night, I decided to text my old hook up, we can call her Jenna. I hadn’t talked to Jenna since I started seeing the dating app girl, and pretty sure Jenna was seeing someone casually (would post a guy in her snapchat and instagram stories occasionally). I thought ‘What the hell? I’ll give this a shot.’

I texted her “Hey what are you doing tonight?” and we started chatting for a little bit. Turns out she was out having a few drinks with her friends. I could tell she was feeling frisky because she started saying how she was bored and sending the winky face emoji here and there (what a time to be alive…) I told her I was having a little whiskey at my place (I wasn’t drinking yet but didn’t want her to feel weird if she was and I wasn’t) and that she should come over for a night cap. I poured myself a glass of my best whiskey over ice (cheap whiskey lol).

The Babysitter/Dungeon Master 10: The Restless Barbarian[Fmmm][Ageplay][Dungeons and Dragons]

Hey guys! Chapter 10 incoming! Thanks so much for continuing to read, glad to have this installment out to you guys without too much of a wait! As always, if you enjoy leave a comment or feel free to send me a message. Until next time! *(This work is entirely fictional, as are the characters portrayed in it.)*

———–

# The Babysitter/Dungeon Master 10: The Restless Barbarian

(Michael)

The night that Amy dropped the bomb on us… that she knew about our secret drive… changed everything. I didn’t have the time or precious mental attention to process why as she said she was going to bed. I watched her scamper off upstairs, and then looked back to my phone screen. The picture that was just taken a moment ago was still full screen. I wasn’t sure how it even happened, she made this… face… and then suddenly the top of her shirt was around her waist. It had to be an accident based on how red her cheeks were, she definitely seemed a bit embarrassed. Regardless…

It Was. Glorious.

[MFF] – My Repressed Catholic Girlfriend, her best friend and a sex game

I’ve written multiple stories about my girlfriend (now wife) so if you need more context and background, see any of my other posts in this subreddit. To recap the main points; Chelsea was raised in an ultra-strict household, typical hellion rebellious teenager, she remained a virgin in the front for years by partaking in anal sex among other things by her college boyfriend. She had a competition show-horse where she worked at the stables to help pay for the rent and feed. Had a best friend in a fellow co-worker at the stables named Lynsi. They were inseparable and whom she confided her darkest secrets with and vice-versa. Her friend had to get another job out of town and eventually they grew apart because of life but mostly it was the psycho boyfriend Lynsi started seeing. That’s the short-short version.

Tying up [M]y girl[F]riend for the first time and taking her anal virginity as well!

Even though my [2nd story](https://www.reddit.com/r/gonewildstories/comments/cczov3/using_the_magic_wand_on_my_coworker_girlfriend) wasn’t as popular as the first I still love sharing my stories with Stella.

This all takes place about 2-ish weeks after the second installment of our sexcapades, we both finish up both our semesters and Stella is about to head back home for Christmas out of state. Decide to throw one last hoorah before she goes back home for break. I decide to cook up something nice for the both of us. I decide to whip up some steak sandwiches with some garlic fries it celebrate our accomplishments these past months.

Stella arrived late afternoon at my place with her bags already packed and after our dinner we spent the entire night getting crossfaded on wine and dabs goofing around with each other watching bad movies and having non-stop sex. By the time we fell asleep that night we had pretty much stained my entire bed with her juices, I had to switch it out with a spare blanket so we’d have a fresh one to keep warm on this winter night. Our original intention was for Stella to leave mid morning but by the time we woke up we discovered there had been a full on snowstorm that night. Every car in my apartment lot (mine and hers included) we all covered in snow, you literally couldn’t tell which one was yours.

The Babysitter/Dungeon Master 9: The Oath of Devotion and Bondage[Fmmm][Ageplay][Dungeons and Dragons]

Hey guys! As always, sorry these aren’t coming out quicker! Also sorry if I haven’t been able to message anyone back in a couple of weeks, it’s been hectic irl. In case anyone is at this point unaware, these stories and characters are **completely fictional**. Thanks again for those who have been reading, I hope you enjoy! If you do, feel free leave me a comment or send me an orange envelope!

———–

# The Babysitter/Dungeon Master 9: The Oath of Devotion and Bondage

(Amy)

My lips curled considering, as I checked myself out in my bedroom mirror. I stood close to the mirror as I examined my tank top, pop music playing in the background. It took me a while to find this *specific* white tank top, it was buried in my closet. I washed it, and threw it on to see if it still had the same problem it had before. The neck of the shirt was cut low and wide, probably made for a woman with bigger breasts. Mine weren’t small, but nevertheless, the tank top held them awkwardly. I twisted my shoulders a bit, and casually bent forward. Without a bra on, bending forward revealed my breasts perkily hanging there. And if I leaned forward enough… you could basically see everything. I stood back up, and carefully placed the straps of the tank top on the edge of my shoulders. With my arms down, I gently gripped the bottom of the tank top and held it. With a deliberate shrug of my shoulders, and a tug to the bottom of my tank top, it slid down exposing my breasts entirely. I smiled, and decided this would work for the first game night of our summer alone together. I threw on a rather simple black skirt, and let my hair down.

I did tell her to be dominant. [FM] [Msub/Fdom] [bd] [reluc/nc] [preg]

She clambered on top of me, rubbing at herself. Every bit of slickness was audible, she was absolutely sopping wet. Grasping my shaft, checking the rubber sheathe we have to use, she strokes me gently before lining up her two hands. Slotting my tip to herself, a quiet gasp escaping her throat, she looks up and I lock eyes.

With the simplest twist, her hips slide out and her passage swallows me whole. Tugging at my restraints I try to meet her. A hand brushes my hair, a cool, matronly look crosses her eyes and her finger shushes me gently. Buried deep inside her, I feel myself swell even further.

Hands on my chest, she lifts herself up my cock and lazily falls back down. The gasps have already grown into low moans, deep from her chest. She closes her eyes as she feels out the rhythm. By instinct some leather straps cant fully inhibit, I try to meet every movement with a thrust, she may have learned a little too well, I have no control like this.

An older woman gives [M]e a lesson.

How a dominant older woman broke down all my sexual boundaries.

As a 35yo with almost no sexual limits I can’t thank this woman enough. But as a inexperienced early 20 something year old it was quite the shock.

I was just out of a long term high school relationship and had only slept with 2 women. One was a one night stand, the other a long term girlfriend who was just as inexperienced as I was. We would give each other oral but we didn’t like to kiss afterwards.

We were pretty open to trying out positions but for the most of it we were rather vanilla. We had a lot of things we wouldn’t do and a few thinks we’d only half try and never pursue like butt stuff, bondage or spanking. We’d occasionally get into a bit of playing in public but mostly from outside the cloths. We did have a lot of sex so I thought we were pretty hardcore.

After about 6 months of being single and having very little luck with picking up women. Mostly due to no confidence and no idea how to talk to strangers especially women. I met the woman that would pretty much change my life for the better.

Tied together by a friend [MF][First time][Voyeur][Bondage]

They were bound together, naked, tight straps behind each of his knees looped around her calves. Her firm breasts were pressed against his chest by the weight of her youthful body atop his. Their hands were tied – his pulled into the small of her back by the cord that held her down. Her arms were pulled out and upward, fastened securely to the upper bedposts, just at the edge of being uncomfortably taut. His ankles were bound to the lower bedposts. Between them, there was no escape.

He shifted, testing his mobility, fighting the tingle in his loins that preceded a coming erection. That would be the worst thing right now. They had discussed sex a few times since starting college, but were both saving themselves for marriage. They weren’t unhappy making out, fondling – as long as that line remained uncrossed. That was before the party last night, and the sedative quietly slipped into their drinks by their supposed friends. Now whoever had done this leaned in close to them, stroked his girlfriend’s hair, and whispered, “have fun you two…” Then she checked their gags once more before closing the door behind herself with a click.

Gay Bondage Surprise 3[gay][reluctant][hot tub]

I laid in bed for hours after that intense day. I looked up at the ceiling and went over what had happened over and over, remembering the last words that Myles had said to me.

“Let me know if you ever want some more. Or better yet, have a taste of your own.”

I couldn’t get my mind off of his mouth, his technique, and how eager he was. There was something so wrong with everything that had happened. I knew I wasn’t gay, I just knew it. I couldn’t be. I had been with so many women in my life, I had had a handful of serious girlfriends and dozens of flings and one night stands that were incredible. Tall, leggy blondes with pouty lips and a massive chest, petite brunettes with perky tits, pale redheads with curves, I had had them all. But, as I went over all my sexual encounters in my mind, I realized something disturbing. None of them sucked cock like Myles did.

My [F]irst BDSM Scene Happened in [M]anhattan

Scroll to the …… for the light play. Scroll to the ***** for the good shit.
I met Sir on Reddit. We’d been chatting a few months on a messenger app. Finally, A rainy Tuesday morning in June, we met. I walked down the front steps of my apartment in the West Village and spotted him immediately. I’m certain I had a stupid smile on my face the entire walk toward him. Once I got to him, we hugged, and he gave me a peck on the cheek. We decided to head to breakfast to make sure we were both comfortable with proceeding after meeting in person. We ordered and chatted about superficial things. I can’t recall a single topic we broached. I already knew I wanted him to fuck me. We paid and headed back to the apartment so that he could drop his bag. We planned to go to a few museums during the day and to drinks & dinner that evening before we’d begin a scene. Sir is quite into toying with arousal and subsequently, denial.

………………………………………..