Ruby Part 2: Ruby and the Nurse

Ruby wandered the caves, her psyche weak, but fighting back against the orgasmic suggestions of the slime girl that had just invaded her mind. She found herself in a dark cavernous room, and she tried to adjust her eyes to the dim light. As she searched the room for exits, she felt a sudden piercing pain in her neck. Before she could react, the dizziness set in, and she collapsed to the ground.

She had no idea how long she had been unconscious, but when she awoke, she was in an open area of the caves. The room she woke up in was brighter than the rest, and there were medical instruments on metal tables. Ruby’s vision was hazy and she felt as though the room was spinning around her. She was laying on the hard, cold floor, and when she tried to steady herself enough to sit up, she noticed a woman standing in front of her.

“Well well well, look who is finally awake.” The woman’s voice was gentle but commanding, and she knelt down at Ruby’s side. “Careful now, love. No need to try to stand up, you will be quite weak for a good while now.”

Her [F]irst time with [M]y cock in her ass

First post on here, hope you enjoy.

Just a little bit about us, Jenn is 5 ft 5 with light brown hair, 36DD tits and a round ass that fills out jeans perfectly. I am 6 ft 3 with a shaved head, beard, average build, average cock. This story happened last Saturday night.

Jenn texted me and told me she was very horny and wanted to come over. So I went to pick her up. Earlier in the week we had been discussing her needing to have a discreet but powerful vibrator to take on vacations and have in the car, just in case she needed some relief on her commute. I remembered that I bought her a smaller vibrating butt plug and we had never used it. I wanted her to try it out as a vibrator, so I brought it with me to pick her up. Once she got in my car I handed her the plug and asked if she thought this would work. She immediately began rubbing it on your pussy over her leggings, she was enjoying herself. I used the opportunity to lift up her shirt and bra, exposing her tits. I was playing with her left nipple and she was loving it. She was rubbing the vibrating plug on her clit and was soaking her panties. We finally arrived at my house.

Descent 03: Amy Goes Shopping [FF] [MF] [light exhibitionism] [changing room]

*The continuing story of Josh & Amy as their slutty housekeeper takes them further into depravity. Check out “Descent 01: A House Corrupted” and “Descent 02: A Draining Day at Work” for previous versions.*

Josh couldn’t believe the sensations coursing through his body. He looked up at the unbelievable woman seated on his cock. Although she wasn’t moving, it felt like she was massaging his cock and sucking on the head at the same time.

“Do you like the pleasures I give you?” she asked, her voice a cross between a hiss and a purr.

Josh nodded dumbly, words unavailable as his orgasm quickly approached.

Suddenly her eyes changed to a green color and she grinned wickedly, “Cum for me mortal. Give me your seed.”

His cock locked deep inside by the incredible liquid suction of her pussy, Josh tried to pull away in horror – and woke up to find Allie’s mouth locked around his cock. “Nggggg,” he groaned as his cock exploded into her mouth, while she hungrily swallowed spurt after after spurt of hot cum. “Oh my fucking god Allie. You are unbelievable.”

“Mmmmmm. Good morning lover. I just couldn’t keep away from that luscious cock of yours.”

[MF] The Will and Amy Chronicles – Chapter 1 – Internet Stranger

So, the next few stories will involve trysts that have occurred over the past couple of months. These took place with genuinely the most beautiful woman I have ever cast my gaze upon, in real life or in the world of celebrities. These stories were originally to be released as a collaborative effort giving the reader both perspectives, but I don’t foresee that ever happening. So I shall endeavour to write them myself and will do my utmost to give you a balanced account of events.

As usual there will be some back story, some set up and these probably won’t be as graphic as my last stories. Advanced warning, I probably won’t come across well in them either. But I hope that somehow that honesty will aid you in understanding that these are pretty accurate portrayals. I’m also fairly certain that writing these will be quite painful for me but hoping that in some way they will be cathartic too.

Heartwood Academy – Earning a ‘P’ In Pleasure [FFuta] [Fingering] [Schoolgirl][series?]

If you’d support making this a series, please tell me! Feedback needed!

“These grades simply won’t do Ms. Grey.”

I watched the words flow from her lips like silk as she sat behind her mahogany desk. Headmistress Fox’s office was the last place you wanted to be on Friday afternoon, especially after the kind of week I’d had. In front of me were my semester grades, and next to each class was a red letter ‘F’ that jumped off the page and tried to slap me in the face. That is, every class except for one.

“Ms. Grey these grades are nearly bounds for expelling you. You’ve somehow managed to fail almost every class here at the academy, and I’ve been struggling to find a reason to keep you here.”

“Headmistress I promise I’ll do better I just-“

“Silence.”

Innocent conversation leads to some parking lot antics [cheating][public][MFM]

Hello all. First let me apologize because the tag is probably incorrect, it was MFM then MMF and then who the f knows.

Let me say that when I travel for business I have only two rules from my wife, don’t get someone pregnant, don’t bring anything home, don’t talk about it. This goes both ways for her when I’m gone. So here I am telling you…

Was traveling for stuffed shirt boring meetings and took a quick smoke break to get away from corporate dick shaking. Ran into a girl that works for a company in the same building, not for us. She was super cute, laid back and had amazing eyes. Not a knockout or anything, just fun to talk to and sexy in her own way. We both ended up taking a lot of extra time just shooting the shit. She did however notice the wedding ring and later I learned was constrained in what she was going to suggest at the time.

[MMF] My first bisexual experience with Lisa and Rob

This story may end up being a little disjointed because it happened a long time ago, but I wanted to recount my first experience where I discovered I was bisexual.

I was on a business trip down to Florida and bored in my hotel room. I was married at the time, and bored out of my mind, so my business trips often ended up with me looking around online for some encounters. I found Lisa on yahoo messenger back when you could easily search profiles, and I started chatting with her. She was married and in an open relationship. They liked meeting and fucking new people and sharing the experience with each other and of course they also liked to play as a couple.

At this point, I was interested in getting any kind of female interaction available because I was drawing quite the blank on my searching, and Lisa was the closest I came to a hit. I was in the air force at the time, and in decent shape, so she warned me she was a bigger girl, and I was ok with that. So we made the arrangements, and there was a little trepidation in my voice when she told me her husband will be there, but he’ll leave us alone if we go to play. Whatever, I said…it could be fun either way, and worse case scenario, we hang out and just be friends for the evening. If I had only known…

Ice and Monkey business

Last night was a lot of fun. This morning we finalized some rules you picked a safe word “Monkey” and are ready to experiment and have some new sensations.

We start kissing, your tongue goes into my mouth, I push it back with my tongue. As our tongues battle I unbotton and unzip your jeans. I pull them down with my hands then foot and hold them against the ground. I tap you on the hip and you understand and step out of them one foot at a time.
I kick the jeans to the side of the room.
I pull my face away from and whisper in your ear.
“Get on your knees.”
While you lower to your knees i pull of your shirt over your head.

You unbuckle my pants pull down my underwear grab my blood engorged erect cock, fondle my testicles and start licking sucking the head of my penis. I reach down into your bra softly swirling around your areola. Then squeezing the entire breast pulling out from chest to pinching and twisting your left nipple until it is very hard and swollen. I pull your breasts out of the bra as i pull my arm around to your back.

On Demand [Mf][D/s][Denial]

It had been a long day and you were looking forward to getting home and relaxing in a nice bath. Thursdays were always odd ones, and this one had pushed you to your limits. The moment you walked in the door you dumped your bag and coat, slipped off your bra, and sighed, trudging up the stairs to start running the bath. As the warm perfumed steam filled the room you pulled off your blouse and skirt, catching a glimpse of your chest in the mirror; “Sir’s Plaything” clearly visible across your bra line – a daily reminder.

Just as you bend over to check the water temperature you hear your phone downstairs. Any other ringtone and you’d have ignored it, but not that one. Stopping the taps you sprint downstairs, not wanting to keep him waiting any longer than absolutely necessary. “10 minutes” is all the message reads.

*Shit!*. While you are, of course, available for his use any time, visits are unusual on weekdays. You don’t have time to do more than prepare yourself, hurrying to fetch the leather collar, plug, blindfold, and clamps. 7 minutes later you’re kneeling in the front hall, the door unlocked, just waiting for his arrival.

[MF] My 3rd (and unfortunately final) date with Natalie. (Very Long)

For a bit of backstory here’s a link to my previous post about the first two dates with Natalie:

[https://www.reddit.com/r/gonewildstories/comments/dieefl/mf_first_post_my_first_2_dates_with_natalie_long/](https://www.reddit.com/r/gonewildstories/comments/dieefl/mf_first_post_my_first_2_dates_with_natalie_long/)

As per usual I will try to provide a bit of setup, but if you want to skip to the sex then head on down to the asterisks.

Natalie and I were both invited to go out for dinner with some old friends. We spoke and said we’d go together as a pseudo 3rd date. I was incredibly nervous going, as I have a tendency to over analyse every situation. Our friends knew we’d been on at least one date but wasn’t sure if they knew about the second one. We had been messaging non-stop since the second date and it had all been very steamy. However I didn’t know if, in front of people, she would want me to be a touch more aloof. I arrived at Natalie’s apartment to pick her up. I think she must have sensed my nerves, or been rather nervous herself, and as we walked to my car she took my hand and pulled me in for a kiss. Her lips felt incredible pressed against me firmly and as her tongue caressed mine all of my nerves disappeared.