It’s been a while since this story unfolded but it’s been stuck in my mind for longer than I would have ever expected, so I thought it was worth sharing with all you lovely perverts. Like most of my interesting stories, it starts with cruising online seeing what trouble I can get into, this time it was here on our favorite site Reddit is where I saw a post in the local San Fransisco R4R that caught my attention.
“I need help practicing deep-troating”
Well of course this grabbed my attention and I reached out offering to give a willing part to practice on and within 20 minutes I got a response back. Everything was moving along nicely when I get asked for my photo and that long pause waiting for the other person to respond sets in. Right as I start to write it off as they’re not interested and go about my evening, That chat Icon pops up with a photo of an adorable nymph of a woman. 5 foot nothing, petite with a short mop of curly hair and a great pair of tits. Anyone who sends a topless mirror selfie wins a gold star from me! What brought it over the edge was the second clip trying her hardest to stick a dildo in her mouth and the loudest gagging that came with it. She was in desperate need of training and I made time that evening to give her a good workout. If I knew then what I know now, I would have never left her apartment and would be living in hedonistic bliss to this day.
The sun sets and a beautiful rainy night sets in as I make my way through the city towards the outer sunset, exchanging flirtatious messages and building that sexual tension I love so much. Finally, arriving I let her know I’m down the block, now she was going to meet me in front as to make sure I’m the healthy kind of weirdo and who I actually said I was. As I’m waiting, I see someone who fits the photo’s slowly approaches my direction and a tense moment fills the air, she is really small and I have broad shoulders and 6ft tall so in the dark and meeting a complete stranger it can come off as treating. A street light breaks the tension as we both approach and introduce another. Kate looks exactly as the photos show, big eyes, adorable smile and very punk rock vibes everything I could hope for and more. Her petite frame is covered by a large jacket and moves in for a greeting hug that lasts a moment longer than normal and with that all that tension melts away and we go upstairs to her apartment.
A surprisingly big and warm place opens up and I make my way in to get my coat off and get comfortable. I turn back to ask about her place when her jacket comes off showing nothing underneath but her beautiful pale complexion, a clean crop of pubic hair and the most devious grin I’ve ever seen in person. As she struts over I drink her all in and quickly discover how much of a sub she can be, while I take her cheek in my hands, her mouth opens wide and her tongue drops out while my thumb pushes in. Not even a moment later, Kate drops down and pulls my cock out ready to start, her lips wrap around my tip as I start to get harder in her mouth. While I’m not the biggest cock of the walk mind you I am a bit above average in both length and girth which usually works perfectly for my partners, this was not the case. I probably got a few inches into her mouth when her gag reflex kicked in heavily. Not discouraged I slowly pull out and try again. Coughing and gagging again, Kate chimes in that she has never been able to suck cock because of how sensitive her throat is and any deeper she’ll get sick.
While I was expecting some level of resistance coming from the initial post, this was far worse than I could have imagined. Again we keep trying to limited success, so after maybe 15 minutes we take a break and hydrate as she ended up covering her tits in a large amount of spit. This is when I catch eye of her Hitachi on the bedside table and she lights up with an idea. Not to let this sexy energy go to waste she shows it off and pulls up a video she had taken riding the edge of her bed while sliding up and down the head of the Hitachi. Inspired, I pull her to the edge of her bed and begin clicking it on higher and higher while roaming the inside of her thighs inching closer to her swollen pussy.Thinking I was being clever, I start to wander further away trying to tease she chimes in again saying it won’t work too well because of the meds she’s on makes it hard for her to orgasm, while I’m disappointed with the news I appreciate the open communication with any partners to what does and doesn’t work for them. Well, I guess while the thought of what I could do next was bouncing around my eyes fixated on her tits sparkling with drool she pulled out the other surprises for the night.
A long silver chain with the perfect size clamps dangled in her hand completely dwarfed but the 10 inch pink dildo from the video before. All brought together with a shiny metal plug between her fingers.
She smiled that big smile “I like to use these.”
Without a moment of hesitation I took everything from her hand, rolled up my sleeves and began applying my new tools to my new toy. I pulled Kate forward and flipped her to the side, her instincts kicked in as she reached for the bottle of lube and pulled her ass open wide. I slid the plug right in while she did a sexy giggle and pressed the end gently into place. She began to slowly grind into her bed while eagerly waiting for what I was going to do next. The chain slid between my fingers while I moved in close and began to slowly kiss and bite her nipples in preparation for the tight clips. A soft moan came out once more after placing a clip on each of her firm nipples while her hips kept up the pace with my fingers teasing the edge of her lips and becoming increasingly wet. I lean in to get as close as possible without touching, nothing more than a breath away when Kate locks onto my lips and begins to kiss me with all the passion her body is built. My hand runs through the tangled curls and pull her down with her legs spread wide apart. Our tongues fight one another trying to matinee control the sexual control, my fingers slide inside of her soaked pussy making her lose any bit of sexual dominance she thought she had.
Time flies by while this naked beauty is completely wrapped around my fingers, and the echoes of her wet pussy fill the room while she sings praises about my skill reading her body. The thought still sits in the back of my mind about her inability to orgasm and this turn into a pure drive of will on my part, I will make this happen for her no matter what it takes. I take my wet fingers and slide them in her mouth trying to get as far in her throat as possible, mixing everything together to cover my hand. Without warning, I flip her over and pull out her plug using the extra lube to cover the end of her toy and press it deep in her guts. The chatter gets more sparse with the only thing that is understandable is “Go harder”, I do just that and start really pushing my fingers deeper and sliding that dildo in and out of her ass.
Her face buried in the bed, ass proudly in the air while I alternate my arms with a fantastic rhythm in and out of her pussy and asshole. I’m a man on a mission, giving all my energy to my upper body to maintain this force and sexual deviancy. Time and effort finally catch up and my wrist is tight and forearms far too tense, Kate falls to the side with a glow of sweat about her. Close but not quite. I’m now the one catching my breath and slowly realizing I might not be able to pull this off, I change the mindset and go with having as much fun as possible with this sexy girl. With a swift motion, I slide her dildo to the base and flip her over securing the toy deep inside of her. Throughout all the excitement the clamps and slid off which was a blessing as I got to once again caress and prep her tits for the silver chain. After putting her in position and finishing the application of the clamps, my finger slid down the chain slowly pulling down with more and more force, leading her forward by her chained nipples.
I guided her back to the edge of the bed with everything on her body fully applied tightly with legs wide open and her feet barely touched the ground, the power clicks on as I brought the Hitachi to life and directly onto her pussy. She chimes in again that it’s her favorite and most used toy, I click one more power notch up. I watch her skin flush from all the excitement as the room fills with the sound of the vibrator buzzing away and her panting mixed with giggling. Another click and the power is almost at its maximum while I rub the head up and down between her clit and wet pussy. More comments on my technique and how good everything feels, while she’s talking I take my finger again and bounce it on the chain getting a gasp out of her. While pressing down on the clamps, I twirl the center of the chain around my finger making a small loop. Then I do it again and again all the while the Hitachi buzzes relentlessly pressed practically inside her pussy attacking her G-spot.
There is a sudden shift in the air, one moment it’s a fun lighthearted sexual escapade then a strong primal energy begins to fill the room. I pull once again and get a deeper moan I wasn’t expecting, I hit the wall and began to climb over. I pushed the vibrating head up as her hips rocked back and forth with each pull of the chain. She is completely silent as her body screams out in pleasure as her legs tense and lock open, without warning to either of us her body begins to quake as her pussy squirts a thin stream against my legs.
The clamps pull right off as she pulls me into the bed and wrestles my boxers away and furiously jacks my dick into her mouth. At this point, the sexual energy is overwhelming as I feel the slickness of her mouth over my cock in a desperate need for my cum. Her tongue licks all across my tip while she practically pulls my dick from my body with every motion, I pull her head down and yell I’m about to cum. My cock pulses a hard stream of cum down her throat while she’s gagging on the force I put her under and slime slides down my cock and without pause her mouth wraps around the side to take it all in. The hot air sticks to my skin as I slowly recover laying aside another and the devious smile peeks from the bed sheets.
We get ourselves together and clean up before I realized 2 hours had flown by and I was late for a dinner. As I rehydrate, we give another long and great hug goodbye before I leave. This has been by far the most exciting and fantastic meeting I’ve gotten to experience. To answer the inevitable question of why we’re not still hooking up, it’s a combination of my poor then emotional state, an overbearing work schedule and family loss. Maybe it’ll work out now that I wrote this all out, maybe a pt. 2 is in the future!
Source: reddit.com/r/gonewildstories/comments/12ktu33/mf_a_wild_night_with_a_redditor