[MT] My first time with a transwoman, part 2

If you haven’t read [part 1](https://www.reddit.com/r/gonewildstories/comments/8zxq39/mt_my_first_time_with_a_transwoman/) of this story, I encourage you to go do that now. To those of you that have read the first part and encouraged me to write this, I’m not sure it lives up to the first part but here it is all the same.

As I feel my energy returning, I start to plant kisses on her skin. I make my way down to one of her nipples and take it in my mouth. I suckle on it and flick my tongue across it. She moans in response. I gently bite it and she yelps. “Bad boy!” She playfully swats me on the head.

The fire has started to die down and will be nothing but smoldering embers shortly. I test my legs to see if they’ll hold my weight again. They seem to be back to normal and so I stand up. I offer an outstretched hand to the vixen kneeling on the deck and help her up. Continuing to hold her hand, I start to walk to the sliding glass door to take the party inside. She doesn’t follow me. I turn around and she says she wants to stay out here under the stars. I shrug, close the distance between us, and begin kissing her. By the time we break the kiss, we’re both a little out of breath. She wraps her delicate fingers around my cock, starts slowly stroking it, and says, “My turn?” I nod and she squeals a little bit. She goes over to her bag, pulls out a bottle of lube, hands it to me, and then goes over to the railing of the deck. Read more »

Holiday Mode [MF]

It’s been some time since Sara and I have seen each other.

We meet up as often as we can, but we’re separated by great distances, so every so often our holiday periods coincide, and we make the most of it. We managed to land two weeks in the middle of the year, and so we’re off gallivanting. I’d say there’s a few stories on the way from this particular sojourn.

We always choose somewhere in Asia, as it’s a nice halfway point, and our money goes pretty far when it comes to staying at interesting places. For the last three days, we’ve holed up in a little boutique hotel. Top floor, and there’s no other rooms around, so it makes for some quality catch up time.

Sara works in a fairly stress heavy environment. Lots of early mornings, late nights, and rare weekends kind of job. Terribly responsible at a high level, and so when holiday time rolls around, she prefers to embrace the lazy side. When she does have moments free from work, when at home, she focuses her leftover attention and energy into the gym. Which, well, suits me just fine, as cuts herself a fine figure. Feminine through and through, and an ass I can worship in the confines of a luxury hotel room. Read more »

Being watched from the window [MF]

The other night, around midnight, my boyfriend and I went outside to smoke a cigarette. We’d been drinking and teasing each other all night long.
From our third-floor apartment patio, we could see one of our neighbors had his blinds open. We made jokes about whether or not he was looking outside and I leaned up against the balcony railing to smoke. After I flicked my cigarette to the ground, I was about to turn around and go inside, when my boyfriend came up behind me. He slid his hand up my waist, and under the crop top I was wearing to carress my tits and pull on my hard nipples. I asked him what he was doing, and he responded by grinding his hard cock against my ass. I told him that someone might see, and as he said “I know”, he also pulled down my leggings, bent me over, and slid his cock in my already soaked pussy. It was incredibly difficult to keep from moaning. Below us, I could see a man walking his dog, and our neighbor with his blinds open. Both seemed oblivious.
My boyfriend continued pounding into me, and I was gripping the railing with white knuckles to keep quiet, his hands pulling on my dyed red hair. At some point, I heard him growl “look up”. Following his instruction, I saw the dog walker was completely gone…. but our neighbor no longer sat at a desk in his room. Instead, he was standing at the window, eyes fixed on us, stroking his hard cock while he watched us fucking. Upon seeing this, I came so hard that I could feel it dripping down my shaking legs, and my boyfriend shortly after, filling me up with his hot load.
That neighbor has taken to keeping his blinds open.

[FM] Seducing the male intern

I’m stuck in the office and am so sexually frustrated! I am almost 25 but I really miss having random sex with hot frat guys and college athletes. It is how hard to find a hook up with a sexy guy.

I’m the office there is a 19 year old intern. He isn’t super built but is a runner and has a nice lean body. He also has incredible eyes and a sexy smile. He is quite but I know he isn’t shy. He always comes to my office throughout the day and asks me if I need anything. At the end of the day, he loosens his tie and rolls up his sleeves. I try to find excuses to rub his forearms and touch his shoulders.

One of these days I would like to keep him after hours for a project in the copy room. When everyone leaves I will take off my bra and panties and wear my button shirt and tight skirt. As he helps me with the paper copies, I will bend over and flash my ass and shaved pussy. I will act oblivious and turn around letting him see down my shirt. I will make sure my tit is exposed as I keep squatting underneath him and pretending to pick up papers. Read more »

I did it, I fucked my MILF-y former professor. [MF]

First time long time. I’m not much of a writer so I mostly just want to share the experience. Prof. L is the definition of getting finer as you age. She has a sexy librarian look to her. She is tall, 5’11, 42 years old. She is around 145lbs, slim but in good shape. She has a nice ass that is noticeable through the looser pants that she wears. Glasses. She rocks the half messy half neat up-in-a-bun look that can drive some of us wild. She is one time divorced with a daughter, so a single mom. She is intelligent and experienced, as she’s worked across the country and overseas. She is also funny. Just about perfect.

I’m about the same height as her, so we pretty much look at each other eye to eye when we talk. Im 19 so I had her for one semester last year, freshman year, late August to early December. She definitely caught me looking at her cleavage at times. I’ll be honest, I’m pretty bad at understanding cup size. I don’t know hers so I won’t guess, but I think the closest similarity would be India Summers (mostly because that’s the first name in my mind but they’re very similar). Not big, but not small. They look exactly like hers. Read more »

Shiver down my spine. [MF] [Str8] [Kinda vanilla?] Repost of my own OC 1yr ago. Conclusion in the comments.

Cross posted @ r/Erotica

Written over two lunch breaks. I’m always horny at lunch time… go figure. ;)

Hope you folks enjoy reading it as much as I did writing. Based on a semi-real event. I took some liberties with the details.

Feedback is very much encouraged. I hate posting these things and only getting tumbleweeds as a response. I’d like to know if I’m any good at this stuff. Ya know?

Feel free to ask questions etc…

We hadn’t seen each other for years, but our chats on the internet as of late have been getting kind of, well… steamy. Nothing specifically overt, but suggestive and sultry, and just really hot. Oh how I revel in the wonderful age of social media.

So I’m a little nervous. We’ve been talking about seeing each other for a while, but it’s a long distance thing now. She only comes into town once in a while to see family. This visit though she says she has some time. We’re going to meet at the boardwalk on the beach.

It’s sunny and warm, just on the edge of hot but not quite. Enough to make you sweat a little, but it feels good when the breeze kicks in. Read more »

Kate Doesn’t Wait To Get Blacked [College][Cuckold][IR]

I made a terrible mistake.

It was my junior year in college and I had been dating my girlfriend Kate since freshman year. We really were perfect for each other, we had similar career aspirations, we got along well and Kate was a beautiful woman. I adored her beautiful petite body, her perky b-cup tits and that sweet pussy of hers. We had been each others firsts and exclusive to each other our entire college lives. Therein lies the problem, I was getting curious about other girls and was I missing out on experimental college sex?

For the past three months I’ve been flirting with this pretty little blonde sophomore named Kristen. She’s just as petite and sweet looking as my Kate but with blonde hair. Kristen has a very perky personality and something about her smile made me melt for her. I loved my Kate by I desperately desired Kristen.

One day I see Kristen seeming unusually out of sorts, usually she’s so happy and chipper but on this day she’s glum. She confides in me that it’s not looking good with her and her boyfriend as it sounds like they are breaking up. I see this as my big in… finally a chance to make a move into Kristen’s life. I console her and tell her I’m there to talk anytime she wants and she’s very appreciative of my care and concern. Read more »

A submissive’s lesson. (Latex, hypnosis, drugs, kindness, compassion)

We’d been dating for a little while. Long enough to build some real trust. Shortly after meeting we had negotiated con/non-con, among other things.

So when I proposed the following, and you enthusiastically agreed, I felt safe and knew you did too.

The idea was straightforward:

We created an audio track ahead of time, with both of us on it.

First thing, we both took a micro-dose of LSD, 25 micro grams, just enough to feel something was different and to open the mind a bit.
We spent the first 45 minutes or so talking, our bodies entwined on the bed, naked, excited for what was to come next.

As I felt the first awareness of the micro-dose starting, I could tell you did too. And so we began:

I help you into your black, shiney latex stockings, and gloves, both long, covering your legs to your thighs and your arms past your elbow.
Next, your favorite latex dress, also black and shiny. Followed by a black latex hood with eye and mouth openings.
You know this is my favorite hood for you, and that seeing you in it would keep me aroused for days. Read more »

Tired of Waiting

PART 1

Nate entered the lounge area, and instantly his vision became clouded by a misty, red haze. He blinked for a second, struggling to make his mind understand what he was seeing, but his inner beast recognized the scene instantly. It snarled, a fierce, piercing sound of animal fury and clawed within Nate with a mad desire to be free. Nate was momentarily disoriented by the intensity of his beast’s bloodlust, which hit him with the force of a freight train. He staggered physically and took a deep, ragged breath. The beast was a part of him, but it was Nate, the man, who ruled. With a conscious effort of his indomitable will, he was able to slowly assert control over his beast. A tremendous mental pressure was required for Nate to once again establish himself as the master. His inner beast quieted with a low, warning growl, and Nate forced himself to minutely relax. Although currently subdued from its lethal violence, his beast lounged gracefully on his haunches while he waited for Nate to act. It was a deceptive calm, because Nate could sense that, with its muscles bunched tight and its canines slightly protruded, its fury was still barely contained. His inner beast was tense and ready to pounce at a moment’s notice. Read more »

One Little Mistake pt. 2 [MF] [blackmail] [dubcon] [SFW… for now]

Chapter 2 – Negotiations

—

I read his ultimatum several times before scrolling back through the conversation to find the pics. There’s no denying that they are of Court. If pics like those got out… Who knows what kind of damage would be done. Then, to make things worse, as I try to wrap my head around how these pics could have been allowed to be taken there’s that other message he sent: “Well there was a rumor that she and Scott had a little more fun one night…” Does that mean-

DING! “Well?”

His message catches me off guard and I just stare at it for another couple seconds before finally replying: “Why?”

“Why? Why what?”

“Why are you doing this? I mean… You’ve already got pics of her. Why do you need more?”

“Because I miss seeing Court’s body every weekend. Sure, I’ve got these pics but… Come on, you’re a guy. You know you can only jerk off to a pic so many times before it starts to get boring. I want something new! I want to see what she shows you!” Read more »