I [M] had a six month fling with a married [F] teen mom

So basically, when I was 27 I was browsing whisper one day and saw a post about a lass (19) who was having a hard time. I messaged her to find out what was wrong.

After talking for hours we parted ways for the evening, but resumed chatting the next day. We exchanged numbers and started texting.

The conversation moved to how her husband hadn’t touched her since she had gotten pregnant, nor since she had their baby 3 months ago. I tried to reassure her it gets better (from my own experience as I’m divorced, but waited the 6 weeks and then was more than ready for my then wife).

Eventually we started talking about sex and she admitted that she wanted to stray and have sex with someone since her husband wouldn’t. I of course offered and we set a date for it.

I was so fucking nervous that day but she finally arrived at around 7pm. She was so sexy! I kissed her right there at my front door and took her upstairs to my bedroom.

Gone for far too long [mf] [PIV] [oral]

This is my first real try at erotica besides sexting, and I’m quite happy with it! This was written for my partner, I have been out of town for about a week, and she was texting me about missing me, and I thought this could be a fun and sexy way to build some tension before I get back home after about a ten hour drive. As such, it is written in the second person, directly to her. So, here goes:

Just imagine for me.

You’re lying on the couch, smooth legs wrapped up in my soft yellow blanket. I knock on the door, and you open it for me, and we don’t even shut it before we’re wrapped up in each other’s arms. My fingers tangle through your hair, and one arm pulls you to me at your waist.

The first kisses are soft, but they quickly build to a passionate heat. I open my eyes only enough to lead us to the couch, and I pull you into my lap. I kiss you, urgently, my hands exploring your skin. You giggle, and I grin, shifting my kisses from your mouth to down your neck, and your laugh turns into a soft moan. I glance up at your face, and I can see your eyelashes fluttering. You’re absolutely glowing.

How I got this nickname [TF] [F] LONG

Some background: After a long hiatus, my spouse (let’s call her Alana, MtF) and I (F) have been exploring our kinkier sides again. It can be awkward and hesitant at times, and needs a lot of communication, but this night reminded us of how much we love having kink in our lives. It was lots of fun, and got me the nickname I used for this account.. I’ve been instructed to write this up as a final task.

——–

Date night started out as it usually does during covid.. watching a movie on the couch. Halfway through, I reached over and paused it.

“I.. had an idea for tonight. If.. if you’re into it?”

Alana heard the nervousness in my voice, saw the blood rush to my cheeks, and a little knowing smirk came across her face.

“..yeeess, I could be into.. something. What did you have in mind?”

I couldn’t look her in the eyes, but pushed forward anyway. “I’ve been having a bit of a fantasy, you know, something along the lines of free use, if you feel okay with what you know of my limits. I’d be yours to use as you wish, all I ask is that you let me shower first, and I’d like to have an orgasm *eventually*.”

You catch up with a childhood friend [m4f], [mf], [oral], [bondage], [dom/sub]

Tonight was about tension
We both knew
We both felt it

Tension in the texts in the previous week. 
Tension in the pictures of work and mirror selfies. 
Tension in the planning and organizing 
Tension in you climbing the stairs to my house. 
Tension in my opening of the door.
Tenison in that first embrace. 

I tried my best to ease it a touch. I had music playing when you stepped in the kitchen, funk filled rhythms pouring from the stereo. I took your drink order, cold caffeine but boozed. I pretended not to notice you marveling over my odd abode. It’s best taken in slowly at first. I mixed up an iced latte with some maple cream liqueur, finished with cinnamon and sugar. I slid it to you at the counter and our hands grazed for a moment. You looked in my eyes and wavered at the focus you found there. You had my full attention.

Tension.

I walked you around the house and explained what I could. I absent mindedly touched your arm or lower back to get your attention, enjoying the jolt I saw flow from my touch up your spine. As you remarked at how cool and weird it all is I remind you that this is just the first of 3 floors. To the basement we went.

I gave a math lecture on campus entirely in the nude [FT].

**About me:** At the time of this story I am a 22 year old transgender woman, a recent college graduate, and a free-use slut for basically anyone who expresses an interest. I am 5’6”, white Hispanic, with curly brown hair to my shoulders and piercing blue eyes. I weigh 140 lbs of mostly lean muscle, as befits a multiple varsity athlete.

After I graduated college, I hung around for a couple months on campus. My job didn’t start until August, so I spent the time hanging with younger friends, smoking weed, and fornicating. It was a fun time.

One person I spent a lot of time hanging out with was a non-binary person named Sophie. Sophie was a rather sheltered person who I would introduce to a whole bunch of fun things, including sexual pleasure. As people with vaginas are want to do when they’ve only hooked up with men, they had thought that they just didn’t enjoy sex previously. At the time of this story Sophie is 24 years old. They are 5’4” and maybe 120 lbs. They are pale with raven black hair and perky B-cubs. They have one of the prettiest vaginas I have ever seen.

Intimate Sex during a One-Night Stand [sensual], [oral], [cheating], [MF]

This story is about a one-night stand which started online. Be forewarned, it involves infidelity, so if you aren’t interested, stop reading now.

Me: “D,” White, mid-thirties, average/athletic build, about six feet tall.
Her: “J.” White, Mid-thirties, green-eyed redhead, average/slim build with small breasts.

****

During a weeklong business trip, I’d casually reached out online to a handful of women in the city I was staying to see if there was any interest. Nothing really worked out and my half-hearted efforts fizzled after the first two days.

The night before I was going to fly home, I was surprised to see my inbox had a private message. She happened to be online and we messaged back and forth.

Basically, a married woman (I’ll call her ‘J’, based on her screen name and refusal to share our names) my age was also passing through the city for work and obviously was looking for someone. She didn’t care that I was leaving in a few hours. We swapped photos- she was an attractive and slim redhead, with green eyes, wearing gym clothes in both pics she’d sent.

[Group] Women can be vicious in Truth or Dare.

So, I have had a very different life than most people. Suffice it to say, I played a lot of Truth or Dare and have a lot of stories. I thought I would post a few of the craziest dares I’ve seen. I already posted my big streaking dare. So, here’s one that happened that same night.

So, two girls had been rather aggressive with each other, let’s call them Sandy and Lisa. Now, Sandy was the one that had started the game, she was also the one who had the rules. So, it started with Sandy daring Lisa to completely remove her top. This ended up with Lisa instinctively covering her nipples, which violated the rules. And as per the rules, she was given a punishment dare by Sandy which resulted in Lisa being nude. A little later, Sandy dared Lisa to give oral to one of the guys for 30 seconds and Sandy would count. Sandy counted so slow that the guy came in her mouth. When Lisa had a little freakout about it and argued with Sandy, Sandy said she wasn’t finished and because she failed to complete the dare she had to do another punishment dare. This resulted in her giving another one of the guys oral and deepthroating for 60 seconds and Sandy counted. This time it was made clear that if he came she had to swallow and keep going. Again, it was a very slow count and the guy definitely came. We almost had to hold him down until she finished. Which had Sandy in stitches from laughter.

[FM] The first time I [25F] let my boyfriend [26M] cum inside me

When I finally called Henry my boyfriend after months of refusing to do so, we fucked without a condom for the first time in a [bar bathroom](https://www.reddit.com/r/gonewildstories/comments/gtlqeu/fm_reclaimed_my_boyfriends_cock_in_a_bar_bathroom/), and I had him finish in my mouth. From that moment on, we stopped using condoms and took advantage of the opportunity for him to cum all over my body every time we had sex. The miracle of long-acting reversible contraceptives and moist towelettes. In additional to the increased pleasure of not using condoms, we felt way more intimately connected, and he absolutely loved cumming on me as an act of marking/claiming my body. He wasn’t jealous in a red flag kind of way – he was simply into domination and possessiveness during one-on-one sex. Still is, actually. Luckily, I have always loved it.

Unfortunately, our sexual adventures at that time were only during the weekends, since he lived in a city over an hour’s drive away. It fucking sucked. I was finally in a healthy relationship for the first time, and he wasn’t there to hump me to sleep every night. Did I say hump? I meant cuddle. Definitely meant cuddle.

[MF] The one where I cum with my best friend’s wife’s panties in my mouth

In my last story, I talk about my panty fetish as it pertains to [my sister-in-law, Carianne](https://link.medium.com/mrzmX2Qf47)

This 100 percent true story pertains to my best friend’s ex wife, Bethany.

I knew Bethany for a long time. In fact, I knew her before my friend, Ben, did. He and Bethany ended up getting together while I was in college and getting married. They later divorced, but this happened while they were still together.

First off, Bethany … Talk about a hot girl. Thin, tan and phenomenal legs. I mean the best legs I have pretty much ever seen and they extended for more than 2/3 of her body, it seemed. Never ending long soft tan silky legs.

I also have an unquenchable oral fetish. In college, I was well known as “The Tongue.” And I dreamed many a night of spending hours if not days between Bethany’s thighs. It never happened, but I at least got a taste.

Let me recap my panty fetish really quick and what got me here. I discovered one day that I had this fetish when my sister-in-law Carianne unintentionally flashed me while in her bathrobe. I was so horny because i saw her sweet pussy that I went to the bathroom to masturbate and found her just taken off panties in the hamper. Search under miniskirtman69 if you want to read the whole juicy story.

My fantasy of one night with my best friend’s wife comes true

I’ve told you the story of Beth, my best bud’s wife. ([If you missed it, you are missing some really hot masturbation material.](https://link.medium.com/xRCQoXZe47)) About 5’11”. Thin. Tan. Toned. She has phenomenal legs. The best legs I have pretty much ever seen and they extend for more than 2/3 of her body. Her abs are straight from a fitness magazine, along with the tiny shirts that showed them off. My then wife used to watch her leave the room because her ass was so perfect.

One time, as my wife watched Beth and the tight denim shorts that barely covered her ass disappear out of sight in the kitchen she whispered to me: “Once Ben and Beth leave, I have a surprise planned.”

She winked and walked away.

[My wife is the sister of Carianne](https://link.medium.com/JySCWQ6e47), my sister-in-law who flashed me on the couch and started my insatiable thirst for worn wet panties. (Once again, if you missed it, we’re talking amazing masturbation material guaranteed to make your load hit the ceiling or your clit do a dance.)