[FM] I Was a Serial Cheater #3: He Was So Big

In my early and mid-20s I went through a size queen phase. When we went long distance, my BF (now husband) gave me a couple porn DVDs for when we wanted to have phone sex or I was lonely and wanted to pleasure myself.

One was specifically of Latinas getting fucked and one was of BBCs fucking white girls. The latter had me intrigued, especially after my experience with El from my previous post. I started watching more interracial porn and loved the contrast of the different skin tones and of course, was curious about the size and what a gigantic cock would feel like.

I tried a couple times to fuck myself with a thick cucumber but found it uncomfortable, but still wanted to know what a big cock felt like.

I love to dance and during an evening out with the girls at the club I was downing Long Island Iced Teas and definitely had 1 or 3 too many. I usually don’t dance with men at the club but was really enjoying the different strangers pulling up behind me to feel my ass grind on their dicks. It had been 6 months since I got any dick at this point.

[FM] My last night as a sugar baby, ever

This is exhilarating! I want to keep this up a little longer. Like I said on my last post, I worked as an escort and a sugar baby all through my late teens and twenties. A few years ago I got out of the biz, if you want to call it that, and now I make a living mostly from my investments. This is the story of my last night as a sugar baby.

Some people asked me to describe myself last time, so I will. I’m thirty six years old now and for a long time I struggled with not being so young anymore. But even though I weigh more than I did when I was a twentysomething, I still work hard to keep in shape. I’m curvier now than I was then, but thanks to the gym I make it work for me. My hair is long and chestnut brown, the same color as my eyes. My eyelashes are my best feature while I have clothes on. When I was a teenager I struggled to stay as skinny and small as the other girls, so I appreciated when bigger butts and tits came into vogue. After so many years dressing to impress I usually wear athleisure clothes unless I’m going out with friends or on dates.

[MF] We had a weekend of the most amazing sex in 15+ years! Part 5 (pegging, femdom, cum swap)

And so we are back to our child-free weekend of kinky and revitilizing sex.

As you remember, on day 1 we did a full-on 3-hours long BDSM scene with D/s, bondage, spanking till bruises, low temperature wax play, sensory deprivation, edging which led my wife to huge orgasm, I rimmed her, I trained her anus with fingers and several butt plugs and we had our first anal sex and i came inside her first time in 3 years. Most amazing sex in over 15 years!

Then the next day happens and we and I’m prepping myself for anal play, my wife dresses up in beautiful seductive lingerie and some kinky-gothish leather and chain bra and waist belt, puts a gag in my mouth, I help her to put on strap-on harness, tighten the belt and attach the smallest dildo that I bought for myself. A short, rigid, smooth, slightly curved black stick, that doesn’t look like penis at all (1 inch thick, 4.5 inches long). And we go straight to business. Wife rims me, then switches to sucking my dick and lubes her index finger and slowly slides 1 digit in my ass. Oh, shit, this feels awesome. 2 digits. 3 digits. Then middle finger. Then thumb. Then two fingers. I’m ecstatic. I mumble, fuck it, let’s do it. She adds more lube and starts slowly inserting this thing in me. What she doesn’t know, is that I tried it back home one time, and it’s piece of cake for me. But she does it really slow and steady and gentle and I love every second of this and don’t rush her, but eventually she starts thrusting faster. I take a tenga cup and start sliding my dick in it. Good heavens. I could tell by her look how she enjoyed seeing me like this.

I fucked my friend’s girlfriend on a camping trip Part #2 [MMF]

If you want/like build up, read [part 1](https://www.reddit.com/r/gonewildstories/comments/x4emxo/mi_fucked_my_friends_girlfriend_on_a_camping_trip/) first. If not, please enjoy the rest of the story.

Luna is kissing Brian while sitting on his lap; she’s also slowly rubbing both our growing bulges. The feeling of her small dainty hand slowly running up and down my shaft felt like pure ecstasy. The fact that she was doing so little, yet felt so sensual was bewildering to me. My eyes are closed, head tilting back. I’m trying to take in all of what’s happening, suddenly her hand stops moving. Luna’s petite booty is now sitting on my lap; she caresses and grabs my face while my eyes are closed. Her soft plump lips touch mine for only a second, but felt like a lifetime. I open my eyes to see her gorgeous face so close to mine, just flawless. Sure, she had a few minor blemishes, but they only added to her overall beauty and personally, that’s what made her just that more sensational.

My cock is now throbbing, softly she whispers in my ear “this is my dessert” while giving my cock a nice grab and hopped off to see Brian standing up, watching the whole thing unfold, smiling from ear to ear while jerking his what looked like a similar sized cock to mine, with his pants down to his ankles.

My boyfriend fell asleep on me, but his asshole roommate was still awake… [F25 M20s] [sex] [cheating]

It’s way late at night and the party is lame and my friends suck and I’m drunk. The guy drops me off at home, I don’t know his name but he gives me a ride so long as I let him grope me. Maybe I shouldn’t be such a whore, but it’s not like I’m cheating or anything. Plus, it turns me on, gets me all excited…

The guy takes his out from inside me and I pull my dress back together, waving goodnight. Cloudless and hot, the dark skies buzz with potency. I stumble up the stairs to my apartment and slam the door behind me, not on purpose, I’m just eager. The party was only a distraction, something to tide me over until what happens next. I’m grinning and thirsty for dick as I beeline through the apartment on a path towards Corey’s bedroom.

“Hey, baby,” I coo, slipping inside, “How was work?” He’s already sprawled over the mattress, sheet sloppy and barely covering him. I yank it off, stroke his broad back, trace his sinews. “Did you miss me?”

“Hey, Cali, baby,” he says, rolling over, “I’m fucking exhausted, it was so hot in the kitchen tonight.”

[F] learning that face slaps while I ride dick makes me cum uncontrollably

I’ve been exploring the world of kink mostly by myself these days. One new thing I’ve been curious about is being slapped during sex. I’ve really never been into degradation or being hurt during sex before. But I keep watching porn or listening to GWA posts where midway through being fucked the guy will just slap his girl somewhat firmly on the cheek and it always makes my heart stutter and my pussy clench to see and hear it. So I started to think I might actually like it myself and really wanted to try it…

So last night I was edging myself. Really turning into a drooling brainless mess. Only thinking about my need to cum. Which is how I like to be since sometimes I get in my own head and find it tough to get over the edge. It’s easier when I force myself to fall apart. And the hitting really helped with that.

I was in my shower under the hot water. I had a dildo suctioned to a bench I have in there and was fucking myself up and down so good and deep while one hand rubbed my wet clit in circles. I had been so close for so long.

[F] 20 the time I gave my first blowjob

I have often fantasized about who would be my first, where it would happen, whether or not I would do a good job, and what would happen when he came. Nothing went according to how I thought it would other than I managed to predict who I would give my first blowjob too.

Me (Z) and him (A) have known each other for a long time. Our parents worked together at the school district we went to, so we have been friends for most of our lives at this point. We spent most of our time together and we are in many of the same extracurriculars, namely we are both band students.

We often have to go on long bus rides, 6, 7 or even 8 hours for a round trip. We have always sat next to one another and have gotten to know one another really well. The truth is, both of us were clearly into the other but neither of us had the courage to speak up and ask the other out until fate did it for us.

[MF] I Was a Serial Cheater #2: Oops I Did It Again

The second time I cheated there was no guilt. I felt justified at the time, stupid 20s (BF and I were both about 22yrs at the time).

My BF (now husband) and I had both admitted to each other that we’d messed up and slept with other people about 6 months into our first long distance attempt. I came clean about my one slip up (Steve from my previous post); he admitted to 3 other women!

I’d come to find out later that he’d also only slept with one other woman and he was just trying to be spiteful, but the damage was done. I wanted revenge.

I met El at the gym. I was trying to get my body back in shape after slacking a bit as relationships can cause us to do. He was Black/Mexican mixed, built like a boxer, incredible abs, and very charming.

After some casual conversation, El asked me out to a movie that night. I told my BF I’d be out late with my friends and that I’d talk to him in the morning.

I fucked my best friend’s Mum [MF] – Part 3

There’s a [Part 1](https://www.reddit.com/r/gonewildstories/comments/x52fiq/i_fucked_my_best_friends_mum_mf/) and a [Part 2](https://www.reddit.com/r/gonewildstories/comments/x5v97p/i_fucked_my_best_friends_mum_mf_part_2/)

It’s troublesome to define what Susan [F45] and I [M20] were at this point. Things would happen in the heat of the moment, but she always forbade me from calling her, or texting her, saying “it would be nonsensical”. All those years ago, cell phones were still way behind what you have now, and I’d use mine for texting mostly.

The last day before going back got me in a bit of a mood, I gotta say. I remember Tommy [M20] wanting to spend the day with me, which was great, but something felt strange. I wanted to be with Susan, not him.

And then I just felt bad when after dinner, he just starts talking about his parents, and how he misses his dad. Susan and Dan, her ex-husband, have broken up prior to my return, and Tommy and I didn’t talk much about it besides the random comment. But that night, he started to talk about his dad, and how he felt like they could still work things out.

There was a sting of guilt in my heart.

The OnlyFans Girl, Part 12 (MFF, Slow Burn, Lots of Tease, Ongoing Story)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/wm1o25/the_onlyfans_girl_part_1_bg_slow_burn_lots_of/)*

*When a law office intern discovers that a fellow intern is one of his favourite new OnlyFans performers, a ball begins rolling that will bring a boring summer of paperwork and coffee-fetching into an avalanche of sexual adventure. This story was originally written in small chapters, of which 56-60 are presented here.*

**Chapter 56**

Sabrina glanced down at your cock, and then licked her upper lip as she made her decision. “Cowgirl,” she said. “I want you to finish off this time by absolutely pounding the ever-loving fuck out of me, so cowgirl to start.”

You stood from where you’d been sitting on the floor of the apartment with Gemma, and helped the blonde up as well. One last kiss with her, firm but short, and she grinned and nodded.

“Alright, cowgirl,” you said, and sat down on the couch right where Sabrina had been upside down and getting face fucked not five minutes earlier. “Come here.”