Be Careful What You Wish For.. #Part1&2 [MFF][RELUC][VOY][ORAL]

PART 1 – The Encounter

So my wife Jennifer and I have been together 5 years, lived together for 3 of those and married for 2. Our sex life has always been.. lacking. Vanilla. For the want of a better word, boring. She is a beautiful woman, standing tall at 5'9 and with a tight athletic build, dark brown eyes and hazelnut hair down between her shoulder blades. She just isn't that sexually active. Maybe it is just me, maybe she's not really that attracted to me. Either way, as time went on and sexual encounters became few and far between, my gaze started wandering elsewhere, craving attention where I could find it.

That is when it all started. That is when she arrived.

Sat at my desk at work one day, I hear my co-worker showing round the new hire. I couldn't be bothered with this, I had far too much work to do, but I hear the gentle rapping at my door and the handle being tugged on before I even invited them in. * Sigh. * What's the point of knocking if you are going to invite yourself in? I wasn't even going to look up from my paperwork.

Slut for a night [Str8][M/F][oral][Fsub][creampie]

Hi everybody, This is my first attempt at erotica. I'd love any suggestions or comments. Thanks

On to the story —- He sat waiting for her to come home, planning and plotting a new experience for her tonight. Once she walked opened the door and stepped into the apartment he was on her, his mouth hot against hers. They stood in the doorway exchanging kisses getting hotter and hotter, their tongues darting in and out. He pulled her tight against him her sexy curves held tight against body. She gasped slightly at his intensity and her bags dropped to the floor, forgotten. One of his hands held the small of her back, holding her tightly to him. The other slowly cupped the tight roundness of her ass. His hand squeezed and caressed that taut roundness and slowly slipped down her leg. He lifted her leg and it coiled around him pulling him back into her. His hand gently pushed her skirt up higher and higher exposing the lacy top of her stockings, the straps of her garter belt and finally cupping the swell of her ass cheeks and slipping a finger under her thong to feel nothing between his hand and the warm flesh of her ass. Quickly and wordlessly the finger under the thong began to rub up and down the crack of slit. She moaned softly into his mouth as his finger began to brush her clit and then apply a light pressure to her opening in turn.

CL hookup – Sir treats me right (mm)

I travel regularly and, when I feel that itch, I hit CL to see what the local scene may offer. Most times is disappointing – one word replies ("Sup" is popular), little evidence that the dude actually read the post before hitting reply. This past Sunday I was arriving at my hotel around 9pm and asked CL for a Dom top for the evening. What I got was so much more.

A word to my preparations. When arriving in a new location, I visit the local CVS and Target. CVS for the Fleet enema, and the Target for hose, tights and panties. It is exciting to choose which Sir will see me in, thigh highs are my favorite. I think every lady learns which size fits best, and how to roll them up just right, knowing how they will be ripped and torn by the end of that night. I eat well, usually a clean-out is not needed, but for a long night of use one should be prepared.

One wonderful shower [MF][Oral]

It was an absolute shitty day at work, just the worst. Bosses harping on me, other departments walking through my cubicle peering over my shoulder. Non-stop-issues with customers and coworkers. The only, rare, shinning moments in the day were the texts I recieved from Diana. She was a bit like her super-heroine counter part, strong, violent when needed, confident, and beautiful. She was no couch slouch, and all that 'staying active' showed off in a body that was tight and able to absorb some punishment. She had balance, and even grace, like a figure skater. It wasn't prominent but I could see it. I saw a lot, in the little things that many others missed. She was the girl next door, a pretty face, but with a very dirty, sultry, side. She had dark brown hair, about average height, for a women, and plenty of experience. She looked pretty, but all that hid a mind that was sharp, ready to bear down any and all battles that life threw at her, but also aware of others needs and desires, and she playfully, and tactfully, fed into them.

My Halloween toyboy adventure with a [M]il[F] (24/45)

I had been reading this sub for a while, and even though I've done some things worth of being here, I never felt like posting them. I feel like I should say this though: all that's written here happened last Friday, the night before Halloween.

Also, sorry if this is too long, I'm going to write everything I remember, and it's the first time I write about a sexual experience.


No costume yet, but I was still excited about going out, the previous weekend I had managed to get some extremely strong weed, so I just wanted to go out and have fun. I was going out with some friends to meet some fellow redditor at a party, so we shared one joint and headed to the party. It was so strong that we got there pretty high, got a drink each, and started walking around and talking to people, the party was at a bar, not too dark, with loud music that still let you hear other people. There were about 30-40 people in "our group", mostly dressed up, so it seemed like it'd be a good night.

You[m17-23] don’t quit Crazy[f17-23]. Crazy has to quit YOU.

First of all, there is one simple rule for Dating Crazy: You don't quit Crazy. Crazy quits You!
I dated Crazy (her real name was Lacey, but the last few years I've always refered to "the crazy ex-girlfriend" or just "Crazy"). She was way way on the wrong side of the Vicky Mendoza Diagonal. I've seen her deliberately miss spotting another cheerleader doing a fall-back from a high stunt simply because the other cheerleader had been #1 on a "rank-all-the-cheerleaders-by-who-is-hottest" poll that went around school. Crazy was #3. #1 ended up in the hospital with a sub-cranial bleed. Crazy waited four years until #2 got married, and then slept with #2's husband while #2 was pregnant and then "accidentally" got caught blowing him in the half-painted nursery. Crazy for #1!
No denying that Crazy was hot, though. Otherwise, why would I ever have put up with her? She was an "all inputs" girl, taking it all the way down her throat as often and as enthusiastically as she took it all the way up her ass. Road head? Mandatory. Fucking while staying at her parents house? Better be prepared for some awkward breakfasts because nobody's going to bring up the subject of who was screaming "fuck me!" at 2AM last night even though everybody knows who was screaming "fuck me!" at 2AM last night. Public sex? Risky sex? Damn straight. Three-ways? "I'd like you to meet Heather, my friend from French 101." Crazy was a ball-sucker extraordinaire. She could make you cum from it. I've never met anyone else who could make a man cum from sucking his balls. I don't think I spent a weekend with Crazy where I didn't cum at least five times- and five would have been a LOW number. I once calculated how much of my cum Crazy had swallowed in the six years we dated- it was well over a gallon, and there wasn't a day when she didn't tell me she wanted more.
Two of my favorite stories about Crazy are the time when I came back from a meeting to set up my internship. We were both juniors. It was January. My birthday was in a couple of days. We'd been apart for a whole week. For Crazy, this was a "situation." Something had to be done. Something big.
When I got to the airport, she was dressed in a trench coat, holding a mylar balloon with "Happy Birthday, #1 Boyfiend" on it. We slogged out into the frigid Nebraska slush to where her car was parked. Despite the nearly empty lot, it was parked far from the terminal. We trudged over, balloon and luggage in tow.
When we got there, Crazy tapped me on the shoulder as I was loading the stuff into the trunk. I turned around to see her unbutton the trench coat and drop it to the ground. Underneath, she was bare-ass naked. I think it was like -5F at the time. Her nipples could have cut steel. She squatted down, took my cock out, and gave me a few quick sucks before yelling "holy fuck! it's cold out here! get in the car!"
Then instead of getting dressed, she threw her coat in the TRUNK of the car and climbed in the driver's seat.
The parking lot attendant got a nice long look at Crazy's stiff nipples and smooth-shaven pussy that night. I'm 100% sure his wife got the fuck of her life that night.
I came twice during the drive home. When Crazy decides you need to cum again, you cum again. She doesn't stop, not even to swallow your first load. It hurts like hell at first, but watching her gulp down two full loads of cum (sometimes even three) is worth it. The first load gets worked up into a kind of froth. You'd think it would act like extra lubricant, but it doesn't. It sort of makes the inside of her mouth and throat a little sticky. Doesn't stop her, though. Post-orgasm torture, some people call it. Maybe for a minute or two, but after that it's a damn fine way to drive home.
The rest of that night was standard Crazy. We fucked. She took it up the ass, several times. She started crying about how everybody hates her, how all of her friends are bitches, how I didn't call on Tuesday and she was sure it was become I was out screwing some skank, how if I didn't get it up NOW I'd never get another blowjob from her in my life. You know, standard Crazy. It was a valid threat- blowjobs were the only time I had five straight minutes without Crazy sounding, well, Crazy.
The other time was a little while after Crazy came in #3 in the "hottest cheerleader" poll. We were driving around looking for a gas station we'd heard would sell beer to under-21's if you flashed titty at the register operator. Crazy flashed like a dozen gas station attendants and got nothing but bug-eyed stares. So fuck it, we were just going to drive around while Crazy rambled on about how much she hated gas station attentandts and fuck them for not giving her beer. Best damn tits in Nebraska should get beer just for being the best damn tits in Nebraska (to which I voiced my strongest agreement, in an effort to ensure continued access to the best damn tits in Nebraska).
Then Crazy yells "STOP THE FUCKING CAR!"
I screech on the brakes and look for whatever had been about to kill us. Zilch. Not another car in sight. All I see is a strip club with…
Oh. Amateur Night Competition. At a strip club. Should be right up Crazy's alley. And having been right up Crazy's alley, I could tell it would be a hell of a ride.
So I turned into the parking lot and find a spot. Crazy was already in the back seat divesting herself of panties and bra. A few minutes and a couple of waivers of liability later, we're in the strip club doing shots with other "contestants." Turns out the other contestants weren't amateurs. They were just strippers from other clubs. Crazy's never been on a stripper pole in her life, so she's getting real nervous as contestant after contestant gyrates and swings like pros. Which they are. But Crazy's got one thing they don't have: She's underage and doesn't give a fuck. That's two things, actually. Oh, and she's way hotter than any of the "girls" who've gone on before. Which would be three things, but it's pretty dim in there so you can't honestly see how skanky some of them are.
So Crazy's turn finally comes, and she gets up on stage. She's supposed to do a two-song set, tittys out on the first set, bare-ass on the second. No self-touching, no touching by patrons, and a bunch of other rules. Scoring is by how many $1 bills get thrown on stage. Crazy yells up to the DJ. "Fuck it!" she says. "Turn up the fucking lights, and I don't need any fucking music!" and then she strips right off. Bare-ass naked with the house lights full on. Then she starts fingering herself and rubbing her clit, right in front of God and sixty drunken Nebraskan rednecks. All hell breaks loose. Crazy get practically covered with cash. The house mom storms out about three minutes into this. Crazy walks out of the club, disqualified but clearly the undisputed winner, butt-naked and clutching handfuls of cash. I follow, carrying her purse, shoes, and dress. Fucks given: zero. Sex that night: fucking insane. (epilogue to this story: Crazy went back the next night, spit in the house mom's face, and got physically ejected by bouncers while I tried to negotiate a night without police reports.)
Crazy never changed the entire time I dated her. Marriage was out of the question. I was willing to spend six years in mortal terror, but a lifetime? Not even a consideration. But it really wasn't my choice. I tried to break up with Crazy a couple of times. Never a good idea. I once made it an entire weekend- and then asked her to take me back because I had no idea how a butcher knife got embedded in the bed next to me. I never even woke up. Never told her it was because I was afraid she's slit my throat, either. I just called back and said "Baby, I was soooo wrong. Can you forgive me?" The next time I tried, she just looked at me and said "are you stupid or just forgetful?" I went with stupid. Worked just fine.
It all ended one day when Crazy and I got home from Wal-Mart and found that the check-out clerk had failed to credit Crazy $1.45 for a discounted item. Wal-Mart was a twenty mile drive from our apartment, but fuck you if you think you can short Crazy $1.45 and get away with it. She screamed about how she was going to rape kill that checkout clerk until her vagina bled into her asshole and she'd poop through her pussy. And that was some of the milder stuff.
If you're wondering why I went along with this, it was mostly for safety's sake. I followed Crazy to these things in the hopes that I could at least contain the damage. My job was to keep sharp edges and blunt objects out of Crazy's reach and maintain a keen eye on the horizon so we could get out of there before the cops showed up. This time, I was successful on the first objective but not so much on the second. Crazy blazed into that Wal-Mart like an avenging angel, rage-bound to do as much psychological damage to that checkout clerk as possible, hopefully make her cry and maybe even drive her to suicide. It's good to have goals in life.
Unfortunately, local cops were already there dealing with something else (I have no idea what). Neither of us noticed them until it was too late. About the fifth incoherent screamfest and seventeeth death threat, the checkout clerk pushed a panic button and Crazy found herself on the business end of a can of pepper spray. The list of charges was impressive, as was the sight of Crazy being carried out of the store on the shoulder of a 6'4" oxen-huge black cop.
Miraculously, Crazy beat the rap. Being insanely hot and having a rich daddy go a long ways towards obtaining justice. The charges were dropped, and the closest she got to punishment was a letter from Wal-Mart telling to stay out of every damn store they had, or would have, in the fucking entire universe. Not in those exact words, but the implication was clear.
I never got to see any of that because Crazy dumped me the next day after getting arrested. It seems that my failure to wade in and fight four very large and very armed cops for her was unacceptable. Note that I was not dumped for failing to talk her out of driving twenty miles to beat the fuck out some register drone, nor did I get any credit for taking away her "self defense club" (a spiked monstrosity that looks like something that Bowser would use to peg his boyfriend while complaining about "that bitch Princess Peach.") Nope. I was either gay or a coward or both because I didn't pimp slap a cop.
Oh, there was lots of post-breakup sex. The thing is, Crazy never really quits you- Crazy just shows up at 2AM for drunken anal sex because she knows you're engaged and wants to fuck it up for you. Which works because you're never going to date anyone half as hot as Crazy, and she knows it. You're fucked for life because nobody- and I mean NOBODY- does a single sexual act (oral, anal, doggie, missionary, in a chair, up against the wall, etc.) as good as she does. Most days, you're just happy to not be afraid anymore. But if Crazy calls, you're like "uh, Honey, there's something I have to take care of down at the office," and fuck you you're cheating on your wife & kids and you KNOW Crazy's got it all on camera in case you ever try to say "no" later on.
Crazy got married a couple of years back. She broke up cheerleader #1's family and married the guy. Three kids without a dad and a wife now a single mom just because some assholes in our high school ranked her above Crazy. It wasn't even her FAULT! None of the cheerleaders knew it was going on at the time. But fuck you if you get picked before Crazy. As far as I've heard, #1's ex and Crazy are still together. She called me the night of the wedding, sobbing hysterically about how she still loved me, and that I'll always be the love of her life, and that she doesn't want me to ever be out of her life. It was like being on the other end of the conversation that Sharon Stone has in the movie Casino, only with fewer mobsters. I hope. Anyway aside from one other time where she texted me while her new husband was fucking her in the ass (at least that's what she said was happening) and blaming me for "abandoning her," I haven't heard from her since.
So with luck, Crazy's finally quit me.
I've been dating a much calmer girl for a while. Things are going great, although it must kind of suck having someone like you because you're NOT particularly hot or sexy. Who knew that the lack of fear is an aphrodisiac?

My(31) second date with my FWB(35)

The Second Date

I was sitting in a hotel room alone. Waiting. Knots in my stomach and self-doubt running rampant. "Will she show up?" The knock at the door didn't didn't make me feel better. I open the door and there she is. She greets me with a "Hey" and a hug and kiss.

Even though we've already fucked once, I'm still nervous. So we sit on opposite beds and make small talk, our travel blah blah blah. She can tell that I am nervous again, I'm sure. Earlier in the week I mentioned taking a shower and she was going to join me. She asks "Are you taking a shower?" "Umm, maybe later…". "Ok, i'm going to go freshen up". She heads to the bathroom and I'm feeling ill, this is actually happening. For some reason I'm not counting last week, this is the first real time i'm going to be having sex with someone who isn't my wife. The last message from my wife is simply "Have fun, I love you".

A couch story (MF)

I have a great couch. It cost a lot of money, and is part of a large home theater area in my condo. This is the first of some stories from this couch that I will post here. If it goes well, I will post more. I met Sonya through a class we took together at an adult education center. She was in her late 30's, I was a tad older. We had gone for coffee a few times after an evening class. Had a few long discussions about our divorces and the asshats we had married, and now were through with. It was clear to her that I had been successfully dating a few women since my break up. It was clear to me that she had endured 2 sexless years at the end of her marriage, and now had suffered 2 additional years of chastity before we met. She had not worked up the courage to go on a date yet, after a decade with the same man. She may not have noticed that she was stunning, a real beauty, and in excellent shape from a fairly fierce workout schedule that she told me about in detail. So I asked her out.

Halloween oral sex & 69 with [m]y girl[f]riend.

Some years ago, my then girlfriend and I were invited to a Halloween party at the home of one of her best friends. Every year since, on Halloween, I relive the memories of that night. This year, I thought I'd write it down.

We weren't particularly inspired by costume ideas that year, so she dressed as a sexy cheerleader and I threw on a football jersey. So the night started with me already a bit more turned on that usual, since as part of the cheerleader outfit, she did her makeup in a really pretty way, with (foreshadowing) red lipstick. She very rarely wore makeup, so she was looking really good: 5'7", brunette, a slim frame proportionate to her body with the perky C-cup breasts that make mid-twenties girls so beautiful.

As we were getting ready earlier in the evening, she made a point of not letting me see her naked while also dropping a few subtle reminders that she'd had her legs waxed the previous day. This left me tantalized that maybe she'd had them extend that waxing to her pussy, which she had never had completely bald but which she knew was a fantasy of mine.

My Lucky Hook-Up on a Winter’s Night [M/F][Oral]

True story…

I returned home from the club around 2 a.m. one Saturday night to discover I’d forgotten my keys and was locked out of my house. I knocked on the door hoping one of my two other roommates would let me in but they weren’t home. It was winter, ice and snow on the ground, and I was cold having walked home from the bar. I rounded to the side of the house looking for an unlocked window or door but I was shit out of luck. It was then I heard music coming from the open door of a brownstone three houses down. I looked to see people around my age coming and going from it with beer bottles in their hands. It was the house of The Girls, five or six females in their 20’s sharing a brownstone. I’ve seen them walk or bike by individually or stagger past my house in a girly pod after a late night of clubbing. Maybe one of them would take mercy on me.