Tag: Girlfriend

Sexy Scrabble Part 4 [mf] [Mdom]

I can’t get her out of my head…I just can’t. Images of Courtney’s smooth milky white skin floods my memory. Her swollen pussy lips opening up to reveal her glistening wet pink pussy. I am getting hard just thinking about how sweet she tasted. Damn! And I am in the middle of economics class. I can feel my dick start to swell and push against the denim of my pants. Fuck! Why does Court turn me on like this? More importantly how? I should be having wet fantasies about my girlfriend Rachel, not her best friend Courtney. But Courtney has that beautiful long soft blond hair, long delicate legs, huge round boobs with perfectly perky peach nipples, and her ass…damn I need to stop thinking about her.

“Umm Ms. Daren” I raise my hand and ask the teacher.

“What do you want now Ethan” she responds annoyed

“I need to use the restroom” I say trying to sound innocent

“Ethan, I recommend you start paying attention and class and stop goofing off in it, so no you may not use it” She chides me

That bitch! I mentally think. Read more »

feeling like the bigger man

SO in a complicated scenario my parents were out of town (im 18) and were worried I wouldn't be able to take care of myself so they left me $100 for food and told me to always try to have someone over so I wouldn't get robbed, even though we live in a pretty safe part of town. Theyre always trying to take care of me like that its weird. Any way Charlie had this girlfriend with a bangin pair of tits and the most adorable pouty face. Her and I talked some and were considered friends because Charlie and I hung out a lot and she was there kind of just by association. She comes into the story because our parents were good friends and they always came over for dinner. Well my parents being cautious as they were asked her parents If she could come over on sunday night and make sure all was good with me. A weird circumstance but they thought it was normal and her and I were chill so I was like eh whatever well talk for 10 minutes then shell head out. Sunday night came and she came trotting to my door playful and happy like she was hanging out with an old friend. I invited her in after 10 minutes when I thought shed met her queue to leave she suggested we make mac cheese. I was cool with it bc she was being so fun and flirty and her boobs looked massive and perky in her red lace bra. I felt kind of bad thinking about Charlie's girl but she was initiating and it wasn't like I was gonna do anything besides talk to her. we devoured the food and again I thought she was o her way out when she suggested we turn o the TV because apparently her parents wanted her to babysit me like a child. Again I really didn't mind because she was like an angel and the tease of her flirting and me not being able to grab her was getting be rock hard. we settled down on the couch under the same blanket which was strange but things were about to get stranger. Twenty minutes into what was turning into a netflix and chill with my friends girlfriend were were laughing together and her hand sort of grazed my fat erection under the blanket. I thought to myself "of shit things just got weird and we cant ever talk again" wrong. Her eyes lit up in this outrageously cute look of shock and she said in a giggly voice "holy shit what do you got under there??" subconsciously I put my hand on her knee and rather consciously she slid her hand into my sweatpants and gripped my fat shaft. I sputtered out in shock "what are you doing?" and she responded with a horny and pouty " your cock is HUGE" I started to reason out of it but my undisclosed desire to have her pump my load onto her taken face was apparent in my tone. in a cute and worshipful tone she said "your cock… is SO much bigger than Charlie's!?… ok I'm here to take care of you and that's what I'm gonna do…" she started jerking me tenderly and skillfully and slowly accelerated. she put her face up to mine and I started kissing those lips that belonged to Charlie and playing with that tongue that I shouldn't have been playing with. However guilty I would've felt was masked by revved up she was getting by me desecrating her loyalty to a smaller guy. She had been jerking with such vigor that my dick was ready to expload and I told her so "oh my god I need this dick and I need a real mans cum" she sad and she fell to her knees. my pants were ripped off and she started kissing and licking my cock as if it were her savior. "I'm such a little whore for you and ur cock" she exclaimed and shoved my tip into her mouth and grabbed my nuts. a blast of cum exited my dick into her mouth and I marked her as mine and she swallowed my load in full horny submission. I felt like such a man with my cum tripping down the lips of my friends girlfriend while she kissed my cock and made known how much bigger I was than her boy. it was one of the greatest moments of my teen years and she has never forgotten who she really belongs to

[M45]y romp with my girlfriend’s daughter’s 18 year old friend

I sure hope my girlfriend doesn't find out but if she hasn't by now I'm probably safe. Her 18 year old daughter (whom I've always respected) had her best friend staying with her for a few days. She's a very pretty girl, Hispanic, Asian looking eyes, a little chubby in the hips but a nice slim waste, I'd say 5' 1" and about 130lbs. The first couple of days she didn't pay too much attention to me but the night before this happened I took her and my girlfriend's daughter out for pizza and to the movies. During the pizza and afterward we kind of hit it off on some level. She had a wicked sense of humor and was into the Beatles, Bee Gees and other music that I really like that I never guessed she would be into. We got home and I said goodnight as i head for my girlfriend's room and our eyes kind of connected and she smiled and said goodnight. It reminded me of one of those eye contact moments you have when you're young and flirting but I didn't give it too much thought. I was there with my girlfriend, this was her daughter's best friend and there was a 27 year age gap though I do keep myself in shape and look much younger. The next morning my girlfriend had to be at work by 5am, I had the day off and my girlfriend's daughter had school that day (her friend had just graduated, my girlfriend's daughter still had another week, different districts I guess. I got up to make coffee and I was in my t-shirt and boxers, she was laying on the couch with her ear buds in. When I saw her I just kid of nodded good morning and she smiled back that same smile from the night before. I then went back to the room and started my shower. About a minute into my shower she knocked and poked her head in and said she had to pee really bad. I told her "go ahead, I'm washing my hair, my eyes will be closed." I'd just rinsed the shampoo when she got into the shower with me, butt naked. At that point I probably should have objected and told her to get out, this isn't appropriate but I guess you never know how you'll react to these situations into you're in them. I got hard instantly, started kissing her, she grabbed my cock, I started fingering her from behind. I turned the shower off, picked her up and carried her to the bed, ate her pussy, fingered her g spot until she came, she was a squirter and came multiple times, since she was clean I then flipped her over, ate her asshole for a few minutes, she loved it. I was dying to fuck her at this point and she wanted to be fucked, at this point the consequences didn't matter, it was all worth it. I was lucky and found a condom, my girlfriend had been operated so condoms are a thing with us but I just happen to find an old one tucked away in my wallet. I put her on her stomach, propped up her ass with a few pillows and straddled her ass and gave her a good fucking. She moaned throughout, she came a few times and then I finally came. We laid there cuddling for a while and talked about what happened. She said she was cool with it being a one time thing and promised not to tell. So far she hasn't and we haven't done it again.

[MF str8] Shawna: Roma Revenge – part X – Round two, fight.

Chris leaned over and kissed me, then slid off the bed and walked out to use the washroom. I spent a moment admiring him from behind, then laid back on my bed to bask in the afterglow.
I had had sex before. Lots of times. But it had never, ever been like that. Was that what it was like for a woman? Or was Chris just really, really good? I was consumed with a desire to call and interrogate Katlyn on the subject.
Resolving to pick her brain over lunch the next day, I rolled over and sat on the edge of the bed. I started to button my top back up, but the buttons that hadn’t flown off had ripped their holes. I felt my face get hot, remembering the sudden and forceful way Chris had exposed me.
I shrugged out of the ruins of my shirt and grabbed my panties off the floor, slipping into them. On a whim, I scooped Chris’s shirt off the bed as well. I was just pulling it over my head when Chris walked in the room behind me.
“Holy shit,” he said. “What happened?”
I froze. “What do you mean?”
He walked up behind me and ran his fingers over my back. “It looks like someone beat the hell out of you.”
“Oh!” I giggled. “I didn’t think there were any marks, I wasn’t sore at all. I’ll have to ask Kat about that.”
“Katlyn did this?”
“Yeah.” I turned, dropping the shirt over myself like a short dress, and put my hands on his chest. “She was helping me work through some things.”
Chris’s face changed quickly from concern to relief as he grasped the concept, then back to concern again. “Are you two involved?”
I scoffed. “No way, we just…” I thought about it a moment. I had been pretty damn “involved” with Kat, in hindsight. “I think we’re, like, those girly BFF types who lez out sometimes. And she’s into whips and leather. We’re not a couple. Why, are you jealous?”
Chris grinned, grabbing my hips and pulling me in close. He was still nude, and even limp I could feel the mass of him pressed against me. “Maybe a little. Jealous, curious, you know… the whole caveman deal. But hey, it’s not like you were a girlfriend cheating on me or something.”
I leaned my cheek against his chest. “Yeah. Me a girlfriend, that’d be a new one.”
“Really?” He stepped back a little and looked down at me. “I mean, you’d never had sex, sure… but you’ve never even dated anyone?”
“Not a man,” I admitted, technically sticking to the truth. “There’s been girls, but never anyone for very long.”
“So I’m the first man you’ve been with, even for a date?”
“Um… technically, yes.”
He chuckled. “I guess I better step up my game, then. I wouldn’t want to lose you to the other team, especially with Kat as my competition. She scares me.”
I grinned. “You haven’t seen her with a whip yet.” Read more »

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?

Two Orgasms

I'm 21. I'm with my girlfriend in her room. First we're kissing, rolling around on her bed, then it gets heavier. I fish around in my pockets for a condom and realize that I left it back home. I tell her that I forgot a condom and she teases me for being forgetful. I tell her don't worry, I'll make her happy. I remove her shirt and bra and kiss her down her tits and stomach and at some point when I'm planting a kiss on her belly I decide that this time I will have to take her all the way just with my tongue. So I unbuckle her colorful belt and unzip her jeans, pull them down with her panties and dive in there. After licking and fingering her for not that long I come up for air and to kiss her and she nudges me back down and says "I haven't cum yet." I tell her okay and go down for as long as it takes. She moans and gyrates her hips and runs her fingers through my hair and on to my neck and I start to get a stiff jaw and feel stray pubes mixing with my saliva and at one point I pull back to swallow some vaginal fluids and pubic hairs, which I think is hot. Finally, after going at it for a while, she sort of slides backwards on the bed and folds her legs over my head. I keep swirling my fingers around inside her for a bit, but she signals that I can stop. So I do. Read more »

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. Read more »

Tricks and Treats (MFF) (Part One of Two)

"I want to dress as Little Red and her Wolf," Chrisanna had told me earlier that week. "People don't understand.. the story is inherently sexual. I want you to devour me, papi."

Once I saw her in the costume, I was damn glad I agreed to it. Under her hood she wore a pair of black yoga pants that hugged her hips and accentuated her round bottom. Her top was low cut, her push up bra ensured that her small, firm breasts where front and center. So worth going to the party with fake fur on my face.

This was several months after the story i told before about Shelby and Chrisanna both sleeping with me on the same night. Shelby and I had drifted apart and Chrissy and I where all but going steady. So I was a bit surprised when I saw the thick blonde in her I Dream of Genie outfit, all curves and cleavage and billowing scarves. I was a bit more surprised when Chrissy greeted her with a joyful "Hey girl," as if the two had much in common besides a healthy love for rough sex. Read more »

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. Read more »

Cougar Chronicles: Kim (M25F39)

I have been a long time lurker on this sub, and finally decided I wanted to share some of the gonewild stories I have had with some amazing older women. This is my first post, so if I have something screwed up with the labels, let me know.

To start out, I have always had a thing for older women, but for my teens and early twenties, it was just a fantasy. I had a longterm girlfriend from highschool through the first part of college, and then we broke up my junior year. The rest of college was filled with random hookups with girls my own age, but I still had that nagging fantasy in my mind that I wanted to learn what an older woman could teach me.

Fast forward to 2009. I was a year out of college, and because I didn't want to live a 9-5 life, I worked as a bartender. The upside to this, is that it gave me the opporotunity to chat up lots of beautiful women. For the relevance to this story though, the job gave me plenty of free time. Read more »