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First Contact

"Jack makes first contact with unexplored territory, just for Allyson"

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"I want to fuck you."

Allyson's words rolled around in my head with all the grace and poise of a bull in a china shop.

"Alright, baby, so fuck me then," I told her at the time. In the afterglow of another blackout lovemaking session, I thought she was raring to go again, she had been insatiable as of late. Shaking her head while closing her eyes momentarily, she paused for a second, opening them slowly to fixate on the sky above our living room skylight. Her pupils flicked from left to right, absentmindedly tracking the grey clouds rolling past while gathering not only her thoughts but her courage as well. She took a deep breath before repeating herself quietly.

"No, I want to fuck you, Jack. In the ass."

The blood instantly drained from my cock and rose to my face, flushing it with the heat of embarrassment. Allyson didn't move an inch, the reflection of the clouds in her slate blue eyes reminded me of how the sky met the ocean on the horizon at sea. The soft pitter-patter of rain rolling off of our rooftop became a deafening roar in the heavy silence. Physically there was no room between us, but suddenly, it felt as if there was an Evil Knievel-sized chasm separating our mental states. Before I could properly formulate a rebuttal, I was relieved to hear the sound of her quiet snores as she fell asleep in the crook of my arm. She had to be exhausted after the whirlwind of the past 24 hours, watching her sleep filled me with happiness, but did nothing to assuage the shock of her request.

Why my ass?

I shuddered at the idea and gathered my blonde fuzzball into my arms to take her up to our bed. She stirred but otherwise stayed asleep as I lugged her upstairs, swearing as I accidentally swung her legs into the banister, but she was out cold. How the fuck someone could sleep so heavily, I would never understand. If our house was ever invaded, I could let off four shotgun rounds and she would be none the wiser until she saw the buckshot in her modern art the next morning. Gently setting her down on her side of the bed, I turned out the reading lights we left on this morning and tucked her underneath her favorite weighted mink blanket. Crossing over to my side, I eased in next to her, watching her chest rise and fall with slow, deep breaths as I kept on pondering her new wish. I furtively turned my back to her and grabbed my phone, discreetly searching for "woman fucking man" on Google. I came across a myriad of videos of women dominating men in an act of "femdom." I watched one particular woman sit a guy on a couch with his legs in the air then stand to "ride" his dick, thrusting her hips back and forth as the man wrapped his feet around her waist.

I mean, this isn't too bad.

Who am I kidding, I knew damn well this wasn't what Allyson meant. I scrolled some more before finding a busty bombshell fucking a man with a strap-on, doggy-style. I watched for a couple of minutes, enthralled by the look of pure gratification the woman had on her face as she stroked this bloke from behind. My cock started to stiffen underneath the sheets and I couldn't help but be surprised that this was actually turning me on. I clicked on the porn star's page to find a plethora of videos of her fucking men every which way; some were tied up, on their knees, backs, handcuffed, gagged... all while taking a fat, hot pink dick. A thumbnail of a man dribbling cum on her stomach as he rode her in a cowboy position for lack of a better term caught my eye, and I greedily pressed play. I incredulously watched as she fucked him from underneath with his hands handcuffed behind his back.

Is she gonna jack him off too?

I had a rager watching him ride her "cock" as she pounded into him from below, grabbing his hips and telling him how much she wanted to cum in his ass. Before I knew it, the guy ended up leaning back and shooting his load without even laying a finger on his penis, oozing cum down the underside of his big dick as he undulated on her dildo. I was stiff as bricks watching him shake from his orgasm and grew alarmed at how much I enjoyed this. Maybe I was enjoying it too damn much.

There's no way in hell I'm gay.

I had to know for sure. Swiping out of the video, I warily clicked on the gay porn section of the site and perused their selection, forcing myself to click a video of two muscular studs going at it with reckless abandon. I watched for a bit but felt nowhere near as aroused as I was earlier. Not even a little bit.

Whew.

Allyson would curse me out real good if I ever voiced doing something so ignorant. She was an avid ally of the LGBTQ community, and on numerous occasions, I had to sheepishly smile and shrug my shoulders as she berated my buddies for saying homophobic shit. She told me I had to "unlearn the bullshit" I was taught as a man, but still, this was too weird. Could I really let Allyson fuck me? I turned over and pulled her into my arms, kissing the back of her head as she unconsciously burrowed into me. I felt a light peck on the inside of my hand before feeling her fingers slip through mine as I drifted away into a deep sleep, with vivid images of Allyson fucking musclebound men with a hot pink dildo swinging between her tanned legs littering my dreams.

Fuck...

Allyson never brought it up again and everything was seemingly normal, except she was a lot quieter. Being the loudmouth she is, it was already a dead giveaway. She was home a lot earlier from work after skipping the gym and spent a lot of her time reading and watching TV instead. Whenever I asked her if she was okay, she would smile quickly and assure me she was fine.

"What's that sad-during-winter-shit called again, babe?" she told me, referring to seasonal affective disorder.

"I still don't believe you, blondie, but okay."

"I'm fine, I promise," she told me, patting my cheek before returning to her book.

The house was sparsely decorated for Christmas which was odd considering the woman loved to go all out for the holidays. She also stopped initiating sex, it was so weird. Usually, I couldn't walk past her in the kitchen without a swipe at my ass or grab at my jewels so the lack of harassment was unnerving. Granted if I took point on a trip to pound town she had no problem, she was as muliebral ever, sucking and fucking me to my heart's content. So why did I feel like something was wrong? I kissed her on the forehead and slipped on my trainers.

"Well, I'm gonna hit the gym for a couple hours, you gonna have that Christmas list for me when I get back, right?" I asked as I grabbed my gym bag.

"Yes, baby," she responded.

"That's my girl."

I was worried about her, and when I got to the gym, it showed. Pull day meant deadlifts, and I must've left the lifts at home because I was completely dead. I racked 225 for a warm-up and instantly knew what kind of day it was going to be when it felt... heavy. On to 315 and I was laboring through my reps, the weight just wasn't moving how it normally did. I climbed to 405 and absolutely whiffed, embarrassingly bailing out before I could get a proper rep out. I took my headphones off in disgust before bending over to catch my breath.

"Damn Jack, you weak as a bitch, my boy," I heard from behind me. A giant smile tugged at my lips and I turned to see a colossus of a man with his hands on his hips.

"Swoop, you big motherfucker, why didn't you text me you were back?" I wiped the chalk off of my hands and went in for a handshake and a hug from my partner.

"I dropped my damn phone in the water out on vacation. But damn, are you folding on 405 right now? We smacked around 495 like two weeks ago you pussy."

"Suck my dick, shit's just heavy today. I'm not really into it."

"Well you better get into it partner, I haven't clanged and banged since our last session, daddy's gotta get back to work," he said in that deep tenor of his. With that, he dramatically shoved me to the side and power-cleaned my 405 in one fell swoop. And that's why we call him Swoop.

"LIGHTWEIGHT, bitch boy!" he dropped the barbell with a roar and flexed in my direction with a huge smile on his face.

"Fuck you, show off," I couldn't help but laugh at his charisma.

"You know I will, but you're the faithful summabitch," he cajoled.

"Swoop, I'd have you gagging on my shit."

"That's a negative, my boy, you better ask around this gym about me," he beamed.

Swoop was a very, very gay man. Even back when we were in high school, instead of running through the cheerleaders as our star defensive end, he was going through the wrestling team in their leotards. Even today, at 6'4", 320 pounds, not many people would have guessed.

His reply?

"Powerlifter, power bottom, what's the fucking difference?"

It cracks me up every time, the man is my friend for life.

Swoop and I went through a strenuous pull day, pushing and motivating each other through an extremely productive workout, even though I struggled through most of it. After an embarrassing show on the pulldown machine, he had enough.

"Goddammit c'mon Jack! Pull that shit the fuck down! Pull that shit! Lightweight! Lightweight! LIGHTWEIGHT!"

I let go of the bar and let the weights crash.

"Swoop, shut your mouth before I put a dick in it," I wiped my face in exasperation, spent from our workout.

"If you activated those damn lats I wouldn't have to be yelling at you, now, would I? You're distracted, what's wrong with you today?"

"Nothing really. Allyson said some shit to me the other day and it's been throwing me off all week."

"She leaving you?"

"Not that I know of."

"She cheat on you?"

"She would never."

"She want a threesome with another man?"

"No, fool."

"You sure? Let me be the third wheel," Swoops said with a devilish grin.

"Fuck you," I said while smiling, the man's disposition was infectious.

"Again, I bet you wish you could, little body. But you can't handle all of this."

Swoop immediately went through his competition poses, barking and making the stupidest faces as I fought back tears.

"Honestly, that's low-key the problem," I told him as we hit the locker room. I dumped my bag in my locker as Swoop poured some protein powder into a shaker. As he shook his bottle, I looked around to make sure no one was around, moving closer to him so he could hear me as I mumbled.

"On some real shit, she said she wants to play with my ass."

"Okay, so what's the problem?"

I looked at him incredulously.

"I shit out of there, it's nasty."

"Cut the shit, literally. You eat her butt, right? Look me in my face and tell me you ain't never fuck her in the ass before either."

"Man, that's different. She's always clean."

"Bullshit, take a shower before she goes back there then," he told me dryly.

"Doesn't that make me gay though?"

Swoop pointed at a naked man coming out of the shower.

"You wanna fuck that man right there?"

"I'm gonna have to say no, officer," I told him.

"How about him?"

"No."

"Any man?"

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"Pretty sure the answer is still no."

"Congratulations, by the power invested in me by the LGBTQIA+ and beyond, I hereby dub you a straight man," he commanded while knighting me with his forearm.

"Stop overthinking shit, Jack. How the fuck is it gay if it's a woman? Either you're hiding that you're gay, or a fucking idiot." Swoop shut his locker and turned to me as he pulled off his shirt. "I mean, if you were single I'd hope for the first, but I'm betting my house on the latter. You're not gay are you?" he inquired.

"Not that I'm aware of, but I was watching that shit where women fuck men with straps and-"

"Pegging, it's called pegging," he informed me.

"Yea that shit, pegging. I can't even lie, it was kind of fire."

"Uh-oh, yup. You're definitely a flaming homosexual, my gay-dar says so." Swoop passed the back of his hand up the length of my body with loud beeping noises.

"Keep fucking with me and I'm gonna kiss you on the mouth," I joked.

"See? You straight men will say all this gay shit as jokes and will understand they're jokes until you get around gay men or women who want to play with your assholes."

"That's different though, you and me we're cool like that, I know we're just playing."

"Okay, so you're comfortable enough in your sexuality to joke about that shit with me and the gang so what is the fucking problem? Let your mamacita split those cheeks."

"I don't know, that shit feels wrong. I mean I'm the man. How is she gonna take me seriously if I'm on all fours getting fucked?"

"A control freak with a monkey's understanding of sexuality, my goodness. If she's doing the fucking, who gives a fuck? I know what the problem is too, it's that Marine Corps I tell you, it ruins the youngins. 75% of you are gay and pretend not to be," he said gruffly.

"I know a squid isn't talking right now, you joined the damn Navy, we know all about you sailors!"

"Ay hold on, what do we say? 'It's not gay while we're underway,'" he said with booming laughter.

"Still, Swoop, I don't know. What if that shit makes me gay?"

"If that happens and y'all don't work out, you got this big, black dick waiting on you." Swoop was fully undressed and swung around to whip his cock back and forth between his thighs.

"Goddamn, go give that fucking horse its leg back, you fucking sicko!"

"If seeing this masterpiece doesn't make you gay, chances are your very womanly WIFE won't turn you either. If you're going to be with somebody, you need to be with them. No matter what. Trust Ally as she trusts you."

Swoop slammed his locker shut and headed to the showers.

"You gonna shower too? Or are you afraid that being around naked men is gonna make you gay?" he said over his shoulder.

"Don't drop the soap, motherfucker," I responded in kind, snapping his thighs with my towel just like the old days. We grabbed two empty showers alongside each other and continued conversing about sports, music, and finally, my asshole.

"If you're really worried about it being dirty, I hope you're cleaning that shit out up to your second knuckle," I heard Swoop call out over the din of the warm water.

"What?"

"Your second knuckle, fool."

He poked his head over the partition, pointing his index finger to the sky and pointing at the bulbous point in the middle.

"If you're gonna wash your ass, stick your finger up this far and get up in there properly. Then you won't have to worry about anything. Anything that length anyway."

"What the fuck," I bemused. "A regular washcloth isn't enough?!"

"You're fucking hopeless. Soap your shit up and stick it in there. If you can't do it, I got something that'll do just the trick," he warned, dropping his voice an octave.

The second knuckle?! God damn.

I apprehensively lathered up my index and reached around for my asshole, warily pressing the tip of my finger to its entrance.

"Relax, you won't get a sewing needle to fit in there if you stay tense like that," I heard Swoop call out.

Yea relax. Easy for you to say.

I took a couple deep breaths while simultaneously applying pressure, and my finger slowly slid into my ass. With a slow creep, my second knuckle comfortably lodged itself in my ass bringing along one of the weirdest sensations. It wasn't bad, but there was nothing mind-blowing about it either. I wiggled my finger around there a bit before slowly moving it in and out as the water ran down my backside for a good clean. By the end of my shower, I had a chub and a nice, clean asshole. Swoop and I walked out into the parking lot five minutes later before he beckoned me over to his truck. I watched him dig around a duffle in his backseat and pull out a bottle of what looked like soap.

"This is coconut oil mixed with a splash of peppermint. If you decide to stop being a bitch and let your lady have some fun, tell her to use this, it makes it easier. If not, make sure I get my shit back."

"Roger that, brother. I appreciate the listen today, that was some good shit. You really helped me out."

Swoop started up his truck and leaned out the window with a mischievous grin.

"Cut that gay shit out," he said as he pulled off, laughing louder than the sound of his own engine.

I stared at the bottle of oil and casually tossed it a couple inches into the air, catching it in my opposite hand and placing it in my pocket. A short drive later, I was back home to see Allyson still curled up on the sectional where I left her. Her book was closed, but the TV was on this time and I recognized a few of the reality TV stars that she always tried to get me to watch.

"I'm back, babe," I announced, slipping off my trainers and neatly hanging my bag in the hall closet like a good husband.

"Hi baby, I made you a protein shake, it's in the fridge."

I made my way to the kitchen and snagged the tumbler out of the fridge, greedily draining it of its contents and oh so grateful I wouldn't have to deal with cleaning the blender.

"I left you a plate in the microwave too," she called out from the living room.

I moved over to the microwave and nuked my dinner plate for three minutes, pulling out a steaming hot meal of grilled cajun chicken, brown rice, and roasted veggies.

What a gal.

Scarfing down my food, I made sure to wash my plate before sidling over to her spot on the couch. I quickly reconfigured the sectional so that I could cozily lie between her legs without her having to turn on her side and watch the TV at an angle. When I finally finished, I plopped down between her legs and comfortably stretched out straight in front of her.

"How was your workout?" she asked me, her eyes still trained on the screen. Without looking at me, she used her thumbs to massage my biceps as if she were slowly coaxing the remnants of lactic acid out of my broken-down muscles. She even knows what I worked out today without me telling her. God, I suck.

"It was good, blondie. Swoop came back and we hit that shit hard."

"Awww, how is Swoop? I haven't seen him in a while." 

She slipped her hands into the arm holes of my tank top and began to methodically rub my lats underneath my arms before transitioning to my chest, resting her hands on my collarbone when she was done.

"He's good, he really set me straight today, literally."

"Oh, yea?"

"Mhm. Straight as an arrow," I told her while shifting both of her hands to my nipples. She looked down and raised her blonde eyebrows quizzically before going back to her show. I looked up at her from below, studying her profile as I built the courage to make my move and initiate my submission to her. It was the least I could do, I had to trust her the way she trusted me. I stared at an inordinate amount of time, drinking in her appearance. Her hair was in a messy bun on top of her head with a few errant strands comically bending over backwards around her face and over her ears. I could see the shadow of the practically imperceptible peach fuzz extending from her sideburns and onto the aft end of her cheeks. She hated when I pulled at them with my lips.

"What are you staring at, crazy man?"

She looked down and caught me studying her, my heart skipping a beat at the sight of the soothing smile she gifted me. Grabbing the sides of my face, I received a quick peck on the lips, I blushed and she gave me two more in quick succession before I grabbed hold of her head in turn for a more intimate exchange. I coyly tugged on her bottom lip, bashfully opening my mouth as an invitation for her tongue to come out and play with mine. The snake charm worked, and her tongue languidly slipped past the gap in my lips and explored my mouth, dancing with my tongue before seductively sliding across the frenulum of my upper lip. After about a minute of excitingly tonguing me down, she broke away from me, her chest heavy with heat.

"You came home to big momma with some testosterone didn't you?"

"Just a little appreciation for the food and shake. They both were really good."

"I'm glad you enjoyed them, pumpkin," she said as she slipped her hands back into my shirt.

My cock was stirring in my pants after that kiss and I was getting ready to go all in. As her show came to an end, she asked me if there was anything I wanted to watch. 

This was my shot.

"Yea, babe, change the TV over to cast for me will you?" I told her as I grabbed my phone. I hastily opened up my browser and searched through my open tabs for the "research" I conducted a few days before on femdom. I came across the busty domineering blonde and threw up a video of her getting ready to sink her teeth into some young sap.

"Oooh you dirty boy, I don't care what you put on the set, I don't have sex on the first date," she said haughtily.

I whipped my shirt off and put her hands back on my chest, guiding her index fingers and thumbs to the soft flesh of my nipples. Once again, her eyebrows raised in suspicion.

"Uhhh, okay? What's going on here, Jack?"

"Just watch."

She turned back to the screen to witness the scene unfolding between the big-breasted bimbo and the sniveling overdeveloped teen. He was a twig, but his cock was massive and made for porn. The woman had him on his hands and knees, securing his hands behind his back with a pair of thick, furry handcuffs. I could hear Allyson audibly gasp as the woman unzipped her skirt and simultaneously slid out of her panties, revealing a hot pink strap-on dick just as big as the bell that hung between the legs of her subject. Stuffing his mouth with her panties, she spread his cheeks wide and began to eat his ass, tonguing and spitting in his puckered anus as he squirmed and moaned beneath her. Allyson was dead still except for the movement of her breasts from her quickening breaths, utterly transfixed by the happenings on screen. She looked down at me nervously, but I simply covered her hands with mine and made her rub my nipples. I dropped my shorts to my ankles after pulling the bottle of oil out of my pocket.

Handing it to her, I spoke two words:

"Take charge."

Published 
Written by DazzlingLove
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