It wasn’t the first Saturday night my boyfriend was working while I sat at home alone. That had been life lately since he started a new job. He was grinding away, constantly switching between day shifts and night shifts. On the brief moments throughout the week when we were home together, he was catching up on sleep and/or whatever show was the current flavor of the week.
I started singing the words to the old American Hi-Fi song in my head.
“She paints her nails and she don’t know,
He’s got her best friend on the phone,
She’ll wash her hair His dirty clothes are all he gives to her.”
I smiled at the pang of nostalgia from the ’90s song popping into my head and then winced at the irony of the words.
I needed something more. I needed to feel the way I felt when I was an infatuated, in-love, horny teenager.
I overheard a character in one of my boyfriend’s TV shows of the week say to his wife, “When you walk into rooms, you never stop taking my breath away.” Coincidentally, he also has a complicated relationship with her lack of work-life balance.
I felt a particular pang when I thought about how he looked at her.
“Fuck this,” I said out loud, standing up from the couch in my underwear. “I’m getting a fucking drink,” I said to my dog, whose ears perked up when I disturbed her from her slumber.
I went into our room to find something to wear. I wanted to feel like I did when I was a teenager. God knows I have just as good of a body as I did then, if not better.
My toned, tan legs needed to be seen. I chose a short flirty skirt that I loved but I’d sadly never taken the tags off of and a t-shirt that was ripped in a way that it exposed my shoulders, then donned my favorite fringe boots. I put on a little bit of makeup and looked in the mirror.
I looked good. Working out like I had been lately, just because there wasn’t anything better to do, had gotten me really toned. I didn’t fuss with anything about my outfit or appearance. I just got in my car and drove to the bar.
I sat down on a stool at the most reliable spot in town, the type of place where people were, but they wouldn’t bother you unless you looked like you wanted to be bothered. And tonight, I wanted to be bothered.
I wanted someone to look at me, and I wanted to be seen.
“Old Fashioned, please,” I asked the bartender.
“Make that two,” said a voice over my shoulder. I turned my head as a man came up behind me and started to walk toward the empty stool beside me. He was so tall, I had to look up to see his face.
Lynyrd Skynyrd’s “Simple Man” started playing. I smiled at him. He looked at me like he wanted to know what I was doing alone at a bar on a Saturday night.
“What on God’s green earth are you doing here alone on a Saturday night?” he asked.
I felt the unfamiliar buzz of connection, the fact that my conscious body was in the chair right next to him, and it not only knew what he was going to say but that there was something it wanted more of from the night.
“My boyfriend is working…again. And I wanted a drink.”
He smiled at me and sat down on the stool on my left.
“Would you like to join me?” I asked, sarcastically, since he’d already sat down.
“I already have,” he smirked back.
He was forward. And I liked it.
Forward. And tall. He was cleaner than I was normally into, but not too clean. He looked good, but like he could also be really bad. I wanted to prove my intuition was on point even though I already knew it was.
“Cheers to those boots,” he said, lifting his glass toward mine after the bartender set down our drinks.
“These boots needed to be seen by something besides a shoebox,” I said, realizing immediately after saying it that it made me come off like a middle-aged mom who drinks a bottle of wine a night.
“I chose the right shoes, clearly,” I said while I clinked his glass, trying to sound less negative.
Glancing down at his shoes, I could tell he was in the military. The boots, it was always the boots.
“Military?,” I asked, then winced at my forwardness.
“Yes ma’am,” he said, his blue eyes fixed on me.
I felt my lower abdomen pang with the deep thrum of desire. The warmth spread down my tiny skirt and into my panties, and I could feel my pussy throb out of nowhere and my ass getting hot on the bar seat.
“I can’t believe your boyfriend let you come here alone looking like that, ma’am.”
Surprisingly, I didn’t mind his presumptuous anti-feminist comment, suggesting my boyfriend could “allow” me to do anything at all. And “ma’am”?! Why did I love it when he called me that? I had just turned thirty-five and was feeling my youth slipping away, and it was because of sex. So I most certainly wouldn’t have considered enjoying being addressed as “ma’am.” I needed someone to wake me up. No part of me felt insecure or shy. I flipped my hair, in a not-so-subtle way that he obviously picked up on.
“Well you’re just going to have to appreciate me on his behalf,” I said both sarcastically and flirtatiously.
He flashed an incredible smile — an ear-to-ear type — that filled me with warmth.
“Ok so why are you here alone on a Saturday night,” I hit him in the chest playfully, and let my fingers linger long enough for him to notice.
“My brother is around somewhere,” he said right as another guy clapped him hard over the shoulder from behind. “Thanks for the Old Fashioned,” he said, grabbing his friend’s drink and taking a swig.
“You guys are brothers?” I asked, gawking at the two beautiful men standing right in front of me. I couldn’t tell for sure who was taller, but I’m pretty sure it was the second guy.
“Brothers in arms,” he said, gesturing toward his friend. “We’ve been through hell together.”
“Thank you, boys, for your service,” I said, tipping my drink toward both of them.
“Brother, who is this that has blessed us with her presence?” His friend looks at me and then back at the first guy.
“I don’t know her name. Just a random weirdo sitting at the bar alone on a Saturday night,” he says, winking without his friend noticing.
“Bro, where are your damn manners?” his friend asked.
“Devyn,” I said, extending my hand to shake whoever would take it first.
“Chris,” his friend jumped in.
“Jason,” said the original hottie.
I tried not to ogle as the bourbon washed over me. It was enjoyable as fuck to sit next to one man giving me attention, let alone two.
Chris flagged down the bartender. “Makers, straight up.” And another Old Fashioned for Devyn.”
“I didn’t even buy her first drink yet,” Jason said.
“You never miss an opportunity to miss an opportunity,” Chris said back. “Sounds like I’m the one who is going to be taking care of her tonight.”
“Both rounds on me,” Jason said, slapping his credit card down on the bar. “Plus a Makers on the rocks.”
I tried not to show just how much I loved having two men fighting over who was going to buy my drinks.
“Damn, that’s the most initiative I’ve seen you take in years,” Chris said.
“When the boots are right…” Jason smiled at me, making a joke about my ridiculous turquoise boots. Chris looked lost for a second, then looked down at my boots and gave his friend an exaggerated, eyes-wide expression.
Chris sat down on the opposite side of me. He was clearly the taller one, though I wasn’t sure how it was possible.
He was sexy in all the ways that I would think of in someone who was my type. Tall and a bit bulky, bearded, with brown eyes that matched the flannel he was wearing. He looked like a mountain man. But a military one. I wasn’t normally a swooner, at least to someone’s face. But I definitely swooned.
The bartender put down another round in front of us.
“Thank you for the drinks,” I smiled at Jason.
“Anything for you, ma’am.”
More swooning.
Jesus. I was not sure what to fucking do in this situation. Before I met my boyfriend, I was no stranger to hooking up with guys I’d met in bars. It was typically on a drunken night out with friends and ended in an unsatisfying sexual encounter. My pussy would get wet for sure because I used to be very easily aroused, or constantly horny. Maybe a little bit of both. He would finger me, or I would give him a blow job and maybe we would fuck. But it was never anything remotely spectacular. I was always fun on a night out, and I’d certainly had my share of men wanting me, but this? This felt like another level and I wasn’t sure how I was supposed to handle figuring out who I was going to focus my attention on.
Chris touched my leg as I was mulling the situation in my head. A shot of electric energy surged up my thigh and between my legs.
“Forgive me darlin’, Jason very rudely commented on you being here alone on a Saturday night, but now I have to know.”
“Can’t a lady take herself out for a drink anymore?” I teased.
“She sure as shit can, but I just don’t understand how it’s possible you are here all alone.”
“Her boyfriend works a lot,” Jason chimed in. “Lucky for us.”
“Fucking right indeed,” Chris responded, chewing on a bar straw.
“So where are you two based?” I asked, looking back and forth at each of them.
“Head on a swivel,” he joked, regarding the effort I was putting in to give them equal attention.
“North Carolina, ma’am. We’re on leave right now and here for a brother’s wedding.”
This time I knew he was referring to someone in their platoon.
“So you’re telling me this isn’t going to be our Saturday tradition?” I asked, jokingly, though also fantasizing that it would be.
“If you weren’t taken, I’d have told the military to fuck off and moved here for you yesterday,” Jason said.
“My relationship isn’t going to stop me from hanging out with a serviceman.”
“What about two servicemen?” Chris asked.
“Who’s the one without manners now?” Jason joked.
They were both forward. It was intense. Jason seemed like maybe he was a bit more traditional, less rowdy, more of a gentleman. Chris seemed rough. Wild. One to push the boundaries and cause his buddies to do the same.
“Ya’ll want to have a drink at the hotel?” Chris asked.
“Where are you staying? My car’s here but I shouldn’t drive.”
“We’ll make sure you get back to your car, ma’am. It’s not far.”
“I’ve gotta pee,” I said, hopping up from the barstool.
“I’ll get the Uber,” Jason said.
I finished my drink and leaned over Chris to put the empty glass on the bar, my abdomen pressing into his thigh as his hand went to my hip. I lingered and let it rest there, staring at him.
“I’m sorry darlin’, but you smell like heaven,” his hand traced my hip and down the back of my skirt, quickly reaching the bare skin under my ass. The way I was still perched over his leg made my already short skirt even shorter. His hand subtly cupped my ass and I drew in a breath I wasn’t sure I minded him noticing.
I stood up and turned toward Jason and smiled as I headed to the bathroom, catching a look of something wild mixed with envy, his eyes telling me that he wasn’t going to let his friend have me.
At that moment, I did not know who I wanted more.
My typical approach to indecision was just to go with it. Clarity would come as any situation progressed. Nothing was set in stone. Anything could be everything. Things could shift and unravel as they wanted. In real-time.
I was grateful for that side of myself, the adventurous side. The side that didn’t run away because I didn’t have all the answers. I think it was what kept me more youthful than all the wine moms in my friend group. That and I wasn’t married with kids. That combination just always seemed to be an adventure killer.
I pulled down on my underwear and sat on the toilet, laughing to myself at the night I was having. When I wiped, the toilet paper glided easily across my pussy. The telltale sign. I was really, really fucking wet. I wiped again, but that sensation wasn’t going anywhere anytime soon. Ugh. As much as I loved how wet I got, I hated wet panties.
I looked at myself in the mirror and loved what I saw. It was normal to think you looked cute at home, then look at yourself in a bar mirror and wonder what you were thinking. This was not the case tonight. I looked vibrant, sexy, and alive.
When I got back to the bar, Chris and Jason were both standing up, waiting for me.
“Uber’s here,” Jason said. I grabbed my purse off the stool. He put his hand on the small of my back and guided me toward the door.
Jason opened the door of the Tesla for me, and the three of us slid into the backseat.
I found it exhilarating just to sit so close to them in the back of a car, the heat of their bodies pressed up against me, my arms touching both of them.
The driver turned up the music as he drove away, drowning out any awareness that we weren’t the only three people inside.
Jason’s hand found my thigh first this time. Chris saw it and placed his hand on my other one.
I let out a breath, and Jason asked if everything was alright, with his token “ma’am” tacked on to the end of the sentence.
“Definitely,” I said. His fingers started making circles on the top of my thigh, drawing the hem of my skirt up my leg. Chris’s hand stayed still on my other thigh, but his grasp was firm and dominant, his fingers digging into the meaty flesh of my upper leg.
Jason traced his fingers to the part of my panty line resting on my hip bone, and then traced a single finger down, pausing right when he reached where my thigh creased in line with my pussy. I parted my legs, in as subtle a manner as I could muster, as if it wasn’t already clear what I wanted him to do.
He glided a single finger over my labia and kept going until he reached the opening of my pussy, not stopping at my clit.
“Fuuuck,” he groaned when he felt how slippery wet I was.
He moved his finger ever so slightly in and out of my opening, and I leaned back in my seat and spread my legs wider, this time not caring whether it was subtle.
He leaned over and put his mouth to my ear, while his fingers drew deeper inside me. I groaned as he whispered in my ear.
“A gentleman wouldn’t normally ask such a thing, but would you mind if my brother over here felt how insanely wet you are right now?”
All at once I knew what was going to happen tonight. See? I told myself. You don’t have to worry about who you’re going to choose because you’re apparently, wonderfully, magically going to fuck both of them. I was surprised at how calm I was about it.
I felt his breath hot in my ear, and he nibbled my earlobe as he gently, but confidently surged a second finger inside me.
I grabbed Chris’s hand and pulled it from his grip on my upper thigh, guiding it over my panties which were now soaked, Jason’s two fingers still inside me.
Jason pulled his fingers out and stuck them inside my mouth, kissing me lightly as he drew them out.
“Jesus, darlin’” Chris inhaled and looked me in the eyes as he ran one finger under my soaked underwear and softly circled my clit.
The three of us sat quietly in the back, the music loud enough to easily cover up the wet slurping sound of my pussy as Chris’s fingers felt toward my opening right as the Tesla came to a halt.
The driver lowered the volume slightly to tell us to have a good night, thankfully seeming completely oblivious to what was going on in the back of his car.
Jason drew his finger out of my underwear and opened the door.
“Have a good night, sir,” he said, and we all climbed out of the car.
The three of us walked inside the elevator and Chris hit the button for the top floor. A couple walked in and joined us right as the doors were closing.
“Penthouse bar or drinks in my room?” Chris asked me.
“Whatever you guys want,” I responded, perfectly buzzed and reeling from the Uber ride.
“You choose, boots,” Jason nudged his hip into me and grabbed my opposite side to steady me when I started to stumble.
“Drinks in the room,” I responded, smiling because I was letting my wild side make the choices for the first time in a while.
“Whatever you say, ma’am,” his hand trailed down from my hip and squeezed my ass right as the doors opened.
They both led me back to Chris’s room, who had apparently sprung for a suite on the top floor. The door opened to an expansive view of the city seen from the sprawling floor-to-ceiling windows.
“I love a penthouse,” I joked, as if I was the type of person to be familiar with penthouses.
“Is that so, boots?” Jason asked.
“Fuck ya. Well, if I had someone to take me to one,” I said, admitting that I was not used to luxury.
“You’re meaning to tell me that your boyfriend doesn’t spoil you silly?” he said, honestly looking confused and somewhat annoyed.
“That’s not really his style,” I said, as Chris interrupted us to ask if we wanted tequila or bourbon.
“Bourbon, we are obviously sticking with bourbon”.
“But he takes you out to nice places and shows you off?”
I shook my head. “Not usually, but it’s fine. That’s not our thi—”
Jason cut me off. “Ma’am, you best tell me that he has a monster cock”.
I shook my head again and tried to change the subject. He looked genuinely pissed off. Something about the way he wanted to protect me and hinted at how much he would spoil me if I were his made me weak in the knees. My pussy throbbed and I remembered how wet I was.
Chris brought over three glasses and Jason shook his head in disbelief.
“Her boyfriend doesn’t take her out and he has a small cock,” he updated Chris on what he thought was breaking news.
“This is our girl tonight, brother. We are in the nicest hotel room in the best hotel in the city. I have a feeling she just wants to be here with us.”
I was grateful that Chris put an end to Jason’s questioning, even if I did like the way he was showing me how much he wanted to make up for all I was missing.
“The military must pay you guys a shit ton,” I said as I walked over to the windows and gawked.
They both laughed like it was rehearsed.
“Fuck no,” Chris said. “I just save a lot of money, living on base. I’m on vacation and felt like I needed a reason to upgrade to a nicer room.
“Meant to be,” I turned my body toward Chris, pressing my tits against his chest and looking up at him.
He was so fucking tall and hot I had to stifle my laughter.
“What’s so funny?” he asked when he caught me smirking.
“You’re hot,” I responded.
Jason grabbed me from behind and spun me around towards him, pressing me up against the window. He held me there, kissing me desperately before placing another more gentle series of kisses on my throat. His kiss was desperate in the way that I craved, showing me how much he had to have me. I groaned in his ear and reached my hand down to his cock, which was already visibly showing under his jeans.
I reached for his belt and unbuckled it, and he let his pants drop to the floor.
Holding his drink in one hand, he picked me up with his other arm and I straddled him while he continued kissing me, setting his drink down on the nightstand before grabbing mine out of my hand and laying me down on the bed in front of him.
“Ma’am, I need to see your beautiful body,” he begged with Chris standing right beside him. “I feel like I’ve waited long enough”.
“Do you boys share women often,” I asked while looking up at them, genuinely curious.
“We’ve never done this before,” Chris said, which made me want this even more.
“We have been through traumatic shit together,” Chris said as he pulled at the zipper on my skirt. “This seems like the natural order of things”.
Chris gave off a pride that seemed to be masking something behind it, but what it was, I wasn’t sure. Jason walked around the other side of the bed and pulled off my top, revealing a lacy bra I was glad I’d worn. He kissed me again, hard, massaging my tit with one hand while his other reached for the clasp behind my back.
Chris leaned over me while Jason pulled off my bra, and touched his mouth to mine for the first time. He kissed me in a way that every girl dreams of being kissed. With a primal force that made me forget I needed to breathe.
He took one of my hard nipples between his fingers, circling it softly as his other hand reached between my legs and grabbed my underwear, pulling them down. His hand came back up and between my legs and I moaned in his mouth as he continued to kiss me.
Jason leaned over me as Chris lightly massaged my clit, and I grabbed at the waist of his boxers, trying to exercise some sort of control. He pushed my hands away and pinned them both under his knee as he knelt behind me.
“I want to please both of you,” I said softly into his ear as he kissed my neck and throat. “Please let me,” I whimpered.
Chris had pulled my underwear all of the way off and stood up, looking down at me.
“You gotta see this, brother”. He beckoned for Jason to join him on the other side of the bed.
I was lying naked in front of two incredibly huge, sexy men, my arms above my head from where Jason had left them. I started to sit up to touch them, but they stopped me when I started to move, each of them pinning one of my arms down.
“Darlin’, you are a smoke show. I have never in my damn life seen such a perfect little pussy,” Chris said, not taking his eyes from my body while he kept me pinned.
I tried again to move, my instinct to please making it ludicrously painful to be restricted. I wanted to show them how much I wanted both of them in my mouth.
“Please let me taste you,” I pleaded.
“Not before we taste you,” Jason whispered into my ear.
Jason spread my legs and leaned over me, while Chris moved above me, making sure I couldn’t move my arms.
Jason kissed my belly button, softly. He moved his lips down, slowly, breathing out only once his mouth was hovering over my pussy. His hot breath on my throbbing clit was all too much. I struggled against Chris’s grasp and tried moving my legs, but they both had me pinned.
Then, I felt it. The all-consuming desire to let go. In a way that was so foreign to me in sex. I had recently learned this feeling when I started doing intense, brutal workouts. Your body fought you and begged you to take back control, but then, if you pushed through, there was a moment when you would just let go. It wasn’t that it physically got any easier, but your mind stopped fighting and stopped trying to exert some kind of control over the situation. It was how I learned how to be in a state of flow.
As I gave in, Jason’s hot breath gave way to his tongue, which slipped in between the folds of my pussy. He groaned as he buried his nose inside me, inhaling deeply in a way that would have normally made me embarrassed, only this time, it made me feel so fucking alive. His tongue made careful, precise circles around my clit and I felt like this was the closest to heaven I’d ever been in my life. I pressed my hips toward him and curled my toes in a way I thought they only ever did in the movies.
“Brother, you need to taste her,” Jason said, his words almost unintelligible.
Chris abandoned his post above my head, where he was holding my arms, but this time, I didn’t fight to get away.
He pushed Jason out of the way and kneeled on the side of my bed, grabbing my butt and pulling my hips toward him in a rapid, controlling motion. From a kneeling position on the floor, he thrust his tongue inside of me, in a much more deliberate way than Jason had, opening my pussy up and causing me to arch my back in pleasure.
He made a sound that signaled to me how much he enjoyed the way I smelled and tasted and a groan escaped my lips. “Please let me feel you,” I begged.
Chris was still in jeans, Jason in boxers. I asked to see them both.
“Please, I want to take a mental image before I’m lost to this night forever,” I continued to beg.
“Whatever you say, ma’am,” Jason said, pulling his boxers down and revealing the most beautiful, pristine, thick cock.
Chris followed, unbuckling his jeans and pulling them off, then shedding his boxers as I sat up on my elbows on the bed, gawking.
Chris was enormous, he had the biggest cock I’d ever seen in my life. It must have been ten inches, and thick. I looked back and forth between them, clearly beyond impressed with both of them.
“Who is going to be inside me first,” I asked, in a breathy voice I didn’t even recognize when it escaped my lips.
“Baby, you get to choose,” Chris said.
I turned over and got on my knees. The next words out of my mouth came without thinking.
“Surprise me…” I begged.
The next thing I felt was one of them slapping me on the ass hard. I squealed in pleasure and pain and pleaded for more.
Jason grabbed me around the waist and flipped me back around.
“Boots, when I’m inside you for the first time, I sure as shit want to see the expression on your face”.
“Yes sir,” I squeaked back, my voice barely audible with anticipation.
“You found this prize, I think you get to fill her first,” Chris looked over at his friend, urging him to get going, clearly impatient himself. “Then I’ll take her to heaven.”
The next few moments I can barely recollect. The way both of them stood over me, refusing to let me feel them, refusing to let me do what was normally my knee-jerk reaction in a random, sexual encounter. The control they exerted over me, though the most intense thing I’ve ever experienced, never felt scary. It felt like the safest thing I’d ever known.
Jason climbed on top of me, the whole weight of my body beneath him. His chest against my tits, lips hovering over mine, his cock teasing my opening.
I groaned, and lifted my hips toward him, feeling the tip of his cock press further into my clit.
Jason lifted one of my legs and spread my pussy, and I felt the tip of his cock push inside me.
I screamed in ecstasy. I literally couldn’t control myself. I had never in my life felt anything like it. He stayed like that, just barely giving me what I needed, leaving me to buck my hips toward him, trying to get him to go deeper.
“Take your time, relax, beautiful,” he crooned into my mouth as his tongue swirled between my lips. “You don’t want to rush something this good,” he whispered into my throat, slipping me into a state of submission.
The way he commanded me made me obey. I stopped pressing my hips upwards and instead focused on letting him spread my legs open so I could feel him as he drove his cock deeper inside my soaked, throbbing pussy.
“Fuckkk,” he groaned, his hand cupping my ass and spreading me even further open.
I don’t know if Chris said something to Jason or if he just decided he would let his friend have a turn, but he slowly pulled his cock out of me and I grabbed his arms and wrapped my legs tightly around him, begging him not to leave.
“I’m going to have a lot more of you, boots,” he whispered in my mouth. Something about the tone of his voice and the way he consoled me made my stomach flip and turn with something my brain could only comprehend as the beginnings of love.
The next thing I knew, Chris was pulling my hips toward the edge of the bed. Leaning over me and pressing his hands into the backs of my legs, he paused with the tip of his cock touching the opening of my pussy. I let out a cry, begging for more.
Chris paused, before driving his nearly ten-inch cock deep inside me, causing me to scream even louder than I had with Jason. Jason covered my mouth momentarily as Chris fucked me, then kissed me as a single tear escaped my eye, falling down the side of my cheek.
Chris pumped his cock in and out of me, slowly at first, which I was glad for. I wasn’t used to anything about the size of either of them. I’d always known I was a size queen, but my needs were mostly unmet. My boyfriend and I used toys regularly since he couldn’t give me what I needed, and we had talked several times about me finding a man who was big and could stretch my tight pussy but even though I’d been on the apps looking, I hadn’t found anyone who turned me on. Sex for me was highly emotionally charged. I needed to feel a desperate, hungry connection to a man for me to want to feel him inside me, but I just hadn’t found it. Until tonight. And apparently, I’d found it twice.
Chris pulled out of me and I screamed, trying to wrap my legs around him to bring him back inside. He pushed me away and grabbed me around the hips, flipping me over onto my knees.
Chris took a sip of his drink as Jason knelt in front of me, and I took the opportunity to finally take his cock into my mouth. A deep guttural groan escaped his lips as I gently licked and sucked his head, moving down his shaft and wetting his entire cock with my spit. I reached my head under him, kissing and sucking his balls as he continued to make deep, throaty groans while lightly cupping the back of my head and running his fingers through my, what was now, very messy hair.
Chris watched, sipping his bourbon and snapping a photo of us that I only became aware of when I saw the flash in the reflection of the big windows.
“You look incredible, darlin’,” he said, and I could detect in the sound of his voice how much he meant it.
I pulled my head away from Jason’s cock, just for a moment, to sit on my knees and gaze up at him. He leaned down and kissed me hard on the mouth, slipping two of his fingers over my clit and squeezing my ass hard with the other.
As much as I was in heaven, I pushed him away and got back to his cock. I wanted to take all of him inside my mouth, and I wanted to hear his reaction. I started to suck his cock again, slowly at first, wrapping my hands around his ass for leverage. Right when he started to get used to the rhythm, I drove his cock to the back of my throat in one quick, smooth motion, gagging immediately on his girth and length.
“Holy fuck….,” he groaned, leaning down over the top of my head.
“Yes ma’am I am indeed in love,” he whispered into my hair so his friend couldn’t hear, right as Chris entered my pussy from behind.
I came off his cock for a moment, squealing in ecstasy. I could feel Chris spreading my ass, coaxing my pussy to stretch even more for him.
I didn’t know how to pay attention to two men at once and be filled to the brim, all while maintaining even an ounce of presence in the experience, but somehow, some way, I was doing it.
Jason must have sensed I was reaching some kind of limit, so he rolled over to the head of the bed, laying against the pillows so he could watch his friend’s enormous cock sliding in and out of me.
“Bro, you weren’t lying about the view, she is the most phenomenal creature to ever walk this earth,” as he reached for his phone to take a picture.
Later, lying between the two of them in bed, Jason would show me the photo he’d taken of me. I’d never liked the way I looked when I was having sex. I was always subconscious about the faces or sounds I’d make, but they were right. The look on my face, as I was on a bed being owned, was nothing short of perfect. I looked hungry, wild, and liberated in a way that I’d never dreamt of in my wildest imagination.
Chris groaned, and I backed up into him trying to force him to go even deeper. He took the cue, and slammed his cock to the back wall of my pussy, in and out, in and out, in a perfectly rhythmic motion, pulling his cock all of the way out of me every few pumps, just so I could experience the entire length of him. I felt the deep hum of an orgasm building, and my body tightened up, trying to brace for some control against his movements so I could make it happen even faster. Chris must have sensed it, because he gradually increased his speed, without breaking the rhythm. He slapped me hard and quick on the ass, and that did me completely over. My pussy contracted as I had an orgasm that sent euphoric shock waves throughout my whole body for at least fifteen whole seconds. I screamed loud into the duvet, as Chris began slowing his pace and gave me another slap on the ass, lighter this time.
“Good girl,” he crooned. “Now we need to decide if I get to cum in you before Jason has his turn.”
“I need to catch my breath,” I begged. Sitting up and grabbing a glass of whiskey from the nightstand, I took a swig and lay back on the bed next to Jason for a breather.
“How was that?” Jason asked in my ear, pulling my head closer to him so he could kiss me.
“Genuinely life-changing,” I said back, sighing deeply with satisfaction as Chris sat down next to me, his cock rock hard.
Feeling my breathing slow, I turned toward Chris, straddling him on the bed.
“God Bless America,” I whispered into his ear and he turned his face to kiss me.
“I made an oath to serve, darlin’, and damn if I’m not true to my word,” he said into my mouth as he bit my lip.
Jason grabbed me and pulled me off Chris, eager to feel what his friend just had.
He grabbed a pillow from the pile on the bed, and lay me down on my back in front of Chris, lifting my hips with one hand and shoving the pillow underneath me with the other.
Chris straddled my face and lowered his cock into my mouth as Jason pushed his cock inside me all at once. I arched my back in pleasure immediately. As incredible as Chris felt, it felt amazing to have Jason inside me again.
“I can’t describe what it’s like to be inside you,” he said, again reading my mind.
They felt different, that was for sure. Chris was long and rock hard, which made it infinitely more impossible to thrust his cock deep down my throat, while Jason wasn’t as long, but girthier than Chris. Having my hips elevated increased the sensation of my pussy opening to gravity and Jason’s thickness. He stretched me in a way that I’d never come close to before.
I was completely overwhelmed. I couldn’t see because my eyes were brimming with tears while I gagged on Chris. I didn’t even notice that Chris had grabbed a vibrator from the nightstand drawer and passed it to his friend until I felt the vibration on my clit.
I moaned something inaudibly, with Chris in my mouth. He sensed that I needed to breathe so he pulled away as I moaned and grabbed for Jason’s hand that was holding the vibrator.
He let me have it, and Jason had the opportunity to concentrate on pushing his thick cock in and out of me, feeling every part of what he was doing to me.
“Fucking hell bro,” he said to Chris as he increased his speed just as his friend had done with me earlier. “This pussy is something out of this world.”
He leaned over me, the vibrator somehow staying on my clit between us. He kissed my nipples and then grabbed both of my hands, intertwining his fingers through mine.
“Please fill me with your cum,” I begged him, almost in tears again.
“Yes ma’am,” he said, increasing the drive of his cock into me and then pausing right before flooding my entire pussy with his hot seed.
The sensation of my legs spread wide and the actual noticeable feeling of his cum shooting inside me made me instantly explode in a mind-altering orgasm that I didn’t even know was coming.
We lay there, breathing heavily, Jason still inside me, his cock pulsing and throbbing as the last of his cum dripped deep inside me. He kissed me softly, our fingers still locked, his head resting by my ear as he whispered to me that he was done for.
Chris shoved Jason off of me, declaring that he had some more cum for me. They were not kidding around here. He pulled me toward the edge of the bed, putting his hands underneath my ass and lifting me off the mattress while he stood. I could feel his head teasing my opening and I wrapped my legs around his waist and my arms around his neck, kissing him passionately.
He reached down and felt me, commenting on how his buddy’s cum was dripping out of me and that he wanted to make sure it all stayed inside. He buried his cock inside me, and I could feel Jason’s cum overflowing and dripping down my asshole.
“Just a little bit more, darlin’. You’re getting bred by two servicemen tonight, how does it feel?”
“So. Fucking. Good,” I said, my voice breathy and dazed.
He lifted my ass up and down on his cock, right as Jason walked up and stood right behind me, increasing the leverage Chris could use to fuck me hard standing up.
“Baby, I’m going to fill this pretty little pussy,” he groaned in my ear, right as he erupted inside of me, not letting up on his speed.
Jason knelt and took a video as Chris lifted me off his cock, the hot cum of two men spilling out of me, photographic evidence of the most incredible night of my thirty-five years on this planet.
“And here I was ma’am, thinking the boots were the most interesting part about you,” Jason said into my ear as he stood up.
Chris lay me down on the bed and walked away, coming back with a glass of ice water and a wet towel. Jason trailed his fingers across my skin, which was sensitive as if it were electrified.
I sipped the cold water and lay between them. Panting. Pussy soaked. Simultaneously feeling freed and completely, utterly, irrevocably beholden to both of them.
