Date night and a message

I stepped out of my car, my brown loafers hitting the pavement. I wore a pair of fitted khaki pants and a white linen dress shirt, very comfortable for the warm weather. But the dress shirt was always so comfortable before, but now it felt so rough and itchy on my shaved chest. Hair grows back, especially now that I’m done with all that craziness from last night. It felt good being back to my normal male self, especially with my gorgeous girlfriend at my side.

Allie stepped out of the car, her strappy black 3 inch heels hitting the pavement first. I tried to get her to wear the 6 inch platform pumps I got her but her prudishness won out, saying those were just bedroom heels not out and about ones. I wish she’d wear them, not just for me but cause she wanted to, but what can you do. Her almost calf length black cotton bodycon skirt looked great on her, and the added slit up to her thigh gave it the most sexiness she’s willing to display out in public. It was by far the most daring, in her eyes, and she said so as much giving a cute little giggle about how “slutty” it was. Sure, it was sexy as hell but there were hundreds of girls wearing much more revealing clothes than that. On top she wore a shiny silk tank top with spaghetti straps. The top was tucked into her skirt, covered by a glittery belt of metal strands. The tank showed off her C cup breasts, her black strapless bra cups could be seen if she bent over the right way, but overall pretty demure top than what I would like. She wore a couple simple silver chains around her neck, along with some bangles and bracelets on her arms.

Her auburn hair hung down in soft beach curls down past her shoulders with center cut curtain bangs framing her face and forehead. She had gorgeous hair that she meticulously took care of, leaving it shiny and soft and bright. Her make up was beautiful, bringing out her bright green eyes, but understated. Neutral tone eye shadow, some mascara to bring out her natural lashes, and a light foundation with some highlighter was it. A slightly glossy lip gloss was all she wore on her lips. Her nails were well manicured but short with no color on them either. Man, I’d just about die if she wore a pink matte lipstick with big fake lashes and more dramatic make up like those Instagram models. Or like an e girl look with a bunch of blush on her cheeks and fake freckles with that hint of white eyeliner in the corner of their eyes. And if she got long acrylics, hot pink for sure, I wouldn’t be able to keep my hands off her.

“Thank you, baby! So excited for date night! Ugh you’re so lucky you don’t have to wear heels. These things are killers” Allie smiled showing off her perfect teeth as she gripped my arm for support as we walked into the restaurant.

“I’m excited too, babe. But more excited for when we get back and all you’re wearing are those heels” I whispered in her ear.

“Stooopppp we’re in public!!” She playfully slapped me on my shoulder while blushing and holding my arm tighter.

Sitting down at our table, we shared a bottle of wine and ordered our food. A salad for her and a porterhouse for me.

“Babe, we’re both tight on money right now, my boss won’t give me a raise, what an asshole. Shouldn’t we take it easy on the meal?”

After last night, I needed to feel like a big shot. A man again. Screw tomorrow I can have a good night and figure out money later.

“It’s alright, honey. Let’s just enjoy tonight” I replied with a smile before setting my hand on her exposed thigh from the split in her skirt. She smiled and blushed again at the touch.

We chatted throughout dinner, normal date night talk. She told me a little about her job and how she feels stuck. She’s a receptionist at a corporation with no upward trajectory. She’d been there for two years and felt stuck. I sympathized with her, hoping she’d get a new job and giving her some words of encouragement. She asked about my job and finances and I brushed it off. I know she was concerned about money hoping there will be a ring in her future, but tonight’s not the night to worry about that.

“Baby, how much gambling debt do you have, seriously? I’m worried about it” she asked.

“Oh sweetheart don’t worry about that l. It’s not a lot”

Before long the bottle was empty, my previous hangover now gone I dove right back in and ordered another. The serious talk of work and As we loosened up from the booze, both of us started getting a little handsy. A playful touch of the hand, a hand on the thigh. Before long, we stared into each others eyes and we both saw the fire inside them and knew it was time to get out of there.

In a flash we were back at her apartment, making out as we stumbled through the door, intertwined like two lovers in a movie. Pulling at jackets and clothing as we tried to keep our lips locked together through giggles and moans. We shambled over to her bedroom where I tossed her onto the bed, her eyes lighting up and a smile crossing her face being handled like that.

“You never do that, tossing me around like that. I kinda like it *giggle*” she purred as she pulled her knees up and to the side, the slit in her skirt showing her entire bare thigh and the side of her plump cheek as she gave me fuck me eyes and a cheeky smile.

I leered at her like a wild animal looking at his prey and pounced. She giggled and moaned as I attacked her, my hands untucking her silk strappy tank top while her hands went to work unbuttoning my shirt. Pulling it off, she ran her soft hands over my freshly smooth chest.

“Did you shave, babe???” She asked a little confused.

“Heh, oh yeah. Wanted to change things up a little I guess” I responded, sounding dumb with my lame excuse. It’s not like I could tell her that my hairy chest would look stupid in her bra and tiny school girl blouse last night.

“Oh…. I kinda like it. It’s so smooth and soft baby” she cooed as she light stroked my chest with her hands, her fingernails grazing against across my nipples. A surprising shock of pleasure shot from my nipples deep inside me, something I had never experience before. A deep guttural moan escaped my lips unbidden as I relished the new sensation.

“Oooooo someone seems to like it too! You like being all smooth baby, yeah? My big. Strong. Masculine. Man feels good huh?”

All I could do was moan as she lightly brushed my nipple with one hand and rubbing my chest while her other hand snaked down my stomach to the hard lump in my pants. Her hands were driving me crazy as I opened my eyes wide with lust, looking into her beautiful green eyes. The look in her eyes showing how this new experience excited her, the smile on her lips displaying her love for it.

“Take me baby.”

And that’s all I needed. Stripping off my pants as she hiked up her skirt, I pounced on top of her, kissing her roughly as I fumbled below to release my aching member. Finally getting my pants undone I threw them off my legs along with my boxer shorts. I leaned back and set to line up my cock as Allie pulled off her tank top and skirt, leaving her in just her black strapless bra and…. Her black satin and mesh panties.

I couldn’t help but stare with shame staring at a similar pair of panties to what I wore just the night before. I froze, half naked with my unbuttoned shirt hanging onto my shoulders, as my heart beat faster and faster staring at the smooth satin gusset and delicate mesh straps hugging my girlfriend’s pussy. The night before ran through my head at lightening speed. The shaving. The soft delicate touch of the skirt on my legs. The stockings sending electricity through my body. And the soft touch of those panties hugging my cock.

“You like my panties, baby? I picked them out just for you tonight. Obviously they’re not really my everyday style but I thought you’d like them” I heard Allie say as I continued to stare with my mouth slightly parted.

She glanced down from my stunned face and giggled.

“Well, seems like someone really likes them! You’re already leaking baby!”

I slowly looked down and saw my dick harder than it’s ever been, a slow trickle of precum leaking from the tip onto the bed. I saw Allie’s small manicured hand reach out and softly grab it, pulling it closer to her crotch. I looked up in bewilderment at the dominant but gentle feeling of her grabbing my cock and pulling it towards her. She was always the docile one in bed, where was this coming from???

“If he likes them so much, maybe he should feel them” she seductively whispered as she slowly began taking my cock and rubbing it up and down her panty covered pussy. I let out an involuntary groan as my sensitive head rubbed up and down the soft satin, leaving a wet streak on the shiny black fabric. I was mesmerized watching my hard cock slide up and down Allie’s beautiful panty covered pussy, especially with her small manicured nails holding my rock hard shaft. I couldn’t look away.

“Ooooooo looks like he likes it! Maybe he’ll like this even more then *giggle*” Allie said as she slowly took her panties off her shapely hips, exposing her neatly trimmed pussy. But I couldn’t keep my eyes off her panties, even with her beautiful pussy staring me in the face. I watched as she gathered up her panties and wrapped them around my cock, making sure the soft satin was pressing against the full length of my 7 inch member, and began to slowly stroke me.

“Uuuunnnnghhhhhh…. Oh. My. Goooooddddd…” I softly moaned out as neck arched my head back in ecstasy.

“That’s it baby. You really like my sexy panties don’t you? Just feel how soft and sweet they are wrapped. Around. Your. Big. Co-ck” putting extra emphasis on -ck of cock.

She was clearly pretty drunk, as she’d never acted this boldly or dominantly before in our relationship. And having a good bit to drink as well, I was putty in her hands as she stroked me up and down. God, it felt so good!

“Feels so good doesn’t it? Good boy. But you gotta make me feel good too, baby” Allie grabbed the back of my head and gently pulled it down to her wet slit. I was so lost in the heady feeling of her satiny ministrations, but I gasped lightly and my cock throbbed hearing her call me good boy. I remembered DaddyM calling me a good girl last night and the feeling was the same. A submissive…. Goodness is the best way I could describe the feeling. Never having been a submissive guy before, these last two days were opening my eyes to some repressed feelings. Especially feeling Allie’s hand on the back of my head forcing me down to her sex.

And because of all those feelings in my cock, my smooth chest, and in my slightly drunk horned up mind, I dove in, lapping at my girlfriend’s wet pussy. Hearing her shudder and moan as I ran my tongue up and down her lips, focusing on her clit, felt almost as good as her hand stroking my dick. She had fallen on her back and was unable to continue stroking my dick as I was on my knees between her bent legs. But her panties were still hanging from my throbbing cock, I didn’t realize my hand shot to my cock and continued to rub her soft mesh and satin panties on my dick, jerking myself off with her lingerie.

“OooooHHHHH gooooodddd boyyy!!! That’s it baby keep licking me like that. Oh yes yes YES! Mmmmm are you stroking yourself right now, baby? Stroking yourself with my pretty panties?? Mmmmm omg yes baby stroke that dick baby. But don’t cum yet. I want you to get me right to the edge and then push that hard dick inside me baby. Mmmm just like that baby. Tell me you like my panties. Tell me how good they feel”

I couldn’t believe how dirty Allie was being, and in a weird way I liked it. This kinky play was really hot. So I played along with it. Lifting my face from her sopping wet pussy I said,

“Mmmm I like your panties baby. The satin feels so good on my cock”

I looked up between Allie’s spread legs, up past her strapless black bra she had hiked down and was rubbing her nipples. Seeing her beautiful face, her eyes with a fire behind them as her gorgeous lips went from a smile to an O of pleasure.

“Oohhhh that’s it baby! That’s what I needed to hear baby!! Mmmmm fuck fuck me right now!”

The fire in her eyes blazed brighter, a dominant gaze bored into me from behind the pale mounds of her breasts. I couldn’t stop myself even if I wanted to as I sprang up, taking the panties off my cock, lining myself up and shoving myself to the hilt inside her. Both of our moans probably woke up the neighbors we were so loud but my brain couldn’t even comprehend other people at this moment.

I thrusted a handful of times, so close to cumming when I felt the familiar satin rub against my nipples. Allie had the panties in her hands and was sliding it across my hairless chest. And that’s all it took.

“Oh oh oh OH OH OH MY GOD OHMYGOD OH MYGOD! UuuuunnnnnnnggggGGGHHHHHHHH!”

I cried out as I came harder than I ever had in my life. But my cries were nothing compared to the moan Allie put out as she came simultaneously.

“Ooohhh FUUUUCKKKK!!! YES BABY FUCK FUCK FUCK FUCK ME MY BITCH! AHHHHHH!!!! OoooooOOOOOO!!!”

I collapsed on top of her, feeling the tight walls of her pussy squeezing every drop from my dick, her shuddering body still coming down from her massive orgasm.

Did she just call me her bitch?? The thought spun quickly through my head but the waves of ecstasy quickly moved it out of my consciousness.

Several moments, minutes, hours, years, centuries, who knows passed with both of us breathing heavily.

*BANG BANG BANG* came from the wall of Allie’s headboard.

“HEY! Good for you guys but I’m trying to sleep over here! Keep it down!” Came a heavy male voice on the other side of the wall.

Allie and I looked at each other, allie’s eyes filled with mischief and love and adoration before we both broke up into a fit of laughter.

“I love you baby. That was… SO much fun” Allie said caressing my face.

Thinking of those damn panties in my post-nut brain. That was a little gay, right? No, it’s alright. You were with Allie it’s fine. Don’t make this out to be anything crazy. It was a one time thing. I hesitated only a moment before replying.

“I love you too baby. Yeah that was a lot of fun”

————————————————————————

Arriving back at my apartment after cleaning up and saying goodbye to Allie, I was still coming off the high of my date. Sure, did I still have to figure out how to get out of my debt? Yeah, but at least I had regained my manhood from last nights girly escapade. And literally regained it as Allie and I had gone a second round, this time with no mention or appearance of panties or lingerie, just enjoying each others. Everything felt great at the moment and all my problems could wait until morning.

I approached my apartment door when I saw a brown box with an envelope on top. I didn’t order anything, and the box didn’t have a shipping label on it anyway. Just an unmarked box. But on the envelope in a very stylistic handwriting made me stop in fear,

“Carli”

I looked around frantically like I thought the person had just dropped it off and I’d catch them in the act. But no one was around. Fuck how the fuck did someone find my apartment?? And so quickly too! Did they live nearby? Was it a neighbor? Fuck fuck tuck. My breath quickening in a panic I grabbed the package and envelope and brought it inside, setting it on the kitchen counter.

I looked at the innocuous package with the similarly uninteresting envelope, so unassuming except for the name written on top. With a shaking hand, I cautiously grabbed the expensive looking envelope like it was about to bite me. Slowly and carefully opening it, trying to draw out as much time as I could as I knew opening this would change my life forever, I pulled out the folded piece of paper:

“Carli, or should I say Carl Carpenter,

I was a little disappointed after reading your rude message yesterday. After being so good to you, helping you set up your social media and promising to be your manager, I was a little hurt that you took my money and ran.

But, it’s a good thing my little princess is dumb. Leaving out packages with your name and address on the stream was certainly a choice only a dumb sissy bimbo would make”

I looked at the couch and saw the package I had moved before the stream that clearly said my name and address on there! Fuck fuck fuck!

“And that’s all I needed to find out everything about you. Distribution manager at Speedy Logistics. Quite a role for someone as young, and apparently dumb, as yourself princess. It’s a family owned business, I’m sure they wouldn’t love their hot shot manager dressing like an e girl slut for horny men on cam would they?”

They for damn sure wouldn’t! Brian the CEO is very much a traditional guy! I’d be fired for sure, them citing some “personal and professional conduct policy”

“And that girlfriend of yours sure is a pretty one. She’s all over your social media. Allison is such a pretty name. Do you think she things Carli is a pretty name too? Once she sees you in your little school girl outfit, she might think you’re a bit of a slut though. Does she know about Princess Carli, who makes men cum on cam watching her flaunt her little outfits?”

No no no! No god no he can’t tell Allie!

“But I’m not hear to just **** you, princess. Well, sort of. But I also want to help you. I have my connections and I know about your little gambling debt. Well, I guess it’s not so little, is it? I know your bookie is looking for his money. And I want to help you. But I don’t want to just give it to you like some sugar baby. No, you’re gunna have to earn it.”

“I don’t want to give it all away in this letter cause I want to see your reaction. But I’ll give you a choice. You can ignore me and I won’t bother you again. Sure, your employer and your girlfriend will get the pictures and video from your little live stream. That might be tough to explain. You could be jobless and broken up with. More than likely that’s what will happen.”

“But maybe you weasel your way out and keep your job and your girlfriend. There’s still your bookie with a big baseball bat waiting for your kneecaps. The Italian mob doesn’t take too kindly to bad gamblers who don’t pay.”

“So if you want to keep your slutty e-girl secret, princess, you will strip down and put on a nice bra and panty set, put some pink lipstick on and nothing else and video call me”

“I’ll be waiting, Princess

Daddy M”

Of course it was him. BigDaddyM. Oh fuck what am I going to do??