Lost Bet: Game Day

I wrote a scene from a story I’ve planned. Plot being a man loses a bet with his wife to host his football game party. Loser has to waitress everyone in the teams cheerleader uniform. He loses, as she planned.

This is a short ways into the story, let me know if you like it.

I hear a classic catcall whistle as I walk away from the football game playing in living room. My skirt is only mid thigh length, so if it sways just right I’m positive my ass is on display.

“Time for a quick respite.” I thought to myself. “I never thought being catcalled and hit on would feel so good. I thought women hated it.” I felt oddly validated, and less self conscious about how I look. I’ve only worn women’s clothes a few times, certainly not in front of others, and especially not in front of men. A cheerleaders uniform complete with pom poms is the most adventurous thing I’ve ever worn. And the bows in my hair? Forget it.

As I emptied another case of beer into the ice bucket, I could hear a single set of footsteps approaching the kitchen. Nervously I turn to face the door, ready for some more ogling.

Around the corner came Trevor, with an empty bottle in hand and a gleam in his eye. “Oh hey, uh, did I forget something?” I asked, trying to sound demure and feminine. “Not at all, gorgeous.” He responded, the comment making me blush, my face turning hot. “I hope those apes didn’t make you feel uncomfortable.” he said, adding “it’s just that they’ve been excited all week to come get a peek at our new friend Lexi.” My heart skipped a beat hearing my new name again.

As I was distracted, he cornered me at the counter, and lightly set the bottle down. “But just because I wasn’t hollering at you doesn’t mean I didn’t notice your tight ass under that skirt.” I blush even harder, “I knew it.” I thought, my suspicions being confirmed. “Oh, umm, thank y-“ he shushed me by putting his finger to my mouth. “While I will be grabbing another beer while I’m in here, it’s you that I’m after.” He paused. “Annie said you’d be taking real good care of us today. And of course that we’d take good care of you too.”

I stare into his eyes as he reached past me to grab another bottle, getting closer. “Now, as sweet as that ass is, I need something to look forward to later. So right now I just want to get you warmed up a bit, if that’s okay with you.” Speechless, I nod in agreement, and though I have no idea what he wants to do with me, I’m thrilled at the possibilities. “It’s okay if you’re a little tongue tied, I can help loosen it up.” He says.

He slowly unzips his pants and my heart starts beating faster. Still too stunned to speak, I instinctively drop to my knees, then flat to my ass on the floor. “That’s a good girl.” He praises as he pulls out his flaccid, yet still 5 inch long, girthy cock. Only inches from my face, I lick my lips in preparation. This is the closest I’ve ever been to another man’s cock. “Eyes up here.” he commands. As my eyes dart up to meet his, he opens the bottle of beer. “Open that pretty mouth for me.” I obey. He softy puts one hand behind my head, gripping my hair and tilting it back, putting the rim of the cold bottle to my mouth. “Drink up.” He starts to pour the beer into my mouth until the bottle is upside down. Drinking as fast as I can, I try to maintain eye contact. Swallow after swallow of the cold liquid is priming my throat, and as I’m halfway there, I can see his cock hardening out of the corner of my eye. It’s starting to stick straight out, pointing towards my face. The size of it is already dwarfing my own caged cock, resting on the floor. It’s intimidating to say the least, but being in its presence is getting me hot.

As the contents of the bottle have emptied, he pulls it away and places it on the counter, grabs his cock and thrusts it into my mouth, his other hand still on the back of my head. It’s rock hard, warm, and so, so soft. I’ve never had a mans cock in my mouth before, and it feels like heaven. Thick, veiny heaven. I close my mouth, and remember what Annie said, “relax your throat and breathe through your nose.” I start to suck his cock, my head moving back and forth, tongue running up and down the length of it, which has to be a solid 8-9 inches. He moves his hand to the top of my head as I struggle to mouth him, and I try to remember how the girls in porn do it. I raise my hand up to his balls and start massaging them, I raise my other hand up to grip his hard dick. Its heat and firmness feel amazing. I point it upward and lick his shaft from the head all the way down to his balls. I can only suck one of them into my mouth as I stroke his cock.

Both hands now stroking, he says “oh shit, we need to check in with Annie.” He pulls out his phone, and points it toward me. “Choke on it for me girly.” he commands. “Yes sir!” I say as I pull his balls from my mouth and point it back down, open wide and slide it in. With only the couple inches left that I can’t fit, he hits record.

With his free hand now gripping the top of my head, he begins thrusting it in and out of my mouth, face fucking me. Gagging on the thickness of it, small tears roll out of my eyes, smudging my eyeliner and mascara. He lets go and pulls back a few inches, “Your turn.” he says. I start sucking and stroking happily, absolutely cock drunk. “Look into the camera, cutie. Who’s our good girl”, he asks in a sweet tone. I look into the camera lens and answer “I am.” Or at least tried to, as his cock pressing down on my tongue made it hard to talk. He laughs a little and says, “Yes. You. Are.” He ends the video. “Annnnd send.”

I pull him out of my mouth and run my lips up and down his shaft, kissing and sucking on the tip. “Damn, Lexi. You really know your way around that thing. I don’t know the last time I got head this good.” As I feel my face flush, I hear a text tone, then another. Trevor opens his phone and reads:

“She says”:

“❤️❤️❤️ such a pretty cocksucker”

“Tell her she earned some cute little bralettes and panty sets”

“You are a pretty little cocksucker.” He agrees. “And I cannot wait to see you in whatever it is she’s picked out.” The thought of him seeing me in lingerie made me even more horny. I start to firmly stroke him with both hands, determined to please him fully. I know I’m close to getting him off because I can taste his pre cum, it’s slightly salty and smooth. I use my tongue to milk his pre cum out and into my mouth. “Woah woah, not so fast, honey. You’re doing a great job but I’m not going to cum just yet.” He says. “Awww” I moan out in disappointment. “Don’t worry…” he adds. “I’m absolutely going to give you a hot load, but you’re really going to have to work for it tonight. I just need a few more minutes in your mouth for now.” I shrug, still happy to be pleasing him. I continue my work, slapping his hard cock on my tongue and face occasionally.

After a minute he grabs me by the hair again, slowly pulling himself out of my mouth while looking deep into my eyes. “Kiss it one more time.” I happily do so, savoring the moment with a long, hard, kiss to the underside of the head, some pre cum leaking out. I wipe it onto my lips and begrudgingly let go. As he puts his still hard cock back into his pants, I stand back up. I feel a bit light headed, whether that’s from shotgunning the beer or the ecstasy of throating my friend remains to be seen. I turn around to grab the ice bucket and Trevor grabs my ass, surprised at the firm grip I squeak out an “oh!”.

“Not so fast. Allow me.” He offers.

“A fat cock AND a gentleman?” I think to myself as I rub my lips around, wearing his pre cum like it’s lip gloss. He grabs the bucket and walks over to the doorway. He stops and turns his head towards me, “Such a tight ass. Who knew.” He chuckles as he walks back out to the game and the others.

I swoon and twirl around, making my skirt flow, which in itself makes me feel so girlish. I can’t wait for what the rest of the night has in store for me.