Dressing up in quarantine. (Gay) (crossdressing)

Ok so a bit of back story first to set the scene. Me and my best mate mike live together in a flat we rent. We both have girlfriends that stay over alot and have known each other since school. Mike knows that I’m bi and its never been a big deal as we always seem to have been in relationships. This Is a story about how we got bored and drunk in quarantine and had some fun.

My names Alex I’m 23, 6 foot 3 and pretty well built. I work as a kitchen fitter and go to the gym plus box on the weekends. I have shoulder length brown hair and brown eyes. people have always told me l look slightly spanish.

Mike is 6 foot , has dark short hair and is your typical lad. Hes covered in tattoos and works at a garage fixing cars. As far as I was aware he was completely straight (turns out maybe not)

Kirsty Mike’s girlfriend is a big girl just over six foot tall and quite broad with long brown hair. Not really my type but they seem happy.

Scarlet my girlfriend is 5 foot 4, blonde, blue eyes and very petite.

Ok let’s get in to it hope you enjoy and let me know in the comments if you want more!

Its was saterday night and we had both been in quarantine for 3 weeks now. Both not working and bored out of our skulls. I finished opening all the windows in the flat trying to let some air in it was such a warm night. Mike was playing call of duty on the sofa in a pair of dark blue jogging bottoms and a white vest that showed of his tattooed arms. I sit down next to him and sip my sixth beer well I watch him play. “Gahhh these guys fucking cheat” he groans as he die’s, throwing down the controller. He kills his beer and grabs another from the ice bucket bettwen us. “Let’s do something else man I have to much energy” he leans back and sighs “I wish the girls didnt have to quarantine at home I could really do with working out some frustration if you know what I mean” he says with a smile. “Yeah man I know what you mean I cant wait for some alone time with scarlet once this is all over” I say imagining her sweet little ass. I readjust my cock in my black joggers and take another beer trying to think about how horny I am. I glance over at mike and notice him do the same and I suddenly feel myself blush. “so dude I gotta ask what’s scarlet like in the bedroom o bet you have fun throwing her around?” mike asks in a teasing way but I notice him watching me out the side of his eye. “Yeah man shes great you know I like smaller girls, plus shes really in to trying new things” as i finish the sentence i cant help notice the croch of his pants jerk slightly. “Wow man your so lucky I mean kirsty is great but shes just not got a very high sex drive if you know what I mean” I leans back again swigging more beer. “Ah man that’s ok maybe shes just nervous around you or something” I say trying to make him feel better. “Oh i guess maybe, anyway I don’t wanna talk about her.” I sits foward suddenly “he haven’t you been with guys as well what was that like?” He asks quickly startling me.

Suddenly I’m nervous “oh well you dont wanna hear about that do you” I say blushing and trying not to look at him. Mike leans over and puts his hand on my knee and squeezes “dont worry I dont mind I wanna hear it we always talk about sex you can be comfortable.” He says with a smile. I’m suddenly very aroused it’s been a while since I have been with a guy and my body is now acheing for it. “Oh ok i guess i have only been with a few guys plus blown a couple more” I watch his face well I say this to catch his reaction. Mike looks shocked but interested “no way so like you sucked a dick what was that like?” He asks eagerly. I feel my cock start to harden and my mouth start to water as my breath catches in my chest “oh it was umm really good actually I really enjoyed giveing them” I croak out in a almost whisper. Mike leans back “well who knew” I says looking shocked, I can see a definite bulge in his pants now as he passes me another beer. I will cut ahead about an hour of us chatting shit about sex with girls and pornstars we would do. By 11.30 we are both pretty drunk and you can almost smell the sex in the air. Mike put some porn on the tv in the back ground and we have been chatting about what we are in to.

“So have you ever dressed up as a girl or anything?” Mike asks as the latest in a long list of questions we are asking each other well nervously watching porn together. “No I haven’t, but you know I would try it for the right guy” I say only half joking well imagining being bent over in a skirt. Mike looks me up and down with a weird smirk “you know you would proably fit in to kirstys clothes pretty well” he raises a eyebrow. “What no you have to be joking… do you think they would” I ask suddenly interested in where this could be going. “Yeah definitely you should totally try them, white set of draws in my room help yourself” I says with a huge grin. “I dont know” I say embarrassed. “Look I wont tell anyone let’s just have a laugh, when you get back you can ask me to do something. I nod my head so turned on by the idea and tipsy to say no. I rush up stairs and go through the draws it takes make about 40 minutes to get dressed in a leopard print satin thong and matching bra (with some socks stuffed in), I black cocktail dress, tights and makeup. I check myself out in the mirror and can’t believe how girly I look since no hairdresser has been opened my already longish hair now falls to my shoulders and with makeup I look passable if not for the highet. I saunter back down stairs and walking in to the room to find mike with his hand in his pants rubbing himself well watching porn.

In my most seductive voice I say “hey naughty boy what are you doing here without me” I have to hold in a laugh as i see his face. He turns pulling his hand out his pants and his jaw hits the floor “oh wow you look amazing alex” I says eyeing me up. “Call me kirsty babe” I think to myself it’s time to have some fun. I strut over to him and bend over the coffee table looking back, finger on my red lips “what do you think ?” I ask batting my eye lashes. Mike leans foward and slaps my ass “you look damn hot… kirsty not why dont you act like a good girlfriend and give me a lap dance” I raise an eyebrow. Standing up turn round and mount him on the sofa my legs ever side of his, I reach down and pull his hands up to my sock filled bra in grind my hips “how does that feel babe” I can tell he likes it from the feel of his hard cock against my inner leg. “Jesus that feels to good but you know babe is been a lonely quarantine maybe you can help me out” he asks starring straight at me. I swollow nervously feeling so hot and worked up I know by this point I’m all in but I have to check “are you sure you want that?” I ask. “Sure I do.. kirsty your my girlfriend after all” he say grabbing my ass. “Oh your in for a treat babe I have missed you so much” i say with a smile before scooting back of him so I’m on my knees between his legs. I rub my hand over his ground and feel his cock through his pants, jesus it feels big. I pull is pants down and it springs out mostly hard 9 inchs long and as round as a coke can. I bit my bottom lip as I grip it round the base and start to tug it up and down. Mike let’s out a whimper as I lean forward and lick the tip of his swollen red head pulling his forskin back my a little each time to lick more. Leaning foward I take the top of his cock in my mouth and roll it around, sucking up and down as I cup his hot heavy balls. I savour the musky taste on his cock as i feel his hand in my hair guiding my head up and down well I jerk him in to my mouth. “Oh kirsty fuck your such a good cock sucker, I cant belive younhave never blown me before jesus” mike groans out as I start to gag on his cock trying to take it deeper each time. I pull put and spit on it getting it as wet as possible to better slide in and out of my throat. The hand on the back of my head pushes me down and pulls at the same time angling my eyes up to meet his well he thrusts in to my mouth. “Oh babe your such a good slut oh fuck kirsty!” He looks down at me “your such a good girl do you wanna make your boyfreind happy” he asks looking my in the eyes well I savour his cock. I nod wanting to please this thick cock anyway i can. useing my hair he pulls my up on to the sofa and leans in and kisses me a deep kiss with his tounge replacing his cock in my mouth “wait hear you little slut” he says disappearing up stairs. When he comes back he has a bottle of lube. He grabs me by the hair and kisses me again before pulling me of the sofa and bending me over the coffee table. He pulls up my dress and down my tights and thong I can feel my 6 inch cock swinging under me as he pours some lube on my ass and slides a finger in to me. “Like that dont you babe let your boyfreind fuck that tight pussybof yours” for about 15 minutes he holds me bent over the table one hand in my hair the other with first one finger then two and eventually three fingers fucking my tight ass. “Oh mike fuck my ass” I groan in my mostly girly voice. He pulls his fingers out and my head back sticking them in my mouth for me to eagerly suck on as he lines his cock up with my ass. I can taste the cherry lube and my own ass on his fingers but I forget to care as his cock starts to slip in to my ass. He goes slowly at first easing it in and out, me bringing my lip from the pain as it slowly starts to feel good. Grabbing my hips he start to fuck my tight hole harder both of us moaning. “Oh fuck kirsty I love fucking your slut hole do you like that?” “Oh yeah baby dint stop dont stop” I beg like a whore for him to fuck me harder. He starts to go faster and I know we are both close. “Oh yeah kirsty…actually scarlet… yeah scarlet I have wanted to fuck that tight little body for so long your little slut. For some reason him bringing my girlfriend in to it pushes me over the edge “oh yeah strech out my tiny holes I have wanted your cock for so long” I gasp out. “Oh fuck scarlet I’m cuming in cumming” I feel Mike’s cock erupt in my ass and the feeling is to much to take. I feel my own cock start to spasm as I cum on the floor in front of me. Suddenly discussed with myself but so used and spent all I do I lay there as he milks his cock in and out of me “well … scarlet i think this quarantine just got a whole lot better” he says and I cant help but agree.

So this is the end of my story hope you enjoy it! I’m a new writer so proably need a edit.

Let me know what you think!

Source: reddit.com/r/eroticliterature/comments/gbe9i6/dressing_up_in_quarantine_gay_crossdressing