The Big One

The Big OneFinally i have finished work, Wednesdays are always a crappy day with it being midweek etc. I park the car on the drive way and climb out and head for the door.What will i end up doing this evening i wonder to myself?The thought that comes back doesnt fill me with joy, probably the same crap as always Dinner and then TV till bed where no doubt once again i wont get sex.Dont get me wrong i love my wife but she just isnt interested any more and because she is always at home i never get chance to let Sammy out to play.I open the door and can instantly tell something is off as i can smell perfume which never happens, hmmmm i wonder if i might be about to get lucky when out walks Lucy dressed smartly to spoil any thoughts of that happening.Hiya whats with the outfit Hun?"Ohh sorry baby i meant to message you i have been invited out with the girls for the evening, i hope thats okay?"Yeah of course it is, we didnt have anything planned so you go out and enjoy yourself, where are you going? I hear my voice say while my mind races through how long i might have and if its enough time to unleash Sammy for some quick solo dressed fun upstairs."Its a hen do for Michelle and its at the Orchard pub then we are off to Rose's nightclub so wont be back till 1am. Could you pick me up?"Yeah sure, just call and tell me when your ready. This is it i will have HOURs to have fun finally, i cant wait my mind is racing with what i will wear and do.7pm comes and i get a nice kiss as she heads out for the evening which just stirs my passions even more than they already were.Not being silly and almost being caught before in the past, i decide to wait before rushing up stairs and into the loft where my stash is hidden.What to do to pass 30 mins or so, i cant risk putting porn on because as soon as it starts i will want to rush upstairs and begin the fun, plus hard to explain if Lucy returns because she has forgotten her phone again like last time.That was scary as hell and a rush all at the same time, luckily i heard the key in the door and rushed into the on-suite so when she came looking for me i was able to shout i was in the shower.... Phew that really was a close one.I decide that going onto a meet and chat site for a bit cant hurt so i load the website on my phone and login. Only 4 messages today which is a slow one, although being honest with myself even when i have 10 messages 99% they dont lead to a meet as too far away, cant accomodate or only want a blowie etc etc. The usual im sure most users get on there.I check the 4 messages one is new and too far the other 3 are from people i speak to regular, 2 "girls" and 1 guy who i have never met as he keeps changing his mind at the last minute. Frustrating to be sure but i understand better than most how scary this kind of thing can be.After replying to the 4th i head to the update wall and take a quick look down but nothing much happening and then i am about to head to the forum but when i click on it and it starts to load i see i have another message. Guessing its a reply to one of my earlier replys i click it to see and suprisingly its another new message from a guy called Carl.His profile picture shows him in black cycling shorts but its always too small so i click to read the message first and its a simple Hi.Ohhh how imaginative is my first thought but then i notice hes super local, like 10 minutes local.Interested i reply with "Hi how are you and how can i be of assistance?"I always love using that line as its kind of like how can i help you but more sub and most times gets a naughty and straight to the point answer. I LOVE THOSE3 minutes pass and im starting to suspect hes had second thoughts about chatting, alot message first then read the profile and dont like the thought of the latex mask.Its a shame as i only started wearing the mask as it speeds things up, i dont have to have a perfectly smooth face, i dont have to spend 30 mins doing my makeup on arrival, and to be totally honest i dont feel like such a waste of time and money when the guy is too nervous and cant get it up.I hit on the update tab again and see a response.Opening it im shocked to see 3 pictures attached and no message, without me even asking for them. Well this is a 1st so i click on the 1st one and it shows Carls face, which is handsome, normal build and well looked after. Picture 2 time and its the thumb nail but full sized. My mouth practically drops open, the size of the outline showing through his cycling shorts surely can not be real.Scared but also curious and hopeful i scroll down for the 3rd picture and there it is in all its glory. Iv never seen a cock this big before i didnt even think it was possible.Easily 9-10 inchs and very thick my mind bounces between how it would feel inside me and would it fit inside me, after staring at it a few more minutes and thinking more and more i decide to reply.As i type i can feel the adrenalin start to course through me and im getting hornier and hornier. I now know that when i go upstairs and release Sammy i will be riding my Dildo while looking at this picture imagining just how it would feel.Reply is sent and i admitted that it was amazing but also scary and that he was handsome so lets see if im going to get messed around again or if we can maybe sort a meet in future.I check the clock and i have been so busy looking at this picture over and over again i hadnt seen it was almost an hour since Lucy had left.I check my Twitter and see she is tagged in pictures already with all the bunting and decorations at the pub so i know she is there as she is in several of them.Right now is the time so i lock the door, and rush up the stair case almost tripping because im trembling with excitement so much.I pull the release string on the loft hatch and the ladder comes down, up i go and within 2 minutes im back in the bedroom with my bag infront of me wondering what Sammy wants to wear tonight.Just about to decide when i remember i havent been on the chat site in 5 minutes and im being rude so i grab my phone and unlock the screen.2 new messages, i click on the inbox and they are both from Carl the first is a polite thank you for my message and that i look amazing (hes clearly blind i think).So i reply with a thanks and what kind of thing is he looking for?Message 2 stops me in my tracks "Im mega horny how about you come round now if your free and see if i really will fit inside your tight ass?"OHHH SHIT wow, now im really trembling and struggling to reply, i some how manage it and ask if he has a condom and where abouts he is?As i send it he has already replied to my last message with a simple "I want to fuck you NOW"This cant be happening i never get lucky they either cant accom or are miles away.Instead of replying i wait for his responce to my other message, which takes but a minute to arrive. Now im totally shocked its a simple "Yes, and his address, Come now just let me know when you set off so i can jump in the shower quickly"Shit i think to myself i hadnt planned on showering as it was just solo fun, i slide my hands down into my pants and luckily im still smooth down there as i hate being hairy and always try to stay smooth. One less thing to do at least.I message back with i will grab one too and i can be there in 30 minutes. (gives me 10 to shower, 10 to dress and 10 to travel)I rush into the on suite and rip off my clothes while turning the shower on and jump in, 5 mins and im clean and ready. God damn i must be super excited as i normally like long showers.I check Fab so see if hes cancelled as this had happened alot before and theres a message. I feel my heart fall im gutted before i even click it DAMN, opening the message filled with dread im instantly beaming ear to ear, all hes asked is i wear whats in my 2nd picture and that i put the mask and wig on in the car as he has a hedge all around his house so no can see anything before i knock on the door. Lucky for me he doesnt know i either insist on this or that i let myself in and put it on before they see me to keep up the illusion and safety.I reply with no problems and see you soon, i cant wait xxxxI tear through the bag looking for the right stuff, first i find my black 90 denier holdups, then the black and red crothless basque. The wet look knee length long sleeved black lycra dress is out on the bed next and then i have a choice of heels. They cant be seen in my picture so i get too pick.Theres my black ones which are my fav but they have a 6" stilleto heel and ankle strap on them and i cant see me walking very well in them on his drive. My other choice is my red set these have a 5" heel but its a thick one and easier to stay stable so my choice is made.I slide the holdups onto my legs first, always my favourite part and the reason i started dressing i love the feel of them on my legs. Next i step into the crotchless basque and wiggle into it, position it correctly and then do the straps. One tight down the front and always one tight across my ass so i can feel it even when not moving.Before i pull the dress on i dive back into the bag for my C Cup fake breasts these are a new addition and i have never worn them for more than solo fun so im even more excited and trembling.I position them just right and move the basque cups over them to hold them in place and then comes the dress. I straighten it and decide to add some accessories later when im on his drive.I pull my man jeans and a jumper over the top of Sammys stuff and slip my stockinged feet into my trainers, return to my bag and pull the smaller boot bag out if it. I add a red elastic belt, the red heels, red dangly clip on earing and matching necklace, wig, mask and lube as i certainly think im going to need lots of it to fit him in even if i can, and again im now worrying and trembling with excitement all at once.I check the phone again and message im ready and is it okay to leave?It must be like 20 seconds and i get a reply of god yes hurry and again im smiling ear to ear.I reply im leaving, grab my bag jump in the car and im off shaking the whole way.I arrive and pull into his drive have a look round and i cant see him from any window (i hate people who try to spoil things) and i cant see any other house or the road. So i struggle out of my man clothes and put them on the passanger seat. Remove everything from my bag and start to get ready.Mask first, then wig incase he peaks a window, then the earrings and necklace. Belt and finally heels.I check everything is straight and correct and then grab my man gear and throw it in my bag zip it shut and take it with me. Nothing worse that i can think of, of getting caught walk of shame style walking back to my car by a post man or something.I again check my phone to make sure nothing has changed and there is no messages, I grab the lube and get out the car. I lock it and put the key in my man bag and strut fairly confidently to the door where shaking almost uncontrollably as i knock.Carl opens it almost immediatly in a dressing gown and nothing else and i can already see the imprint on the front from that HUGE cock WOW"Hiya oh my god you look fucking stunning"Thanks hun you look great too can i come in?He steps back and i walk inside, i turn to see him locking the door he steps forward with real passion in his eyes grabs my arms and pulls me to him.The mask has a small mouth opening but its enough for tongue to get in and he uses it to kiss me deeply, his tongue and mine dancing around each others mouths.He steps and little closer and i gasp with his tongue still in my mouth at the feeling of his hard cock pressing against my stomach.He steps back smiles says WOW again and leads me up stair.He takes me straight to the bedroom and we start to kiss again before i ask where the bathroom is, he points to an onsuite in the corner and i say i will be right back and for him to get on the bed, and lay back and wait for me.i enter the bathroom check myself in the mirror, squat and squeeze an DECENT amount of lube onto my fingers i slowly rub and work them into my hole till i can take 3, im not sure this will be enough but hopefully it will do.Ready im about to leave when i see a shelf with what must be all his wifes make up and perfume. Hmmmm why not i think so i quickly apply a light smear of her lippy to the parts of my lips that can be seen through the mask and a few squirts of her perfume, what the hell she will never know as its smells of her and the feeling of having something of his wifes on while we fuck on her bed is sending me crazy.I have a quick look at myself again and im ready, i walk out of the bathroom and there it is infront of me in all its massive errect glory.I walk over very nervously as dont want to fall and i am shaking more from nervous than excitement.I crawl up from the foot of the bed till its right infront of me and i bend over and kiss and lick the very tip tasting his sweet and saltly pre cum, he groans and i know its now or never for me.I take the condom off the side tear it open and roll it 2 handed down his cock. I empty what must be a handfull of lube onto it and then rub the remained around and up me.I hoist the dress up so its above my waist and he peeks down at my 6.5" rock hard cock in the front of my basque and smiles at it, i have never felt inadiquette before but i certainly do now haha its a good job mines not getting used tonight.I edge forwards straddling him and get my self into position, lower my face down and kiss him deeply again as i pull away i can see he has realised im wearing lippy and his wifes perfume he winks in approval and im ready i cant wait any longer i have to try.I tell him not too move or thrust until i tell him too and i position the very tip of his cock at the enterance for my hole and already i know this is going to sting.Slowly i edge him into me and it doesnt feel too bad actually, as i start to lower the stinging begins so i stop and wait a minute while i try to reach around and rub some more lube up him towards me, all the while he is groaning and saying i feel amazing which is just spurring me on. I start to slowly lower and then finally i start to believe and i know i really can do this as i slide futher and futher down his cock till im almost at the bottom.I have reached the very top of me though and theres just no more room for the last bit so i raise on my knees and start to slowly ride him, hes squirming and moaning and i couldnt be happier or dirtier right now god im such a dirty tranny slut and i love it.He must sence it as he starts to lift me higher and then lower me back down over and over again what feels like a hundred thrusts of just pure exstacy. Most guys have cum by now but im so glad he hasnt, but i know its going to be soon as he is breathing harder and i can see it in his face. He lifts me upwards like he has been doing but then holds me up there and i wonder whats going on, Steve looks at me smiles again and says im the best hes ever had, im shocked stunned and soo soo proud of my slutty self i bend forward keeping the tip of him just inside me and kiss him deeply again and thank him saying i have never felt so satisified, filled and wanted before.This must be the final straw for his desire and he positions me back up over his cock and then starts thrusting deeply into me hard and faster, he slams me down twice as hes thrusting up and his cock presses so hard at the top of me i think im going to be sick but i hold on and with a massive grunt and sigh i can feel his cock pulsing like mad inside me and i know he is cumming deeply in my ass.I stop moving and let me control the feeling as i know some men get very sensitive once they have cum and i let him work it all out.Finally he lowers me back onto his lap with him still inside me, and im suprised as normally the guy has pulled out started to feel shame and is trying to get changed and forget about me as soon as hes finished but this is different for some reason.Hes happy and smiling at me, i go to move to save him feeling bad and he holds me inplace " No bady no its time for me to please you"How do you mean?"Im going to wank you off into my mouth while my cocks in the sweet tight ass of yours"NO fucking way is my first thought no guy wants to touch me especailly afterwards but theres no way that Steve will be hearing me say no so i slip the crotch sideways and out comes my cock. He smiles and tells me how perfect it looks but i know hes being nice considering what im sat on at the moment.He leans forward and places his hand at the base of my hard cock and then leans forward and licks the litres well not quite but it sure looks like it of excited pre cum from the tip and then hes moving his tongue over the end while stroking down below, i slowly start to move on his cock and it doesnt seem sensitive as he doesnt make a noise, and even now its no longer errect its still bigger than some hard ones i have had so i start to slowly bounce as he slowly wanks me off, i know this isnt going to take long as i couldnt be any more ready and 2 minutes later he hears me moan and gasp and slams my cock deep into his throat. Deeping throating is the final straw and i pump stream after stream of my hot salty load down his throat until there is nothing left in me.He pulls back smiles swallows and then leans up and again we kiss although now i can taste myself inside his mouth and i really am a dirty throughly fucked tranny slut.And right now i couldnt be happier.........The end of this one these are not going in any order age or date wise im just bouncing around using bits of real life mixed with dreams and fantasys so my partner will be someone different every time and i might magically be wearing makeup instead of the mask like i used too or have different clothing like i used too.Hope everyone enjoys im trying hard to get lots of detail into the build ups as its the suspence that drives me crazy when reading others storys not the final act so hopes it to everyones tastes.My panties are soaked after typing this so i know what im off to do now heheLOVE you all and stay safeSammy xxxxxx