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A weekend of promise - hopefully SOON I will lose this virginity?!

12:16 am Thursday, 6th September, 2012

After many years of desperately trying to lose my anal virginities, and many MANY 'almost' meets, I am hoping that I will finally get to lose my virginity, and to feel a gorgeous hard cock in my tight virgin arse. I have 2 meets planned this weekend, and surely one of them will finally need to what I desire, cherish & need sooooooo badly. On Friday I have a meet with someone who I have met before, so I know they are genuine and patient. The last time I met them was at their flat, and they were dressed in a sexy red dress & gorgeous lacy hold up stockings, and were very VERY patient with me - sensing my obvious lack of experience! On that night I was given my first ever blowjob by a cross-dresser, and the feeling was amazing. AFter many failed meets I plucked up the courage to go through with it, and although very guilty afterwards (as with all my meets) I have really cherished that first experience - knowing that ONE DAY it would lead to what I trully desire! Later I returned the compliment by giving them a blowjob, and trully enjoyed the feeling of my first ever oral - of wanking cock & seeing it get harder and harder, licking the precum of the ip of the cock, feeling it slowly guided into my mouth, seeing my head-bob up & down their cock in the refelction of a mirror, being down on my knees as they fucked my mouth, caressing their balls and their arse, and then finally getting the feel of cum gushing down my throat. Therefore I'm confident that this meet WILL occur!!! My concerns is that it will occur, but that I won't be able to accomodate their gorgeous cock. It's about 7.5" but thick, but I'm confident with my recent anal excercise regime I'll be able to take him all!!!

Recently - since my last failed attempt at anal (be it, in a seedy toilet!) I've brought a butt-plug & have worn it on many occasions. I've worn it out on a few times, and havebeen to a couple of toilets in the hope of action (but always been empty, and ended with a wank all on my own! - what a saddo I must sound as I type this!?) One one occasion I had it in & went into town & actually bumped into my wife! We spontaneously went to a pub for a drink, and all the time I was there I was wondering whether he could see the horny glint in my eye - she probably thought it was because I'd bumped into her, not knowing that it was because of a 6" butt plug up my arse tight virgin arse!!! Afterwards I went home & the most amazingly horny wank, at the thought of me with my wife with 6"s up my arse! I've also had MANY sneaky bathroom wanks - often whilst the wife was in bed/downstairs/in the house - and have enjoyed fingering my arse, getting more & more fingers in, probing & expanding my arse in the hope I can FINALLY be able to manage cock. I can now easily get 3 fingers in, and love the feel of probing my arse deeper and deeper, whilst I wank my self slowly. After years of practice I can now finally manage to cum AND still have the desire to drink it, and love the post-cum feeling of swallowing my own cum - be it I adore and need someone elses. Therefore I'm hoping the combination of butt plug & fingering stretching excercises AND loads of lube will soon have that cock sliding and pumping and pounding deep inside me. I don't want to leave there feeling I have again failed, and just got a consolation blowjob and taste of scrumptious cum. BUT... just in case I also have a meet aranged for Saturday evening!!!!

This is someone I've not met before & is also a cross-dresser - apparently they live alone and can easily accomodate, so that is a great first start. Also, they also have a large collection of sexy underwear, horny outfits & high-heels, and wigs and make-up. They've said that they've arranged a gorgeous sexy school girl outfit for me, that has black stockings & suspenders, bra & lacy knickers, short-pleated skirt & white blouse, 4" high-heels and a pig-tail wig. They've said that they shouldn't do full make-up as no doubt my wife might notice! But want me in red lipstick, so that it will look AMAZING when I've sucked their cock. I've only ever worn lingerie with one other person (in a seedy toilet - again a common theme!), so the idea of taking my time to get dressed & getting all girlie will be an amazing experience, and I'm hoping ill have me soooooo horny & relaxed that they're cock (apparently almost 8"s but slim) will slode straight in - so that then sucking yet more cock, tasting cum, having my cock sucked, trying rimming, being rimmed, and getting more cock deep in my arse will be AMAZINGLY horny. ALSO.... they want me to fuck their arse - something they're a bit of an expert at receiving apparently, but I'm a complete virgin having never fucked any arse (be it male or female). I've alays wanted to know what it feels like fuck an arse, so hopefully this will be another night of lost virginities and new experiences? I've said to the wife I'm out with work & have arranged to get their for about 20.00, and have at least 3 hours planned!!!! sOOOOOOOO....I'm hoping that when I do finally get my first anal experience on Friday, getting more on Saturday - whilst dressed as a sissy-school-girl-virgin that I clearly am - will be even better.

So I promise that whatever happens I'll upate you all next week - I'm hoping its a series of mind-blowingly horny experiences, whereby I get to follow through with hidden desires that I've lived with for decades. I'm hoping that when I get that cock pressed tightly and firmly on my oiled and lubed arse that it slides easily in; that when I get the first uncomfortable sensation as it goes deeper that I can take any pain/uncomfortableness; that slowly I can get used to the alien sensation of passively taking another person and submitting to their every move; but that I can then hopefully take the lead and get to ride their cock; and maybe get to try different positions, ending up on my back so that I can see their (hopefully) ecstacy as they cum deep inside me. As I want them to use a condom, I then still then want to lick their cock clean & dry so I can savour yet MORE cum. And then we can have an evening of exploring each others bodies & desires - with loads of mutual masturbation, kissing, cuddling, fingering, wanking, rimming, sucking, and fucking. Light spanking & water sports have also been mentionned, but maybe I'll save that for another day???!!! I'm hoping it doesn't end with a no-show,no anal, or just a token wank & bj. But cum what may (so to speak) I promise to update you with all the horny, dirty & hopefully sexually graphic details.



Comments
11:54 pm Friday, 7th September, 2012

Shame you are so far away!!! As are EVERYONE who shows an interest in me

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just can't give up this lifestyle! Love it too much to walk aways


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