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| Blogs > BigDandeMan1962 > My Blog |
Holy Shit! I meet a crossdressing goddess!
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Holy Shit! I meet a crossdressing goddess! Been quite a while since I've posted a story. This story is 100% true! The names have been change to protect the not-innocent. I wrote the story in a bunch of back and forth emails with a very nice guy I met on AdultFriendFinder but never did play with him. Still waiting! Enjoy. From my email: John, here is the story of the gorgeous cross dresser, enjoy! I start chatting with an 18-year-old cross dresser that identified himself as female on AdultFriendFinder. (Almost 19, what? She reads at a college level). Her name was Stacy, she described herself as very new and only had a very mysterious picture of herself in her profile. The age was not the point, a selling point for sure, but she sent a picture that was out of this world (I'll send it if you'd like) and it drove me crazy wanting to meet her. Anyhow, she says told me she had never been with a man, OK, who knows, right? We talk back and forth, I say I'd like to see her in more outfits, she says she is just starting to dress and doesn't really have much. So, I go to Castle super store in AJ, nice place, pick up many cute things (panties $8.99 or 5 for $20.00, I'm a sensible pervert, for damn sure), a few cute bra and pantie sets, and the small stainless steel jeweled butt plug shown in the picture. She had mentioned when we were emailing how she wanted one with a tail on it, but that one was way more expensive... Anyhow, I leave the house at around 11:00, going to meet at her place at 1:00. I tell the little wifey that I'm going to the drag races. I leave early enough to go shopping. As I'm traveling and shopping, she emails a couple of times postponing and moving the time so I really thought it probably would not happen. Said she wanted me to, upon the door opening, kiss her forcefully and lift her up by the ass while shoving my tongue in her mouth. Um..OK. I'm fucking serious, this happened. So finally, 2:00 it is. I go up to the door, knock and wait for what seems like several minutes, shit, not going to happen. Finally, and slowly, the door opens and she is there, taller than I expected, around 5'10" or so, dark Mideast complexion, high heels, tight form-fitting purple velvet knee length dress, smoky gorgeous makeup, lightly lipstick-ed lips, short boy hair, I think to myself; “Oh, fuck I'm in way over my head here...” I walk in, we close the door and instantly I'm kissing her and grabbing that incredible ass, un-fucking believable ass actually, I kiss the inside of her neck, she seems to purr like a cat, groping, kissing like mad, me holding the bag of gifts in one hand like an idiot. She takes me by the hand and guides me into her room, we are still making out like teenagers (well...) I pull the dress over her head and she is wearing a bustier type thing with black sheer panties underneath. She is so slim and that ass is so fucking hard and a perfect heart shaped bubble ass that I sit on the bed, turn her around and just start kissing her all over her ass. I'll admit, she was a bit hairier than I expected, but not a problem, I assure you. I stroke her cock through the panties as I absolutely thank the universe for this moment and taste the small of her back above those hot lace panties. I stand up and turn her to face me. She is stroking my cock through my jeans as we kiss and I'm off with those mother fuckers like they were full of spiders, (working on my similes). She kneels before me and takes me fully into her gorgeous mouth. If I believed in a god, I'd have thanked him in this moment and devoted my life to him, (but there's that whole bone cancer in thing he won't fix so fuck him) but I digress. So, our hero is standing there, cock in the mouth of a beautiful teenage boy/girl that is more gorgeous than anything I have ever seen and.... I must stop, I need to get some goddamned work done! I swear to everything that is real that I'm not making this up. Here is a pic... Enjoy, I'll finish the story tomorrow, maybe this afternoon. Meeting for coffee is cool, just remember, I like my coffee like I like my women, naked and with my cock in it.. Take care, Dan From John's email: Dan, You’re like a walking male pussy magnet! There must be a line to be your wingman! lol. T girls just fascinate the shit out of me, everything you need all in one package. won't get pregnant, no period, doesn't go bat shit crazy, unless on hormones. and some are so beautiful they could be runway models, without the bat shit crazy part. Oh, loved the pic! Just waking up, trying to transition back into one of you day walkers, why the fuck you people want to be awake during the day is beyond me. other than, in your case, to chase ass! I got to HAAF in June 85, assigned to the blackhawk unit there, don't even remember what the unit designation was. We will have to catch up over coffee etc. on the old days. Oh ya, how you like your coffee.... I promise I won't laugh when I see your reaction to putting your junk in steaming hot coffee...or post to utube! lol. This one unfortunately is a short one, the email you prev! the problem with days is they start out real busy right from the start. Again, that daywalker shit is the cause. You are truly awesome my man, I really look forward to your wit, humor, and modern day style of Mark Twain prose. And when I catch a break I'll continue where I left off. I bow before the master! John From my email: John, I mean, can you fucking believe that? I still cannot believe it. We have emailed since Saturday a bit but I haven't heard from her in a few days. Here is her pic, I know you wouldn't share with anyone, sharing the pic with the wifey is OK and encouraged actually, but had to ask. She is so freaking gorgeous, she'll be a model someday. I must be the luckiest person on the planet, I was in that moment, I assure you. I'll regret it forever that I did not have the smarts to take more pics, she said she would model the things I bought and send them, but such is life. Plenty of story left, will write more tomorrow. Try not to work too hard. He said hard... D From My Email: Good morning John, I had to actually do some work yesterday so I'm behind on the story. They said something about not paying me or whatnot, wasn't paying attention, but thought I'd complete some things to make them go away. So, let's see, where were we? Oh, right, standing upright, my hard cock in the mouth of a beautiful trans girl in hot lingerie, got it. You could tell she was either new or just inexperienced, not knowing really what to do outside of just sucking on my cock, not complaining mind you, by a long shot. I was running my hands through her short hair and cupping her face in my hands as she explored me with her mouth. I was so keyed up that I needed to stop or I'd blow the whole thing then and there. I popped my cock out of her mouth and she looked up at me with those gorgeous smoky eyes and I just about lost it. I couldn’t help myself, I softly cooed: “Suck daddies balls a little, you are so fucking hot Stacy, I was just about to cum”. Or some such mindless babble. She opened wide, stuck out her tongue and moved in to place my balls in her mouth. Holy god, her head is in my hands and her mouth and tongue are doing sweet things to me. I could stand it no longer and had to disengage or the day would end here. I had her stand up and face me, we were kissing passionately, exploring each other’s mouths with or tongues, I was softly biting her lower lip as she moaned into my mouth. I suggested she try on some of the things I brought. We laid the frilly items out on the bed and went through them piece by piece. We decided on a pink frilly halter bra set with matching panties. I have awesome taste, I shit you not. She went into the adjoining bathroom to change as I sat on the bed contemplating the universe and its magic as to how I, just a normal everyday guy, found myself in this position. It’s a good fucking universe. When she came out of the bathroom, she was a vision to behold; she was so slim and her body was smooth throughout her tight torso and the pink lingerie looked like it was made just for her. We were face to face and we started to kiss again and I moved to the base of her neck and breathed in the smell of her as I cupped that rock-hard ass and we ground our cocks together. I moved her around and ground my cock into her ass covered by that lacy material, I had one hand around her caressing her stomach and the other in her hair at the back of her head as I started to kiss my way down her back. I reached down and stroked her hard, lace covered cock and she moaned and pushed her ass into my cock in circles; harder and harder. I had her lay face down on the bed and ran my hands up her back and then back to that magnificent ass, truly a sight to behold; hard as a rock and shaped like a peach, a light cover of boy hair all over it and down the crack of it as if it were a trail for me to follow. It was a trail for me to follow. I was massaging her back and ass and every time I grabbed and massaged her ass it moved in circles as she ground her cock into the bed. I started at the small of her back and kissed and licked my way all around the lace panties as I massaged each beautiful orb. I ran my mouth over the pink lace, down the center of her ass and breathed in the clean smell of her and breathed my hot breath into the lace. That little maneuver had her moaning and grinding like a person possessed. Very inspiring indeed. I pulled the panties down as she moved her ass in the air to help me get them off. I now have this beautiful ass staring me in the face, what to do? She's back grinding her cock into the bed now and I'm licking the crack of her ass slowly, teasing with my tongue and breathing into her ass. I open her legs and my tongue is now up and down deep into her and when I pass her little rosebud, I tease it only lightly and her ass comes up like a cat in heat. While her ass is up I take the opportunity to run my tongue onto her soft<b> scrotum </font></b>as I stroke her lovely hard cock. I lick down her shaft and around the tip, popping it my mouth for a quick taste then continue to tongue her balls. I had asked her in our emails if she liked to be touched and sucked, she was very enthusiastically in favor of it, and thank you very much for asking. She is now on her knees, ass in the air, head down on the bed, and I'm circling her rosebud with my tongue and it's driving us both ape-shit. I'm about to spontaneously erupt but I can hang for the moment. I stroke her hard cock, slick with saliva, and start to push my tongue into her ass, light poke, teasing, then as deep as I can go as she is now moaning and grinding on my face and calling me daddy, which is nice, to be quite honest. If I could have had a heart attack and died at that moment I would have been just fine with that. The explanation to my wife and two daughters (from 1st wife) would have been interesting and would no doubt be talked about in the annals of family history for the known future if not forever, but I don't care, I'd be dead. But I didn't succumb and soldiered on like a troop. This went on for maybe 10 minutes, I don't know, I was wearing my watch but it was hard to see without my glasses and the time was really not that important at the moment so... She was really responding to my antics and I flipped her over on her back. I moved up her body with my lips, kissing and licking her hard stomach, teasing her belly button, my hands at her hips, teasing each nipple for a bit before kissing her deep and hard, my hand on the back of her neck forcing her to me, our cocks now touching, grinding together. I suddenly thought of the butt plug! Hey! I reached over and pulled it out of its velvet bag and lightly passed the cold steel tip along her lips, teasing her with it. She turned on her side, one leg farther up than the other with her ass exposed and I started to tickle her with the tip. "It's cold!" she said laughing, I held it in my hand to warm it up while I massaged her beautiful ass, balls and cock with my other hand. I licked the steel and placed it at the entrance to her little hole, and teased it a bit, in a little and out, I was so fixated on watching that ass that when I looked up I was surprised to see her looking directly into my eyes with a look of lust that I don't think I've ever seen in my life, but want to, again and again. Little by little I pushed it in until it popped into place and she practically yelled "Oh my god that feels so good daddy!" which, you know, was just the effect I was looking for, if truth be told. I've never seen anything as hot as this, so let's preserve the moment in pictures, right? She was all for it and I fumbled with the phone for a few funny seconds and took the shots. I ran my tongue all around the jewel and slathered her smooth balls with my tongue. I was between her legs with her smooth hard cock in my mouth and tugging lightly on the jewel to put pressure on her little hole and it was driving her crazy. Wow, life sure is funny; one day you’re working your boring job all day, the next you are twirling your tongue around a jeweled butt plug up the ass of a gorgeous girl in pink lingerie that happens to have a nice hard cock. But let’s move on from this happy contemplation. This was so fucking hot. Really quite hot. Wait a minute, it literally is so fucking hot, the temperature in the room felt like it was about 110 degrees and I was really sweating now, she didn't seem to mind but I needed to cool down, and fast, I was burning up. I can't imagine why. I told her I was burning up and I laid back on the bed with pillows under my head. She says she wanted to try on more clothes, and tried to walk away with the plug still in place, couldn't do it so she bent over, ass in my face and she slowly pulled it out, god damn. She went into the bathroom to change and I was laying on the bed drenched in sweat and started to think. 'Never Think When Boning' is my mantra and a country song I wrote back in the day, but I did begin to think: "Jesus fucking Christ, this is the greatest thing that has ever happened to me, she wants me to fuck her, she said in her emails that she wants me bareback, can I do that? Are those sheets from Target? Why is it so fucking hot in here? Is that a Godzilla action figure over there? That A/C unit sounds like it needs serviced. Where are my socks? Wonder what time the Dbacks are on today?" And oh shit, that rigid fucking boner started to deflate like a Macy's Thanksgiving Parade balloon that was deflating like some big sweating mother fucker’s boner. Disaster! This has happened to me before; March 24th, 1987, wife giving me a fantastic blowjob in the car after graduating from aviation technical school. I graduated 'Soon-to-cum-louder' and the wife was proud of her man and was showing me in a most delicious way. As that beautiful blonde head bobbed up and down on my knob, for some fucking stupid reason, I began to try to deduce why the bored out 396 big-block engine in the SS Chevelle we were desecrating was breaking rocker arms at high RPMs and blam, no boner. This particular incident was a point of contention and teasing until the wife's incident with the self-waxing kit and my subsequent solution involving WD-40 that happened in the spring of 1995, so then we were even. But I’m off of the story. Hey man, you wanted real, this is real! Maybe I'll edit this section out for publication though I will say, as a plot device it's somewhat necessary; puts a human feel to the story and without disappointment and potential failure, how does the hero prove he is the hero? I best get to work, have a great weekend John, if you get that kind of thing... Dan, From John's email: When you had the 396 bored out did you upgrade the rockers to a race spec alloy rocker AND shaft? you didn't mention you had bent push rods so I'm assuming those were upgraded. Had to get the important stuff out of the way first! lol. You violated the cardinal rule, as opposed to violating the young lady in question, NEVER let the BIG head assume command when the LITTLE head has it all under control. It's like a West Point LT. trying to tell a Command Sgt Major he's doing it wrong. I have to give you credit, your one honest dude! Your buddies would never let you live it down. However, being the kind and sympathetic person that I am, you still have my support and we shall not speak of that moment ever again....unless I need leverage for something. Not that it's EVER happened to me... but i hear you can play it off as if you planned it. "No darling it's fine, I really like it when you take me from soft to hard again" it worked for me..errr, my friend, I meant to say my friend! Well, did you a least get a rain check? That little honey pot has got to be tighter than Warren Buffett's purse strings. Inquiring minds want to know, pics wouldn't hurt either. Yeah, getting greedy here, no proof without pics! You do live a charmed life, how you just waltz into these situations is beyond me, I'd probably have to pay for the experiences your racking up! Now, about that Chevelle..... John From my email: Good morning John, All car talk behind us now, this was quite obviously the first time I had ever messed with someone like this! I've been with guys, you know, big hairy guys with beards that dressed in their wife's clothes before (OK, once) but this was an entirely different thing. She was a girl, in manner, in smell, in taste, her voice, almost everything... But fret not, the hero does gather forces and rises to the occasion in a manner that would not bring shame upon his family and colleagues, but like life, there can be no redemption without the fall. I'll finish that story later, must go do manly things, I have a T-bucket in the garage that needs welding done, how fucking goddamn manly is that!? I can feel the testosterone overload as we speak, I need to fuck something now... Later! From my email: Hey John, I’m just hanging out, watching baseball and I thought I’d try to finish the story! I’m on the iPad, a little harder to compose with but that’s kind of a first world problem, isn’t it? So, I get up off the bed, still sweating like a pig and she has a few towels on the chair, quite the little hostess, I might add. I take one and dry off as much as I can and sit back down with my back propped up with pillows. I’m stroking my cock, not panicking yet but getting close. I was thinking of asking god for help but since he couldn’t save millions of Jews during the holocaust, he probably wasn’t going to help sweaty Dan fuck a teenage cross-dressing goddess in the ass so I bagged that idea. She came out of the bathroom in her new outfit. She mentioned in the email exchange that she had never worn stockings, so when I went shopping, I bought a pair of stockings, black, thigh high and with little bears peaking over the top of them, strippers wear them with school girl skirts, or so I’m led to believe. Holy fuck, those tall ass legs and those stockings. The bra and pantie set was shiny black with chrome rings and lace like dominatrix meets Japanese school girl kind of thing. Things are looking better... She is so fucking sweet, says nothing of my situation, and crawls fully on top of me and shoves her tongue deep into my mouth. She’s between my legs and grinding into me as we make out like it was the last thing we’d ever do. She kisses her way down until she pulls my hand away and takes me into her mouth. I feel a reboot is in the works! I pull her off my cock and with her face cradled in my hands, start telling her exactly what I need. I push her into my balls as I take her hand in mine and start stroking my now growing dick. I tell her to suck daddy’s balls as she bathes me with her tongue, my god, the visual was incendiary, her ass in the air kneeling, that beautiful face between my legs. Suddenly, yay! The theme from Raider of the Lost Arc plays (in my head) and I was back in business like a MF. She was taking direction quite well, I told her to run her tongue around the head of my cock, now down the shaft, open a little, rub my cock on your lips, it was as if she would do anything I said. Imagine the possibilities. I told her to kiss me, she moved up, ground our hard cocks together as her tongue popped into and out of my mouth. I told her to suck my nipples, I put her hand on my chest and had her pull my chest hair and told her to softly bite my nipples. Now I’m facing the opposite problem, I’m about to blast like something that blasts really, really hard (still working on those similes). She’s back between my legs now with my balls firmly ensconced in her mouth and I grab her hand that’s stroking me and cut off my inevitable orgasm. I’m holding her hand tight around my cock and tell her she’s so fucking hot that she’s making me come. She says, “I want you to”, I say “I’m not ready”, she says “yes”, I say “no, not yet”. I’m holding her hand tight around my rock-hard dick and I’m leaking precum, the head turning bright red. She starts licking the shiny liquid and she is circling the head of my cock with her tongue and planting kisses on my knuckles that are holding my cock like I was choking the fuck out of my worst enemy, that fucker. Now, I had saved up for this moment, almost a week, possibly a world record for me, I’m going to come now whatever I do, I can’t take it anymore. I loosen up ever so slightly and pow! The first shot flies about three feet in the air, I shit you not! I’m not a guy that cums mildly and quietly, I orgasm hard, it feels like my whole body is pushed through the head of my dick, and it’s so intense it’s almost to be described as painful but it’s not, just intense. Often my partner will ask me if I’m OK afterwards and that’s nice to be asked, thank you very much... Anyhow, three fucking feet, not a record but goddamn impressive for a guy deep into his fifth decade on the planet. She squeals with delight and wonder, I swear, like she had never seen this before, “Oh my god daddy!” she almost yelled and immediately her lips clamped down on the head of my cock. Well, that’s fucking it, I'm coming and coming and I’m watching her swallow me and release me, and cum is spurting and she’s catching what she can and I’m watching the hottest show in the world and my cock knows it. Her hand is still in my hand around my dick and we are stroking every drop out of me and she is lapping every bit as if it’s ice cream and moaning and licking our hands clean. Un-fucking believable. I feel I’ve been coming for ten minutes! We are both laughing now at the intensity, I have no idea what I told her in the moment, probably offered to buy her a car, but I can give a fuck now. It’s was worth a car. She tells me in the sweetest voice and with wonder that I taste so sweet daddy, which is always nice to hear a person say, I shit you not. I pulled her on top of me and kiss her like mad. I can taste my cum on her lips and her tongue, she is so hot and sweet that I think nothing of it and it actually turns me on even further. We make out for a few minutes softly and sweetly. She then lays down on top of me with her head on my chest and I wrap her tightly in my arms. We lay like that for almost a half hour, just breathing, smelling her hair, stroking her face and back and just being there. I may lose my street cred as a macho guy here, (probably too late) but I’ll admit that laying there with her in my arms was the best part of the entire encounter. Three fucking feet! A goddamned yard. Anyhow, it’s now starting to get late and I really must go. I begin to massage her back and down towards her ass and she starts slowly moving in circles, grinding her now growing cock into me. I tell her to move up a bit and I start to massage her ‘clit’ she calls it, cute, right? She’s breathing into my neck getting excited, I tell her I’m going to take care of her and eat her pussy, would you like that.? I was answered with the enthusiastic affirmative. We swap places and I spread her legs like I would any woman and start by kissing her hard and deep, I move down and shower her chest and stomach with licks and kisses while I stroke her beautiful hard cock, little smaller than me, brown skin, smooth, tasty. I’m between her legs and treat her cock as I would a pussy, tease, brush it lightly with my lips, kiss her inner thighs, bathe her<b> scrotum </font></b>with my tongue and try not to touch her. It’s driving her crazy and she tries to stroke her cock but I take both of her hands in mine and keep them away as I tease and tease. She’s moaning and thrashing as I move my lips up and down her shaft, breathing into it but trying not to touch it. I slowly taste more and more of her as I move up and down her shaft. “Oh daddy, you are going to make me come!” Whew. I take her fully in my mouth and she starts to come, and come she does. Oh, to be a again. She comes and comes and I’ve never had so much cum and it’s sweet and delicious and her hands are all over my bald head as if shoving me into her pussy as she comes and comes. I swallow her and stroke her and savor every drop of her. Good lord. I clean up every spilled drop and then we lay side by side kissing and stroking until I say I have to go sweetie. So that’s that, I swear it’s fucking true, every bit. She had said she was willing to take pics in the emails we were swapping, and I guess I was so blown away by the situation that I just spaced it. At least I got the little jewel shots! I didn’t get to fuck her and that’s OK, maybe one day... We emailed a few times since, I can tell she’s very busy with school and whatever 19 (her birthday was Tuesday) year old’s do. I’d sell my soul to get back with her, but I can’t imagine that’s worth too much. So that’s the saga of Big Dan and his very happy Saturday afternoon, all and all, probably the best Saturday I’ve ever spent, but there’s still time. So, John, tell me, when’s a good time to get together? I don’t really need a coffee meet, unless you insist, just get together, get naked and let nature take over? Sounds like a good time to me. Enjoy your weekend, Dan...  |
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9/26/2019 11:21 am |
First comment post!
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10/8/2019 10:07 am |
Love all of it, I wish i could have the same S
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