enquiries...........

Writing about my time with the lovely Gwen made me curious about her life after we parted, so I mailed an old friend from those days on Facebook to see if she knew what happened to her.
I got a reply from her last night, and Gwen is alive and well, and in a nursing home near Scarborough, and, at 98, is still getting around OK. Pauline had seen her at Christmas, and writes regularly. Pauline's mum and Gwen were really close back in the day, and Pauline still calls her 'auntie Gwen'. Nice to know, but I don't think I should get in touch, that could be a step too far!

Part 3 it just happened........

So Sunday morning saw me sitting at the table trying to eat toast with a nervous, dry mouth, wondering what the hell to do about Gwen. I really liked her, she was good fun, and VERY attractive, no , SEXY!, but I knew that if she got flirty again, or wore that sexy wonderbra, I'd make a pass at her, and I still wasn't sure if that was what she wanted. If it all went wrong, the whole family would find out, and all my mates, AAARRRGG! shit, shit, shit.

I got the car keys, and decided that I'd be very cool and collected, and just move the bloody table and go for a drive out of the way. When I arrived at Gwen's, she was already working away cleaning up after the decorating, and, to my relief, was NOT wearing 'THAT' bra! She was in jeans and a tee-shirt, but for once her long hair was down in a long ponytail, and pulled over her shoulder. She had a little make-up on with a soft coral shade of lippy, and she looked a lot younger than her years. It was so unusual back then to see a woman of her age in jeans, and it really took years off her, and it meant I didn't have the distraction of her long legs in a short skirt to contend with.

We carefully moved the table back to it's position, and I helped with the clearing up for a while, gradually getting more comfortable in her company, and we were soon laughing and flirting as we got the dining back in shape.
Gwen made a pot of tea, and we sat in the kitchen just talking about nothing really, cars, music, holidays, all the usual stuff. She had been reading the 'Womans Own' magazine, and it was on the kitchen table, open at an advert for 'Playtex', and I kept taking a sneaky peek at the picture of a corset in the ad. I wasn't sneaky enough, though, as Gwen suddenly said " you looking at clothes again?" I went bright red! She didn't say it in a nasty way, she laughed as she said it, and when I blushed, she reached over, took hold of my hand and said "sorry, I've made you blush now, I'm just joking".
She said that she had noticed that I spent a lot of time checking out her clothes, and she had seen me looking at womans' magazines. She still had hold of my hand, and I must say I had no wish to move it, it felt really nice. We talked for ages, and I found myself telling her all sorts of things that I'd never told anyone else, including about my occassional dressing up. She didn't seem shocked, she just smiled and nodded, then explained that her late husband was also into crossdressing, and they had enjoyed playing dressy-ups when they were first married.

She admitted that she HAD worn the top and wonderbra on purpose, and was very pleased with the result, she knew I couldn't take my eyes off it. I said how nice it had looked, and that it was a shame she hadn't worn that bra today
She said she could do better than that, and standing up, deftly pulled the tee-shirt over her head! She dropped her jeans, and stood in front of me in the most beautiful matching undies I'd ever seen. It was a lovely 'Janet Reger' bra, scallop shell cream polyester, trimmed with lace, underwired with lace-covered straps, and matching french knickers. BLOODY HELL! there's a woman standing in front of me in bloody lush undies, inches from my face, and I've got a massive hard on and I'm sweating like fuck! She could see what she was doing to me, and, with a little giggle, pulled me to my feet. She stepped out of her jeans while I tried to cover the very noticeable swelling in my pants, and, wrapping her arms around my neck, pulled me to her near-naked body. She stretched up and kissed me on the lips, gently at first, and then with a bit more pressure, as she eased the tip of her tongue between my lips. I dropped my hands to the cheeks of her bum and stroked the silky material as my mouth opened and we worked our tongues together. Gwen slowly moved her right hand down between our bodies until she reached the bulge in my pants, and, still snogging me, squeezed my cock.
WHOOSH! I shot a load of hot spunk into my underpants! FUCK! what a dick-head! I'd just cum in my pants and I'd never even had a feel of her tits or fanny! I turned my usual shade of bright red, and stood like a fucking idiot, shaking and panting as I finished the longest cum I'd ever had. Gwen was just standing there, giggling like a girl, then she reached up and stroked my face gently and said " that was lovely, you really do like ladies underwear, don't you?" We both set off laughing, and hugged each other, then Gwen took me by the hand and said " let's get you cleaned up, come on upstairs".
I went into the bathroom and wiped as much spunk as I could out of my pants, and shoved a bit of bog-roll down my front to soak up the wet patch on my jeans. Gwen was standing at the door of her bedroom, still in those fabulous undies, and I started to feel VERY silly, so I said that I'd better get going, and went to go past her to the stairs. She grabbed my arm, pulled me to her, and kissed me very gently, then said " you had better come back tonight, I want to give you a fuck you'll never forget". WELL! I was shocked! I was stupid enough to think that young people had invented that word, Yes, I knew little in those days!
Well I did go back that night, we fucked for hours, it was fucking fantastic, and it carried on for years till I moved away to work. I will always remember that first time, though, and the sight of that lovely underwear. Trannies, eh, it's always about the clothes!

For the lovely Jane- 'jiggle,jiggle'........

Yes, up and down stairs is such fun!

I just wish I hadn't had so much wine, I look horrid!

Part 2,The penny drops.....

So, there I am, trying to keep my trouser bulge hidden from the two women sitting at the kitchen table, supping my coffee and trying to STOP PERVING the lovely sight of a Wonderbra-enhanced cleavage only inches away from my face. Oh, how I longed to bury my face in that smooth, soft valley! For a woman of mature years, Gwen's skin was lovely, smooth as alabaster, and hardly a wrinkle in sight. I later found out the secret, Ponds Cold Cream, and THAT stuff added to some future fun, but that's another story.
I was getting REALLY hot and flustered and, when I could stand it no longer, I said that I had to go, and did Gwen want a lift home? She said she was ready to go as she had lots to do, and yes, she'd love a lift home. The journey to her house was only about 3 miles, but it seemed like a lifetime till we pulled up outside. " Can you give me a hand to move the dining room table?" she asked, suddenly.
Oh, shit, I can't get out of the car, I've got a bloody hard-on! How the hell am I going to get out of this? I didn't have to worry, the swelling went down as soon as I got out, wonderful thing, fright!
She hadn't mentioned that she was decorating the dining room, and couldn't get to the skirting board behind the table, but sure enough, it was the last bit to do, and it was a big table. We got each end and lifted a bit at a time till there was enough room to get behind and paint, and I said I would give her a hand to put the table back when she had finished. She seemed a bit different in her own home, a bit more girly and, and, it seemed, slightly flustered.
I made for the door, saying I would call round on Sunday afternoon to put the table back, when out of the blue she said " do you like this top? I saw you looking at it at your gran's". Aarrhh, shit! She'd noticed me looking! ( of course she had, she was a grown woman, she wasn't stupid like me). " Yes, it's a lovely colour,"I muttered, going bright red. she just smiled and said " mmm, I thought you'd like it."
I muttered some other rubbish and beat a hasty retreat to the safety of my car, and it was a good mile and a half before it dawned on me- she'd worn the bloody thing for me! What a dick! some man-about-town I turned out to be! Now I was in a panic, what the hell did I do now? I know, I wouldn't go round on Sunday, I'll be hungover, or suffering from malaria or something. I'd been with plenty of young women ( well, not THAT many), but this was scaring me, I was beginning to think that this woman, old enough to be my gran, fancied me! ( Doh! thick, or what?).
That night, in bed, my imagination, and my right hand, worked overtime, and by Sunday morning I didn't know what the fuck to do............( TBC)

It wasn't JUST about sex......

I was a little worried that yesterday's post gave the impression that my fling with my gran's friend was just about shagging, so I thought I should write some more about our times together.
Even this troubled me, but I reasoned that even if she was still alive, she would be 98 years old, and hardly likely to be surfing tranny blogs!
It may take a few posts to tell the whole story, but it was a VERY important part of my life, and not to be rushed.
So, like a lots of my generation, I was still doing my gran's Saturday morning shopping when I was 24 years old. It was just accepted that you looked after your gran in those days, and I'd done the same thing every Saturday since I was 10 or 11 years old, on my bike in those days.
I used to drive over to her house at about 10 in the morning, have a coffee, pick up her list and go and collect her groceries ( I still remember the Co-op, with it's little wooden cash cylinders on wires, whizzing overhead to the office) and get back in time for lunch.
Anyway, her friend Gwen was usually there when I arrived, she came for coffee with gran every week, and stopped for a few hours, and was usually still there when I got back with the shopping.
I would often give her a lift home and found her very different to the other pensioner friends of grans.
It's hard to explain why I should be attracted to someone old enough to be my gran, but a description may help. Gwen was quite tall, over 5' 8" I'd say, but slim, with long auburn hair, not a trace of grey and always in a sort of bun, held, I remember, with a bakelite clip in the shape of a butterfly. Her legs were really long, not what I was used to seeing on a woman of her age, and she liked to show them off, not in a blatent, sexual way; she just wasn't into the mid-calf skirt and floral pinnie uniform of the other visitors to grans. Her skirts were just above the knee, and nicely fitted to show of her legs and rounded bum. She wasn't exactly big-breasted, but they were full and high, not droopy, and I spent a lot of time trying to sneak a look at them without her seeing. Ha!, more fool me! she was not stupid, and knew exactly what I was doing, I later found out.
So, one Saturday, I'd done my duty, got back with the goods, and sat with a coffee chatting to Gwen and gran. We would get a bit flirty sometimes, but being young, I thought anything slighty smutty was in my imagination, not thinking for a moment that someone of Gwen's generation would know anything about stuff that we trendy young people got up to. Having been into crossdressing for a long time, I was particularly impressed with Gwen's clothes that day, the grey skirt was one I'd seen many times, but she had on a new low-cut, long sleeved tight top in a lovely shade of almost electric blue, and I could make out the outline of her bra! Bloody hell, I could see Gwen's bra! It was MUCH later that I discovered it was a 'Wonderbra' which had come out in the late 60's, and boy, did it make them puppies look good!I was starting to feel uncomfortable and a bit hot under the collar, and unfortunately she caught me looking a few times.......... ( more, later).

Life's little pleasures....

So, last night I had an evening to myself, and we all know what THAT leads to.... I decided it was time to sort out my porn collection, and dump some of the old soft-porn videos. The video machine is on it's last legs, and DVD's are so much easier when you want to skip to your favourite bit.
Naturally, dressing for the part is compulsory, and tarty is a must where porn is concerned, so I went for a waspie-style cupless basque ( it gives me quite a decent pair of tits, and makes the nipples VERY sensitive!) with black stockings, 4" heels, a teeny-tiny flippy little black mini-skirt, black lacy panties, a silk ballet-wrap top and short blonde wig.
It took me a while to sort the rubbish porn from the good stuff, and I decided to have quick run through some of my favourites to whittle them down some more.
NOT my best idea, I'd only flicked through 'Grannies Cumming' for a few minutes before a warm sensation in my lacy panties alerted me to a growing bulge under my skirt! I should say that, because of a period in my early youth when I was involved with a, shall we say, more mature lady, I have always had a thing for the older woman. She was a friend of my gran's, I was 24, she was 62, bloody hell could she fuck! I think she just wanted a little boy to hold to her bosom, I wasn't going to argue, I suckled there many times! Anyway, another five minutes of watching sexy pensioners being fucked by yound virile boys and my fingers had gone first to my titties, to squeeze and pull the stiff, SO sensitive nipples, and then to the hard cock under the hem of the mini-skirt. It's so hard to hold back when the grannie on the screen is giving her all, and bouncing up and down on a massive cock, with her big, unfettered tits smacking the youth in the face as she rode him to a massive cum, and, not wanting to feel left out, I shot my load all over my little panties.
NOT the most productive evening, still not sorted out the porn and a pair of panties to wash, but it brought back memories of youth, and it felt fucking lovely! I don't know how successful I'll be at the next attempt, I've got 'Bianca Black's London Fantasy' and 'Granny fucks A Tranny' to look through next....... I'll be covered in spunk that night!

Bravo/Brava Auntie!

The main advantage of not having a television is being able to watch programmes on the BBC iplayer when time permits, and this week, I have chiefly been watching...... 'The BBC Opera Season'. It has been fantastic, and Auntie Beeb should be congratulated on this wonderful series of shows.
Rolando Villazon was superb in 'What Makes A Great Tenor', and the 'Opera Italia' programmes on Verdi ( or Joe Green, as our old music teacher would insist on calling him, to the chagrin of the non-latin speakers who had to have the joke explained to them), and Puccini, were really informative. They say you learn a new thing every day, true where these programmes are concerned.
I'm halfway through last night's 'Pavarrotti: A Life in Seven Arias', and will be looking forward to the weekend and Puccini's 'La Boheme', my all-time favourite. I shall be curled up on the sofa, glass of Merlot in one hand and a tissue in the other, ready to sob my heart out at the sad demise of poor Mimi. I'm filling up already...........

See, wearing slutty undies and masturbation are NOT my only passions.