She Dressed me in her clothes
story by sevendenier
My fascination with tights started early when i was about 11yrs old, over the next 4 years i had started to actually wear them in secret whenever it was possible.
One saturday afternoon when i was 15yrs old i thought i was at home on my own and was in my bedroom wearing a pair of tights and having a wank to a porno movie when all of a sudden my mum and her boss walked in on me ( i found out after they were going to measure my windows for new curtains).
Anyhow my mum obviously hit the roof calling me all the names under the sun with her boss standing there totally agreeing with her!!!
My mums boss was a woman, her name was Caroline and she was 39yrs old.
The outcome of being caught was that i had to go to work on saturdays with my mum as she said that was the only way she could keep her eye on me, she also made me promise i wouldn't wear tights anymore saying it would turn me queer.
But a couple of weeks later Caroline asked my mum if i could do a few jobs for her at her house on sundays. My mum readily agreed and told me i had no choice in the matter.
The first couple of sundays went by pretty normal really i did some gardening and cleared the garage out. But then the next sunday when i got there i was shocked when Caroline answered the door, she was dressed real smart in short skirt and tan tights and a silky blouse. Usually she just wore a sweatshirt and jeans.
She said we could have a cup of tea first and we sat in her lounge, i'd never seen her dressed like that before and i soon developed a bulge in my pants. She sat opposite me and slowly and deliberately crossed her legs letting her skirt ride up her legs a bit. By now the bulge in my jeans was nearly bursting my zip and i had to lean forward putting my elbows on my knees to try to conceal it.
She suddenly said 'so Gavin, you like ladies tights then, what's the fascination' as she was talking her hand was rubbing her thigh and slightly lifting her hem every now and then.
I nearly choked on my tea as i replied 'ugh i don't know'.
'yes you do..don't be shy, you can tell me' as she smiled at me.
'i just like the feel of them and think they look sexy especially the different styles on the hips and waist' i answered. I then quickly added 'but i'm not gay or anything like my mum seems to think'.
'Oh don't worry..i don't think that at all...i'm just so pleased i've found someone that likes tights too' she said as a big smile appeared on her face.
'you like tights? you mean they turn you on as well' i carefully asked.
'oh yes...i love sex in tights...but...' she trailed off without finishing the sentence.
'but what' i answered.
'Well its one of the reasons i split with my fiance last year...he said i was perverted and was trying to turn him into a woman...so he left me' she said with a sad look on her face.
'turn him into a woman' i laughed.
'yes i wanted him to have sex with me with him dressed as a woman...tights, skirt and everything and when i told him my fantasy that was the final straw' she said.
'whats your fantasy then' i enquired.
'well i want to be tied up by a guy dressed as a woman and then have him do whatever he wants to me....its something i've wanted for a long time but my ex would never do it...he thought it was too kinky' she said.
'wow.....i didn't think i'd ever be talking to you like this..especially seeing that you seemed as mad as my mum did the other week when you caught me...you know' i laughed.
'well i was genuinely shocked but in a slightly different way to your mum....but i couldn't let her know that' she giggled.
She then said 'listen Gavin if you ever need to talk about anything..i don't mind honestly...it's actually nice to have somone to talk to myself !!
She then went and did some sandwiches and told me not to worry about doing any work today which i thought was great seeing as we were talking about tights and stuff, i'd never had anyone to confide in before.
She came back and sat down crossing her lovely legs again and giving me a glimpse of her nylon encased thighs. 'you like what you see' she laughed.
'sorry, i couldn't help it' i said apologetically.
'oh don't be sorry...look all you want....just don't get any ideas...after all you are only 15yrs old which i admit is a real shame' she replied and then added 'the reason i decided to bring the subject up is because i know how difficult it is finding someone with the same type of interests and i thought you might like someone to talk to sometimes who would be more understanding'.
Thanks Caroline...it does get difficult at times...since i got found out but i managed to wear some tights under my jeans today' i laughed.
'really...you actually go out wearing them too' she asked.
'oh yes whenever i can' i answered.
'i don't believe you...show me then' she said.
'well i can't really' i said. Unknown to Caroline i had a huge erection plus i never put any pants on, i only had tights under my jeans.
'Don't be shy...i've already seen you in tights remember' she laughed.
'yes but i.....'
She interrupted me and told me to show her again.
I stood up and unzipped my jeans and let them fall to the floor 'oh my i didn't think you would be naked under them and with....an erection too'
'sorry i did try to warn you' i said.
She stared at my cock for a few seconds then said 'its ok i did ask....you have a cute pair of legs as well, you know'
'oh thanks' i said.
'come upstairs and let me dress you properly' she asked
'properly' i said.
'yes...in a skirt.....please Gavin, pretty please' she said as she smiled at me.
'well i'm not sure, i've only ever worn tights...never actually dressed up like that' i said.
'oh come on, it will be fun...no one else will ever know...just us' she giggled.
'ok then' i replied thinking it could do no harm and i might even enjoy it too.
We went to her bedroom and she started looking at skirts and dresses in her wardrobe as she remarked that we were roughly the same size which was a bonus.
She chose a mini skirt and matching colour blouse and a sheer pair of barely black tights and even put a lacy bra underneath for me to wear complete with falsies to pad it out. Then she sat me down and did my make up and also put a blonde wig on me as she enthused how lovely i looked.
I must admit when i looked in the mirror i hardly recognised myself, in fact the only thing visible that showed i wasn't a woman was the tent i was making at the front of my skirt as i could not help getting a huge hard on. we sat down on her bed and she asked 'how do you feel' as she rested her hand on my knee.
I laughed and said 'I'm shocked to be honest....i could even fancy myself if i didn't know better'.
She laughed with me and said 'Dressed like that you could even go out like it, i bet you would fool a lot of people'.
'I wouldn't dare go out dressed like this' i said.
'why not....i could say you were my younger sister....i'm serious' she replied.
I laughed and said 'no way'
She then started to rub my thigh and make a joke as she started to tickle me, i tickled her as well as we rolled around the bed laughing.
My cock was straining to get out of the confines of my tights as our nylon encased legs rubbed against eachother. On the bed was my tights that i had on under my jeans and i jokingly tied Carolines left hand to her four poster bed with them. She was laughing and giggling as i grabbed another pair from her drawer and then tied her other hand to the other side.
She was still giggling as i stood beside the bed looking at her as i giggled at the same time. As she struggled to free her hands i noticed her legs moving and her skirt had ridden up her legs which made my cock seem even harder. I then remembered what her fantasy was and suddenly found myself tying her legs to the corners of the bed too. Once she was secure i stood beside the bed not sure what to do next but Caroline was still laughing saying 'oh i suppose you think thats funny then' as her arms and legs were moving slightly.
We both stopped laughing at the same time as a serious look came on both our faces. I thought to myself and wondered what Caroline was maybe thinking, she too had a thoughtful look as she finally said 'We can't....You can't....???'
'Why not....it's what you want isn't it' i replied
'Yes....it is....but i didn't intend for it to happen today....with you'
'you would enjoy it though i bet' i laughed.
'thats not the point....you're only 15yrs old for christ sake'
I lifted the front of my skirt and made a hole for my cock to poke through my tights as i started to wank over Caroline as she lay there helpless.
She was looking directly at my erection and i noticed her tongue slightly lick her top lip, her lips trembled as she said 'we musn't you're too young......far too young......i could....we could....oh god what's happening to me..you must stop it'
I got on the bed and knelt between her legs and started to push her skirt up 'Gavin....you stop that.....what are you doing....Gavin' she said helplessly.
By now i had her skirt on her waist and was shocked to find she had no knickers on under her tights. I started to rub the sheer nylon against her pussy as she closed her eyes and took a deep breath as she managed to say 'oh Gavin....you naughty boy.....you have to.......Gavin....you......oh god...'
I then bent down and started to lick her through the thin nylon as i felt her body tremble beneath me. After a few minutes i ripped a hole just big enough to give my cock access to her by now wet pussy, i lay between her legs and teased her by lightly touching the tip of my cock on her pussy.
She was watching intently and shaking eventually shouting 'oh please Gavin fuck me....please i want you to fuck me....fuck me please'
I pushed forward and entered her and slowly started to pump in and out.
'Yes, yes oh yes fuck me....kiss me' she screamed.
I put my lips on hers and she promptly put her tongue in my mouth, Caroline by now was so turned on and loving every minute of it as she begged me to fuck her harder.
The feeling of both our legs in nylon rubbing against eachother was incredible as i fucked faster and harder into her pussy. 'Fuck me, i want your cum inside me, cum inside me' she shouted.
By now i had her tits out as i squeezed her nipples with one hand and the other hand i had down the back of her tights caressing her bum cheeks until i couldn't hold back any longer and streams of cum started to shoot inside her from my throbbing cock.
I lay exhausted on top of her as i felt my erection start to shrink and got up on my knees.
She said 'come closer i want to lick your cock clean' i moved up her body and she took me in her mouth eventually making me hard again which resulted in me fucking her once more.
Afterwards she said 'you're a very naughty boy...i didn't intend this to happen honestly' as she started to smile at me.
We have a lot of fun together now, she dresses me up and it always ends with us having sex and she has even persuaded me to go out with her like it. She has passed me off as her daughter, her young sister and even her lesbian lover!!!
Story posted by sevendenier
on Tuesday, June 26, 2007 @ 13:15:38 PDT
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