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My first bi/sissy experience

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By *issyslut2k16 OP   TV/TS  over a year ago

toytown

When I was young I started experimenting with dressing up as a girl, usual crossdresser stuff started with my mums underwear (got caught a few times but thats another story) and slowly progressed from there, whilst living with my dad and his partner I was randomly scouring the spare/junk room and found a bra and garter ser from Anne summers which I obviously couldn't resist taking, so I upgraded my new outfit with a pair of hold up stockings and that was my new lingerie set, I'd just put it back after I was finished with myself, one night whilst walking back from my friends house over a quiet hill a car passed me and slowed down alittle to look at me, to be honest I was baked and thought I was just being paranoid and overthinking it so continued on my way home, a few minutes passed and the same car drove back the other way and around a roundabout and back towards me, at this point I'm really starting to overthink what's going on but as it approaches me it slows to a halt and the passenger window gets put down and a guy hands me a piece of paper then drives off, at this point I'm more confused and slowly open the paper and it says "hi I really think your cute if you ever fancied a hook up here's my number ........, will I continue? All true aswell.

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By *arriedbisexualcoupleekCouple  over a year ago

east kilbride

Yez

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By *iM4kinkMan  over a year ago

San Antonio

Oh yes honey do continue please.

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By *j and c 2Couple  over a year ago

mullingar

Yes please

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By *i14Man  over a year ago

Rayleigh

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By *ark_sentinelCouple  over a year ago

Andover

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By *issyslut2k16 OP   TV/TS  over a year ago

toytown

My heart pounding I decided give it a try, so I raced home got my outfit into a bag, grabbed some spare change for the phonebox as I had no credit and dialled his number into the phonebox, it rang about 2 times before he answered,... hello I said you just gave me a note and drove off. Yes he replied I really wanted to suck you after I passed you in the car but didn't have the guts to stop 1st time.. have you been with a guy before? No I replied but I do like to dress in girls lingerie and thought there wasn't a better time to try my 1st experience, excellent he said, are you available just now? Yes I replied I even have my girly underwear if you would allow me to wear them during? Not a problem he said can I pick you up in 10 minutes? Yes I replied get me here,just realising what I'd just agreed to my nerves were wrecked it had all happened in the space of 20 minutes, I panicked and thought about running home or hiding to see who turned up but held myself together until his car pulled up at the arranged spot and his passenger door opened get in he said, yes I replied by this point I really don't know what to expect, do you mind if I take you to mines? It's a 10 minute drive and have a safe place we can play, let's go I said, as we pulled up.at his house he warned me that he had a joint tenancy with a friend but he wouldn't be around would probably be in his bed, we crept into the house as he pointed to the bathroom, you can change there he said quietly come in here once your done, as I stood in his bathroom in my stepmums lingerie and stockings my heart was pounding... no time like the present I said to myself ... to be continued

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By *athanM9787Man  over a year ago

Glasgow

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By *hilsfingMan  over a year ago

Peterborough

Yes please do.

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By (user no longer on site)  over a year ago

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By *inkycdxxxTV/TS  over a year ago

wrexham

I've loved dressing up since a teen it's a massive turn on for me xx

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By *ony 529Man  over a year ago

coventry

Mmmm Loving this for obvious reasons please continue

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By *urabriteMan  over a year ago

stafford

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By *ameulMan  over a year ago

Nr Norwich

Very horny

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By *ark_sentinelCouple  over a year ago

Andover

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By *otef69Man  over a year ago

Edinburgh

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By (user no longer on site)  over a year ago

More!

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By *usicMan  over a year ago

manchester

More please mmmm

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By *issyslut2k16 OP   TV/TS  over a year ago

toytown

So I took a deep breath and exited the bathroom, making a quick dash to his bedroom with my belongings in a bag dressed in only lingerie, as I closed the door behind me he was eagerly awaiting my return, very nice underwear he said, I blushed as it was the 1st time anyone had seen me dressed up, thanks I replied as I put my belongings in a corner and sat on the edge of the bed, so your new to this he said, 1st time ever I replied as I had lots of regrets running through my mind, make yourself comfortable he said as he removed his trousers, at this point I'm far beyond the point of no return I thought, he guided my hand towards his boxers and onto his mildly aroused cock, it won't bite he said as he poked it through the hole at the front, I took his cock in my hand and slowly stroked it as it grew in size second by second .....to be continued

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By *ark_sentinelCouple  over a year ago

Andover

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By *iSi65Man  over a year ago

Cornwall

More please Mam

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By *issyslut2k16 OP   TV/TS  over a year ago

toytown

Before I knew it I was stroking his hard 6 inch cock at its limit, I knew this wasn't all I was going to be required to do though, so I moved up toward his torso and gently put the head of his cock in my mouth, at this point I knew it was only the beginning, I slowly sucked his cock the way I would like it done, licking and sucking more deeply and vigorously, he moaned with delight as I experienced what it was like to have his hand on my head pushing me to my limits, gagging and spluttering it seamed to have no end in sight as he lay beck making my first time sucking cock unforgettable, I slowed down as his request as he reached over to his bedside drawers fetching a bottle of lube and a condom whilst asking me how far I'm willing to go....

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By *aulnorthumberlandMan  over a year ago

Blyth

I started off wearing mums stockings and suspenders tried them and loved the feel of them

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By *tephens11Man  over a year ago

Leeds

Loving this ….all the way and beyond I hope

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By *itom18Man  over a year ago

Wigan

[Removed by poster at 15/07/22 22:22:02]

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By *itom18Man  over a year ago

Wigan

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By (user no longer on site)  over a year ago

Ht

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By *athanM9787Man  over a year ago

Glasgow

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By *orthampton jamesMan  over a year ago

Northampton

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By *ark_sentinelCouple  over a year ago

Andover

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By *issyslut2k16 OP   TV/TS  over a year ago

toytown

As I lay there in my step mum's lingerie and stockings I told him as far as he was willing to go, he asked me to stand up so I did as he contemplated how best to start this off, bend over bitch he said... I felt quite nervous but followed his instruction, he stood up and I could hear the squirt of the lube bottle into his hand, before I know it I get a very cold sensation over my butt, veery nice he said aloud, by this point I don't have an option I hear the tear of the condom packet and know what's coming next... he gently fingers me to get the lube as required and I hear him squirt some more from the bottle, I can only imagine where its going as I dont feel it being applied to me so it can only be going somewhere else.....

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By (user no longer on site)  over a year ago

Nice

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By *ohnny 51TV/TS  over a year ago

Middlewich

:-

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By *j and c 2Couple  over a year ago

mullingar

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By *athanM9787Man  over a year ago

Glasgow

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By *an_buryMan  over a year ago

Birmingham

Mmmmmmm

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By *ark_sentinelCouple  over a year ago

Andover

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By *ndrea54TV/TS  over a year ago

cambridge

I love first time stories.

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By *ony 529Man  over a year ago

coventry

Mmmm Loving this

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By *eanasmustardMan  over a year ago

corby

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By (user no longer on site)  over a year ago

I didn't start dressing till I was 33

Wish I'd started earlier

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By (user no longer on site)  over a year ago

[Removed by poster at 21/07/22 19:21:08]

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By (user no longer on site)  over a year ago

Get to the hot creamy spunking...

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By *ree diverMan  over a year ago

Dudley

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By *iggeroo69Man  over a year ago

Newcastle

Can’t wait for more, wish it was me

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By *tephens11Man  over a year ago

Leeds

More please ….

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By *ickylouiseTV/TS  over a year ago

Leeds

Very similar to a handful of my first load of experiences.

Keep going imthus is great.

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By *nly1meMan  over a year ago

here there n everywhere

Mmm sounding very nice ?? x

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By *oth0712Man  over a year ago

cambridge

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