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Caught crossdressing 2

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By *adieTights OP   TV/TS
over a year ago

Doncaster

Carrying on from my previous true story of how I started along this path that I choose to take. Please read the first one to find out how the foundations for experiences were laid, thank you.

Sunday morning came and I was feeling very sore, laying in bed still in my underwear and stockings I started to go over the events of last night, I reached down feeling my bottom, it felt tender to the touch and still quite sticky, surprisingly I didn’t have a hang over from the vodka, my mind was racing, going over ever little detail, I’d laid in bed after he’d gone feeling ashamed, but I must admit laying there going over things I was feeling turned on, I pushed the bed covers off me, brought me knees up and slowly started to wank, I played every detail over in my mind as I jerked my foreskin back and fourth, I got to the point where he gave me his full load inside me when I exploded cum all over my self, cleaning myself up afterwards I could never remember cumming that much before whilst wanking, at that point I knew I was going to get hooked, hiding my soiled gear so I could wash it when everyone was out I then went to get a shower. Later on once I slipped into my go to joggy bottoms and t-shirt I went down stairs, mum was in the kitchen preparing dinner, I asked her if she had had a good night last night, yes she replied and then asked me, oh did Joe come around with your wages last night and did he give you a bonus, god I’m so glad she was turned away from me, I could feel myself going bright red, I made my way out the kitchen as quickly as I could before she asked what the bonus was, I mean what would I say for God’s sake, oh yes mum he gave me a bonus alright, he fucked me, filling me up with spunk whilst I was dressed like a slut for him, yes mum I got a bonus alright, I think you must have miss heard him mum because I think he ment he’d got a boner for me not a bonus, I chuckled to my self at that thought. Later on in the afternoon the house phone went, I answered saying hello and Joe’s voice came back down the phone, as soon as he spoke my face flashed bright red again, I looked around, but mum was still busy, I’ll be around at 8 am to pick you up tomorrow he said, he went through the days jobs as if the previous night had been all a dream for me, I was dumbfounded as to how he could talk like nothing had happened, then I heard him say ok babe see you later, say hi to your mum and dad for me, then I knew why he’d not said anything, a few seconds past then he turned his attention back to me, I really enjoyed last night he said, you looked fantastic dressed like that, I must have cum loads inside you, tell me about it I thought, was bloody dribbling out of me all night, did you enjoy it he asked, I went even redder as I found myself saying yes to him, that was all he needed to hear, right I’ve got to go and don’t forget 8am in the morning, oh and by the way make sure your wearing something sexy for me, with that he hung up.

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By *hef2475Couple
over a year ago

Blackpool

Ready for more

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By *illycd2TV/TS
over a year ago

Bishop's Stortford

More please, keep it going

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By *asmin999jmTV/TS
over a year ago

wakefield

More more more xx

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By *orkiebar51Man
over a year ago

Keighley

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By *iving for todayMan
over a year ago

stirling

Cant wait to hear more

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By *azKayeMan
over a year ago

blackpool

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By *adieTights OP   TV/TS
over a year ago

Doncaster

What the hell was I doing, any other young guy would be probably be playing five a side or drinking with his mates on a Sunday, but me I’m in my bedroom excitedly going through my stash of gear thinking what shall I wear for Joe tomorrow, I’d washed my underwear and stockings in the bathroom whilst mum was busy, had them drying nicely on the radiator now, I’d not got a huge collection of clothes, I mean there are only so many times you can steal your sisters clothes and underwear before questions started getting asked, I must admit to my shame I did steal a few bits off the neighbors washing lines, I started going into charity shops in town hunting for stuff, the things I used to tell the people serving behind the counter, usually ladies thank god, oh I’m just buying stuff for a play I’m helping out with ect, but I’m sure most of them saw right through me and no doubt heard and seen it all before. Any way went to bed early Sunday night, mind racing again, had to wank myself off twice before I could finally go to sleep, 6am alarm, jumped in the shower shaved my legs and every where else, I laid what I was going to wear out on the bed, the only really matching set of underwear I had was the ones Joe had seen me in Saturday night, but I decided to pair them up with a pair of seamed stockings I managed to find in a charity shop, thank you who ever donated those lol, I put my underwear on and slid the seamed stockings over my silky smooth legs, putting socks over them and my dressing in my work clothes spoilt the vision all together, but hay I could hardly go to work dressed as a slut, I put my wig in my rucksack just in case, by the time I got down stairs mum was up, I walked into the kitchen and she turned to me asking if I’d shit the bed with her hearing me up so early, I felt myself going red again lol. 8 am came around and Joe knocked on the door, I jumped so much that I nearly knocked my tea over, are you ok mum asked, yes just made me jump that’s all, I walked to the door with my mum calling after me saying don’t work to hard, if only you knew mum, if only you knew, with Joe’s request telling me to wear my sexy gear for work I knew I was going to be working very hard today

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By *illycd2TV/TS
over a year ago

Bishop's Stortford

Keep going

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By *mandajane01TV/TS
over a year ago

Ballymena

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By *ubsteffTV/TS
over a year ago

Portsmouth

Glad this is continuing

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By *ikeC2012Man
over a year ago

Peterborough

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

Great story

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

more more more please x

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By *adieTights OP   TV/TS
over a year ago

Doncaster

Climbing into his van my mind was racing with anticipation and excitement, we set off for the first job of the day, other than saying good morning when I first got in the van Joe hadn’t spoken a word for the last 15 minutes, I was wondering if he felt ashamed about what happened, the longer the silence went on the more foolish I felt about getting my self dressed up and feeling excited about what might happen next, we finally arrived at our first job of the day and I couldn’t wait to get out of the van, he finally spoke when he turned off the engine, did you dress as I told you he said, yes I mumbled feeling myself blush, he got out and produced a set of house keys, the owner will at work until 5pm so he dropped the keys off this morning he said to me over his shoulder as he unlocked the front door, grab the tools whilst I put the kettle on he said, I did as I was told and grabbed my rucksack with my lunch and more importantly my wig in, I walked through the door and Joe called to me to make sure the doors locked, I did has he told me and walked into the kitchen, Joe stood by the sink with his cock out playing with himself, right show me what you are wearing today he ordered, I placed the tool box down and i said I needed the toilet so taking my ruck sack with me I found the toilet and stripped down to my underwear and seamed stockings, I made my wig look the best I could under the circumstances then made my way back to the kitchen, Joe had stripped to his boxer shorts and was wanking away, wow he said as I walked in, so are you ready for some more fun he asked, I nodded and he gestured me towards him, he took me in his arms and kissed me fully, I was clean shaven and smooth and his bristles felt harsh against my skin, we kissed like that for a while I could feel his erect cock pressing against me, his hand moved from around me on to my shoulders I could see he had closed his eyes, he gently pushed me down onto my knees, once I was kneeling in front of him he cupped my head a drew me into his groin, for the second time in my life I opened my mouth willingly and accepted his erect cock into my mouth, I gorged of his cock this time feeling more confident and certainly a lot more horny, he pumped my mouth making me gag ever so often, I could taste his pre cum, I could feel his breath getting more laboured, I was expecting him to tell me to stop so he could fuck me again like he did Saturday night, but no he pumped my mouth harder and faster, my eyes were streaming with tear as I gagged more and more on his deepening thrusts, then with a mighty grown his cock exploded into my mouth, I wretched with the sheer volume and taste, I was trying to pull away but he said don’t you dare spit it out, I was trying to control the feeling of wanting to be sick, he was holding my head in both hand and he wasn’t about to let go, after what felt like an age his cock stopped pumping cum into my mouth, my mouth felt so full of spunk it was unbelievable, he slowly drew his cock out of my mouth, I gipped as the sticky spunk caught the back of my throat, he tilted my head up towards him and said open your mouth and show me, I did so and wretched again, don’t you dare be sick he said, he put his hand under my chin and said now close your mouth and swallow, I was finding it very difficult to because of the feel and texture, so with one hand tilting my head up he took his other hand and pinched my nose closed, I had no option but to swallow, I gulped his spunk down and he said well done, taking his cock in his hand he made me kneel with my tongue out until he squeezed every last drop out, he left me kneeling there whilst he dressed, don’t get dressed he said, you can stay like that until we’re ready to leave.

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By *ndrea54TV/TS
over a year ago

cambridge

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By *xLucyxx94TV/TS
over a year ago

leeds

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By *dsindyTV/TS
over a year ago

East Lancashire

Ohhh wow......am seriously loving this. Wonder when mum will find out? Lol.

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By *ppetiteforsexMan
over a year ago

Isle of Man

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By *usanne9537TV/TS
over a year ago

Nottingham


"Ohhh wow......am seriously loving this. Wonder when mum will find out? Lol."

Maybe she knows already???

Great story though. Please keep going xx

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

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By *usie4uTV/TS
over a year ago

Havant


" "

more please xxxxxxxxxxxxxxx

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

He has his own apprentice slut, I hope he gave you a pay rise

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By *elcdtvTV/TS
over a year ago

Fareham

Great story

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By *asmin999jmTV/TS
over a year ago

wakefield

Fantastic Sadie x x x xb

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By *urabriteMan
over a year ago

stafford

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By *adieTights OP   TV/TS
over a year ago

Doncaster

He told me to make a cup of tea whilst he started the job, it was only serving a combi boiler so he did the work whilst I wondered about the kitchen in my stockings and underwear making the tea. No matter how much tea I drank It couldn't take away the taste of spunk in my mouth. I’m nearly done here said Joe so you better get dressed, I made my way to the bathroom to collect my work clothes and slipped them over my underwear. Moving over to the next job Joe had in my mind got over his initial guilt about what had happened because he was back to his chatty cocksure self. You sucked like a pro lad but you are going to have you work on not feeling sick when I shoot my load down your throat. What could I say but I’ll try harder next time. The next two jobs went by without any sexual demands due to the householders been home more than anything else. Driving me back home after work he asked what time my mum and sisters would be home, I told him they’re usually home by 5pm. Looking at his watch Joe said thats no good, further down the road he indicated and pulled into a lay-by, he jumped out of the van and open the side door of the van I could hear him clattering about in the back as I sat there thinking he was looking for something, he suddenly appeared at my side of the van and opened the door, taking me by the arm he firmly pulled me out the van, get in the back now he ordered still holding my arm he pushed me in, he’d cleared a space and laid an old dust blanket on the van floor, I stood on the dust sheet and he ordered strip off and get on your knees, I nodded and did as I was told whilst he climbed in behind me closing the door behind him. He flicked the interior light on. Get on all fours he told me, he had certainly got his second wind now has he took some lube out of his jacket pocket and lubed his cock up and for second time in my life but by no means the last, I felt lube been applied to my bottom. The pain on him entering me wasn’t quite as bad this time but it still hurt to start with, but it wasn’t long before he was fucking me like a bitch on all fours, he was gripping my shoulders pulling me back onto his shaft, it felt so good now, he was now gripping my hips and pounding me, all I could hear was the sound of his breathing and the feel of his big balls slapping against me. Tell me what you want bitch he growled at me, fuck me, fuck me harder, I was whimpering with pure pleasure now as his breathing started to change and his thrusts started getting stronger, then for the second time that day I received his seed into my body. Joe stood up once he was certain he’d emptied every last drop of his seed into me, I could hear him laugh as I knelt on the van floor my bottom still sticking in the air and my face buried in the dust sheet still panting with pleasure, look at what you’ve done you horny bitch, my cock had been hanging loose whilst he had been fucking me like a bitch, I looked down between my legs and saw a pool of my own spunk, he had made me shoot my own load without me even realising. Dropping me home after we had cleaned up I made my way to my bedroom feel tired and once again full of Joe’s spunk.

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

Wow, this is hot

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

Great story

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

Fucking hot

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By *ndrea54TV/TS
over a year ago

cambridge

Your a lucky little girl mmm

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By *usie pTV/TS
over a year ago

taunton

Lol fucking in the back of my van is one of my favourites

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By *agical HandsTV/TS
over a year ago

wellingborough

So hot. I'm loving this story.

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By *adieTights OP   TV/TS
over a year ago

Doncaster

So glad everyone is enjoying the story, I promise it does carry on xx feel free to check out my pictures you horny lot and message away xxx

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By *dsindyTV/TS
over a year ago

East Lancashire

Damn it gurl......that's another pair of knickers in the wash

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

Great story

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

My cock twitched through that story,, now in a pair of cum soaked knickers.. X

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By *iving for todayMan
over a year ago

stirling


"My cock twitched through that story,, now in a pair of cum soaked knickers.. X"

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By *ikeC2012Man
over a year ago

Peterborough


"My cock twitched through that story,, now in a pair of cum soaked knickers.. X"

I was hard throughout, a brilliant story.

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