50 shades of a bookseller
So, I finally got a "proper" job and managed to move out of my parent's house.
It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to talk face to face; why she does this I have no idea, but it's usually at a time when i'm either half dressed in a skirt and bra, with my cock hanging out or when i'm posing for timed photo's on my mobile phone (probably with my ass cheeks spread and my puckered hole pointing at the camera).
Anyway, so a new flat and a new job, perfect.
Money is a huge problem though, but i'm happy and getting to dress when I like is a massive bonus.
My job is at a bookshop in the main town (I won't name it, but let's just say it's pretty much the last bookshop chain in the UK). It's an awesome job, pays well and has some really fun people to hang around with and chat to. Hell, even the manager's nice.
You do get some lovely customers, but you also get some really wierd ones; like the two stinky brothers that come in and just shout and leave their pissy aroma wherever they waddle, the old main in the long coat and the poker
visor that sniffs books and the lady who mumbles to herself and takes an armful of books from the shelf and just stacks them on the floor.
One day, one of the girls I work with sidled over to me and whispered; "This guy's creepy, can you deal with him?", I didn't mind, so if it made her feel safer, of course I'd deal with him.
I approached the desk where he was waiting and did the usual "Good afternoon" thing and all that jargon, when I realised that he was actually very normal looking, to be honest he was surprisingly fit.
Medium length dark hair, swept back, probably early thirties with a nice friendly and handsome face, dark eyes, quite tall (well, much taller than me) and from first glance, pretty in shape.
We talked for a minute about what book he was looking for and I got on the computer to look it up. He seemed a little distracted and nervous, but some people are like that, I know I can be pretty shy for no good reason sometimes. Anyway, I found that we had the book in stock and offered to show him where it was. So off we went towards the other side of the shop.
We reached the fiction section and I found his book and handed it to him, but he didn't take it. He instead asked in a very low voice if we had an erotic fiction section, I said yes and it's really not so taboo to ask,
but he shook his head and asked if we dealt with "non-traditional" stories.
I said I'd never really looked at what we had, but there definately was some bondage and hardcore type stories.
"No, no..." He continued, "I dunno, like gay stories...or, no, not gay...you know, like shemale, type stuff?"
I smiled, now I totally understand why he was so nervous, if only he knew he was talking to a crossdressing, slut wannabe.
So I made him follow me over to the erotic fiction area and told him to browse the sci-fi section opposite while I looked for what he wanted. But we started talking (guess he felt a little relieved or maybe just knew I wasn't judging him) and as there was no othe customers in the area, we just had a bit of a laugh over the awful covers these books had.
After about twenty or thirty minutes I found him two books on shemales and sissy maids and told him i'd do the transaction for him so he didnt have to be embarrassed at the main tillpoint.
Before I started to walk off he asked me a question completely out of the blue;
"You ever read or looked at this sort of thing online?"
It was easy to lie and so simple, but I couldn't, so I told him I was actually a crossdresser and i WAS online.
The look he gave me was quite funny, like I was some kind of celebrity and started to ask me all kinds of questions like how I got into it, what I wore first time and all that sort of stuff.
I told him truthfully (from what I could remember!) and think i got a bit caught up in the moment, going off on a tangeant and telling him the first webcam show I did and the praise from the viewers made me carry on.
This was when I noticed the bulge, sticking out at the corner of the crotch of his jeans. He was getting turned on by my story...which turned me on as well!
As my tale got more and more fictional, his hardon became more and more obvious.
He began to breathe through his mouth now too, not heavily, just had his mouth open. And I wanted those jeans open.
As he hung on my every word, I stepped forward, closer and closer until I was facing his chest.
Reaching my hand to his jeans, he backed off in shock for a moment, but then stayed put. My fingers brushed over the lump in his trousers, and again...and again.
I knew I couldn't rip his cock out in the shop, even if no one was around, but that didn't stop me from grabbing a fistful and rubbing furiously.
Through the denim I could just about feel his helmet, but my grip was totally hindred by those pesky pants. From left to right, I rubbed him off...over and over, faster and faster until judging by his quickening breath; my index finger knuckle rubbed madly on the underside of the cockhead as an explosion of warmth radiated from the area.
I saw his knees give way a little and suggested he sat down at the reading area.
As he took a seat, I wrote out my mobile number and gave it to him as I had to get back to work as i was due on the tills.
When I returned an hour later, he was gone, but the books i'd picked for him were on the table.
I didn't hear from him for at least two weeks, I half expected him to never get in touch, which made me a little sad as I found him very attractive. But when he did get in touch it was a little more than I expected. It was a text message and it read;
"Hey m8. Was thnkng of u. Wanna meet up? Hve a buddy intrstd 2. Can u dress?"
This had me a little panicked, as i'd never been with two people before, plus the fact i'd never met the guy. I mulled it over and decided to reply (only live once right?), and he responded immediately with time and the place, provided I was available which as luck would have it, I was.
The day crept up fairly fast and it was a scorcher. As a side note, I hate hot weather! I'd much rather cold, rainy days over hot sunny ones...I guess that's the goth in me ;P
I decided to wear my tight, white crop top. A black sports bra. A rather fancy pink thong with gold metal at the back (very classy - ill post some pics). Black tights with some pink sport socks, the kind that are baggy and go over your boots/trainers. And finally a pair of VERY short denim hotpants with a belt with dangly metal stars on a chain.
Jack picked me up (I discovered that was his name during a few dirty texts) not long after I got ready and we drove down a few streets while listening to some awesome 80's rock...if only i had a chance to be fucked by Billy Idol!
Proabably took about forty minutes to reach his house, all the while he was rubbing my leg and trying to find a way under my tight shorts.
When we got out of the car I met Terry, the friend. A very big chap. Looked a lot like a body builder that hadn't worked out for a while; huge arms, wide chest and thick legs. He had a bald head and now I think about it i'm sure his sunglasses were permanent fixtures to his face. Again though, very friendly and a great sense of humour...and extremely perverted.
As we walked towards the door, Jack unlocked it and allowed me to go first, as I did they both grabbed a buttcheek each, making the usual macho noises.
The house was huge and Jack was apparently a family man; a wife and a son, he told me she too was into the idea of having sex with a crossdresser or shemale but she was in America on holiday with her father. Terry slammed down onto the couch in the living room and un-buckled his belt and jeans and switched the music channel on the television on, a giant grin planted on his face.
Jack told me to get comfortable and he went
It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to talk face to face; why she does this I have no idea, but it's usually at a time when i'm either half dressed in a skirt and bra, with my cock hanging out or when i'm posing for timed photo's on my mobile phone (probably with my ass cheeks spread and my puckered hole pointing at the camera).
Anyway, so a new flat and a new job, perfect.
Money is a huge problem though, but i'm happy and getting to dress when I like is a massive bonus.
My job is at a bookshop in the main town (I won't name it, but let's just say it's pretty much the last bookshop chain in the UK). It's an awesome job, pays well and has some really fun people to hang around with and chat to. Hell, even the manager's nice.
You do get some lovely customers, but you also get some really wierd ones; like the two stinky brothers that come in and just shout and leave their pissy aroma wherever they waddle, the old main in the long coat and the poker
visor that sniffs books and the lady who mumbles to herself and takes an armful of books from the shelf and just stacks them on the floor.
One day, one of the girls I work with sidled over to me and whispered; "This guy's creepy, can you deal with him?", I didn't mind, so if it made her feel safer, of course I'd deal with him.
I approached the desk where he was waiting and did the usual "Good afternoon" thing and all that jargon, when I realised that he was actually very normal looking, to be honest he was surprisingly fit.
Medium length dark hair, swept back, probably early thirties with a nice friendly and handsome face, dark eyes, quite tall (well, much taller than me) and from first glance, pretty in shape.
We talked for a minute about what book he was looking for and I got on the computer to look it up. He seemed a little distracted and nervous, but some people are like that, I know I can be pretty shy for no good reason sometimes. Anyway, I found that we had the book in stock and offered to show him where it was. So off we went towards the other side of the shop.
We reached the fiction section and I found his book and handed it to him, but he didn't take it. He instead asked in a very low voice if we had an erotic fiction section, I said yes and it's really not so taboo to ask,
but he shook his head and asked if we dealt with "non-traditional" stories.
I said I'd never really looked at what we had, but there definately was some bondage and hardcore type stories.
"No, no..." He continued, "I dunno, like gay stories...or, no, not gay...you know, like shemale, type stuff?"
I smiled, now I totally understand why he was so nervous, if only he knew he was talking to a crossdressing, slut wannabe.
So I made him follow me over to the erotic fiction area and told him to browse the sci-fi section opposite while I looked for what he wanted. But we started talking (guess he felt a little relieved or maybe just knew I wasn't judging him) and as there was no othe customers in the area, we just had a bit of a laugh over the awful covers these books had.
After about twenty or thirty minutes I found him two books on shemales and sissy maids and told him i'd do the transaction for him so he didnt have to be embarrassed at the main tillpoint.
Before I started to walk off he asked me a question completely out of the blue;
"You ever read or looked at this sort of thing online?"
It was easy to lie and so simple, but I couldn't, so I told him I was actually a crossdresser and i WAS online.
The look he gave me was quite funny, like I was some kind of celebrity and started to ask me all kinds of questions like how I got into it, what I wore first time and all that sort of stuff.
I told him truthfully (from what I could remember!) and think i got a bit caught up in the moment, going off on a tangeant and telling him the first webcam show I did and the praise from the viewers made me carry on.
This was when I noticed the bulge, sticking out at the corner of the crotch of his jeans. He was getting turned on by my story...which turned me on as well!
As my tale got more and more fictional, his hardon became more and more obvious.
He began to breathe through his mouth now too, not heavily, just had his mouth open. And I wanted those jeans open.
As he hung on my every word, I stepped forward, closer and closer until I was facing his chest.
Reaching my hand to his jeans, he backed off in shock for a moment, but then stayed put. My fingers brushed over the lump in his trousers, and again...and again.
I knew I couldn't rip his cock out in the shop, even if no one was around, but that didn't stop me from grabbing a fistful and rubbing furiously.
Through the denim I could just about feel his helmet, but my grip was totally hindred by those pesky pants. From left to right, I rubbed him off...over and over, faster and faster until judging by his quickening breath; my index finger knuckle rubbed madly on the underside of the cockhead as an explosion of warmth radiated from the area.
I saw his knees give way a little and suggested he sat down at the reading area.
As he took a seat, I wrote out my mobile number and gave it to him as I had to get back to work as i was due on the tills.
When I returned an hour later, he was gone, but the books i'd picked for him were on the table.
I didn't hear from him for at least two weeks, I half expected him to never get in touch, which made me a little sad as I found him very attractive. But when he did get in touch it was a little more than I expected. It was a text message and it read;
"Hey m8. Was thnkng of u. Wanna meet up? Hve a buddy intrstd 2. Can u dress?"
This had me a little panicked, as i'd never been with two people before, plus the fact i'd never met the guy. I mulled it over and decided to reply (only live once right?), and he responded immediately with time and the place, provided I was available which as luck would have it, I was.
The day crept up fairly fast and it was a scorcher. As a side note, I hate hot weather! I'd much rather cold, rainy days over hot sunny ones...I guess that's the goth in me ;P
I decided to wear my tight, white crop top. A black sports bra. A rather fancy pink thong with gold metal at the back (very classy - ill post some pics). Black tights with some pink sport socks, the kind that are baggy and go over your boots/trainers. And finally a pair of VERY short denim hotpants with a belt with dangly metal stars on a chain.
Jack picked me up (I discovered that was his name during a few dirty texts) not long after I got ready and we drove down a few streets while listening to some awesome 80's rock...if only i had a chance to be fucked by Billy Idol!
Proabably took about forty minutes to reach his house, all the while he was rubbing my leg and trying to find a way under my tight shorts.
When we got out of the car I met Terry, the friend. A very big chap. Looked a lot like a body builder that hadn't worked out for a while; huge arms, wide chest and thick legs. He had a bald head and now I think about it i'm sure his sunglasses were permanent fixtures to his face. Again though, very friendly and a great sense of humour...and extremely perverted.
As we walked towards the door, Jack unlocked it and allowed me to go first, as I did they both grabbed a buttcheek each, making the usual macho noises.
The house was huge and Jack was apparently a family man; a wife and a son, he told me she too was into the idea of having sex with a crossdresser or shemale but she was in America on holiday with her father. Terry slammed down onto the couch in the living room and un-buckled his belt and jeans and switched the music channel on the television on, a giant grin planted on his face.
Jack told me to get comfortable and he went
13年前
