This was to be the second time I met Nigel, I had an email through SH mail to let me know he would be staying in a hotel in Wembley and would I be available to join him for the evening for some fun. The possible dates were one and two weeks away. Plenty of time to set up a 'late night at the office' Immediately we set the date I sprung into action getting first and outfit ready then going through in my mind what we could do together in the room. The previous time we met was at very short notice and needing to buy outfit and accessory in the mere hours before compromised the fun. Although I still had a lot of fun! My bag was packed I selected three simple outfits purple leather look pencil skirt, and two proper girly floral print flared cotton mini skirts also a black velvet leotard, white cotton, a cream lace and my favourite black lace blouse. Lingerie consisted simple black stretch nylon panties and bra and my always-successful red lace satin three piece set. Fresh stockings, lace gloves, pearl jewellery and make up set completed my dressing requirements. I also packed a selection of sex toys lube and condoms. Condoms; the act of packing these items was proof to myself that I intended to let Nigel have his way. Over the next week emails were exchanged and the address of the hotel confirmed. Wednesday morning I furtively removed Jill's bag from its secret store loaded it onto my large motorbike and set off for work. I felt quite calm strangely calm throughout the day, we had agreed no more texting till 6pm although I did take the opportunity to check my phone a few times and sent a few kinky texts and received replies. 6pm arrived, out of the office and outside, Nigel texted the room number 312. This was real; Jill was going to get more cock tonight how exciting. I took great care navigating through the traffic, as being so wound up could easily become a cropper I was talking to myself on the way teasing my own mind to what was about to happen, practising my girl voice. In my helmet I was saying the most naughty things to my self. Trying in the best soft breathy girls voice that I want to suck your cock, I wasn’t sure I sounded convincing but it made me feel hot. Having parked the bike I made a last call to Nigel, I am here is all I needed to say,'be down' he replied. I stood in reception and within a minute Nigel a neat well-dressed man in his very ear early 50's arrived without drawing attention he slipped back up the stairs and I followed. How we must have looked? Me dressed in sturdy bike gear all florescent like a traffic cop and him walking ahead of me, my boyfriend? I was still dressed wrong, I knew where we were headed mixed feelings I am not gay this felt perfectly normal but the heavy bag, I couldn't help but think of what was to come. On the way following him I recognised his aftershave from our previous tryst. My lover opened the door and went in I followed. We spoke not. I took off my big boots, jacket and leather trousers. 'Ill get changed straight away give me half hour' with that I left Nigel dressed as a man and entered the bathroom. Quickly I removed everything from the bag and laid it out or hung it up within a minute I was in tranny heaven. So many pretty things! I undressed ugly man in the mirror I didn't look good. Shit shower shave. I sat and quickly attempted to poo, I knew I would need room to be able to achieve my goal of receiving his cock as I promised in those earlier texts. Then into the bath to wash and shave. It was so hot in that small room space was tight I dried my clean body and quickly pulled on my crotchless tights ( to give smooth legs) then black stockings pulled fully up my legs and attached to the red satin suspender belt in which I have had so much fun. Bra silicone boobs, the tight pvc pencil skirt a wide black leather belt nipped my waist, the red of my bra and pearl necklace tantalisingly glimmer under the black lace of my blouse. I rushed a make up job foundation powder, quality crimson lipstick, clumpy mascara and a little colour around my eyes. More powder, I was sweating and shiny, I pulled on my short dark wig and was transformed. Jill was looking cheekily at herself in the mirror. Ready for sex. She whispered to the mirror ' Here goes girl lets have sex!' I finally struggled into a pair of gold strappy heels, not for going out, simply because I hoped my man would like to see me tottering in heels vulnerable like a pretty doe in the woods, ready to be hunted and won. I opened the bathroom door and stepped into the room as a girl, the feelings were intense. There he sat on the bed naked. Me dressed as a woman, within reach a naked man with an erection, he looked like a little boy sat there certainly I felt he enjoyed the look of me, tall slim well dressed and most of all in his room and wanting his cock. I smoothed my hands over my skirt and arranged myself then walked towards the window, its open curtains afforded a fantastic panoramic view over Wembley. I placed my hands on the windowsill and sticking out my bum head back tits out proudly to the world below I was Jill and felt so fucking sexy. Nigel stood up from the bed and walked behind me. I felt his stiff cock against my skirt and panty covered bottom and his hands reached round and took both my breast and squeezed them firmly while pulling me to him. In my heels I felt powerful and tall. A super model maybe. His hands were all over me, what fun I don’t know but I am sure he could feel I was wearing stockings under the tight skirt. I enjoyed being groped for a while till he released me stood back and simply looked me up and down. We met face-to-face and hugged some more this time both enjoying the sensation of my breasts jutting into his bare chest, his hands firmly feeling up my skirt clad bottom and lacy blouse. We kissed I allowed him to kiss my mouth fully, I slid my tongue into his open mouth, we were kissing properly as lovers no holds, why should I not kiss this man fully on the mouth like a woman might. After all what was really on my mind was getting my mouth on his cock. We had all night but I wanted to perform, it was what I had thought about most of all during the past week. I dropped to my knees holding his waist then hips to steady myself as I went. Kissing his bristly chest and tummy as I went, there it was, my prize! As a reward for my pretty girlish looks and the effort spent transforming myself into an acceptable woman the sight of his magnificent clean smelling cock rewarded me. Jutting rock hard from his hairy crotch I kissed his manly cock, then smoothly slid my lips over the shiny gland and took it straight to the back of my throat. It must have been a delight for him to feel the back of my hot soft throat, all the way to the back. Hands on his firm buttocks I pulled him in till I gagged, spluttering as I adjusted my position I gagged and swallowed and sucked slurped came up for air kissing the wonderful tool. I was enjoying the sensations the situation never during the act questioning my actions I was in love with this mans cock and desired only to bring him to climax. I made the decision again as I considered earlier was I to swallow or spit. Determined to swallow as I had previously with this same stud. Nigel stopped me pulling his cock from me and quickly making his way to the bed. He sat on the edge of the bed legs apart leaning back on his elbows his cock standing out further with this hips trust posture. I took the classic cock sucking slut position on my knees between his hairy knees and instantly dropped my facial orifice over his now slick with my saliva and lipstick; penis. Nigel was fondling my lace covered shoulders and ever so gently laying just one hand on the back of my bobbing head. I came up once more to let him know in no uncertain terms,' you can come in my mouth' I was rewarded soon after with the first warning acidic drip I was able to prepare my self for the spurt. Swallowing I took the gush right past my reaction triggering tonsils and into my belly. What a pro! I kept on sucking my mans cock thankfully he didn’t go ticklish and I was able to carry on softly sucking for a while longer enjoying as I did the sensations of performing this most feminine act for his pleasure. Mine too in fact as I promptly without touching myself came in a lovely liquid stream into the tights that held my own rock hard cock. If only I was really a girl id pop a couple of fingers into the juicy mess in my panties and squirm orgasmic ally for a full minute of female orgasmic bliss, something similar though as the feeling of delightful girlish pleasure swept me. I rose to my full six foot height over my spent lover brushed my clothing straight and redid my smudged lipstick, I saw myself in the mirror I liked myself, I looked good I thought. We lay together on the bed staring at the ceiling I enjoyed that I told him, and was able freely to handle his lovely little cock with my lace covered fingers, I needed to get him hard again. 'do you want to ' I said, seems silly to be too bashful about this, in emails I had asked if he wanted to try and he had suggested yes, I tried again' will you fuck me please?' I asked. 'Ok ' said Nigel but do you have anything. 'Of course ' I took my handbag from the bedside table got a handful of condoms from it and dropped them on the bed. I took a tube of gel and taking my panties to one side, began to get myself wet. Nigel tore open one of the packets and began to roll a condom onto his stiff cock. I was so excited now and positioned myself for him. I was a little nervous that he would be disgusted at the site of my bum hole as it really isn’t as pretty as my outward girlish appearance would suggest. I was wearing tights to enhance my legs but with a hole cut around my opening. I kept my red panties on so they would cover my gash till at least the last minute. And so it began, I started by simply leaning forward over the edge of the bed my breasts pushed into the bedding, healed feet on the carpet, I was too tall so off came the shoes. Fumbling and excitement. Nigel was taking one shoe off, I did the other; he was getting me ready adjusting my position for his enjoyment and pleasure. Bliss, I felt the first nudge as his cock slid up my valley and towards the slick pool that was to be used as my cunt. I felt no pain as the head of his knob began to ease its way in, I was waiting for the pop as his barbed glans took a grip in the tight ring of my love hole but alas the stiffness was not there. I loved being pounded, my defenceless female form giving to his loving assault but I could also feel his dick shrinking and flopping about. I was happy enough being shaken and humped but I had gotten to a point where my goal was full fucking we changed position I lay on my back fanny to the edge of the bed and again he approached and stubbed at my bottom I held my legs high and he wrapped his arms around hugging himself against me and again the cock tried with all its might to penetrate me. Sexy certainly but not yet complete. I wanted that cock now and began to get a little desperate. Nige was flagging I guess he was a little embarrassed as I was becoming demanding. He stood off me to consider his next approach and I skipped off to the bathroom where I had a collection of toys. Returning with my most comfortable dildo I took a position on the bed and thrust the plastic phallus straight up into myself in his full view. God how that must have looked? Was he emasculated to see this woman pleasing herself with this fake cock, which was at least twice the size of his own? Or was it incredibly kinky to see such a wanton display. I handed a bottle of poppers and he took a sniff that did temporarily harden him for a few more thrusts. With my hole loosened there was some penetration but I began to realise that giving o to completion to early in the evening was my inexperience showing. I had blown it. I tugged the condom off him and gave a gentle and long lasting blow job, me on the floor him standing. He was flagging and lay back on the bed I took the classic position kneeling alongside to carry on pleasure giving in the time honoured way. His cock was marked with my lipstick. We lay a while on the bed alongside each other resting chatting a bit his hands idly caressing me. His cock still available to me at any time I wanted to touch or kiss or suck it. I really did feel he was my lover. A kinky little interlude was the moment he received a call from his real wife. Imagine what that entails, there she was at the end of the phone a real woman, I bet not with such a fine selection of lingerie as her husbands lover or as willing to take it up the bottom or to swallow his spunk so keenly. I felt so deliciously naughty. I am good at the female sex role I think. I am his mistress. Imagine his wife asking him, “Have you got a woman in there with you?” It reminded me of other worlds too, Like who that I know in the real world has any inkling of what was going on in that hotel room in Wembley. I really am a crossdressing slut. I didn’t know it was his thing and was pleasantly surprised when Nigel asked to put on my skirt. Do you want panties and bra as well I asked? He nodded with a look like a boy in a toyshop. From my bag I picked the black micro-fibre panties and bra set with red embroidery, a spare pair of stockings and helped him into them. Then we tried to get him into my purple pencil skirt. (I missed the bit where I got completely redressed into a short flared skirt just before the fucking bit) it didn’t fit, I felt for him but then I expect he enjoyed eating all those pies! I like my boyfriends tummy. We kissed and cuddled some more and I of course dropped to my knees again to perform one more act of felation for the camera ( I love to look back on such events, you can see a total look of satisfied abandon on my pretty made up face). Very sadly it was time to go. In the bathroom my things were strewn everywhere, as I tidied up I felt sad to be putting it all away again for what could be another few months. It is so difficult to put things away without trying them on. And then a few more thrusts with the dildo before washing it. A final sniff of popper and I came again spectacularly, a joyous little sprite of cum jetted across the pretty things on the floor. I wasn’t spent. I was tempted to go back out in another outfit and begin again, but it was late don’t want to push my luck with the real world so with sadness I pulled up man briefs shirt leather motorbike gear and with my heavy bag (How can such pretty things be so heavy?) walked out the silent corridors of the hotel down to the bustling lobby and out into the night. Who there would have any idea what I had been doing who would care. But I knew and felt so naughty and even under all that biker gear knew that deep inside my tummy was a little squirt of Nigel and with that I was his girl, I was sure he was up there thinking how soon he would get me back for more. Nigel I am so looking forward to next time. We will have something for you to wear that fits, I will not swallow till you have fucked me properly and we will endeavour to have even more time. Thanks you for so much pleasure. [b]Mods edit:- Jill you naughty girl, you are not allowed to post up your email addy![/b] June 2009