I had agreed to meet Frank one night in a secluded road, just off a residential area -- it was my first proper meeting and I wanted to be fairly safe. Frank and I met on-line, chatted a few times then agreed to meet one night after I'd finished work.
I worked in a local pub/restaurant and Monday night it was my responsibility to lock up, etc after all the staff had gone. This also gave me the chance to get dressed as Mikayla in the pub.
I had arranged to meet Frank at midnight in the designated spot, he knew my car, I knew his and we'd get together in his car. Once the last staff member had left I got changed in the toilet downstairs. I wanted to look my best, but was aware that I would still have to leave the pub, so still had to keep my tracksuit trousers & baggy top on over my outfit, plus would have to do my make-up and wig away from the pub.
Having shaved earlier in the day I was pretty much ready to prepare Mikayla for Frank's pleasure. I decided to go with a black tight-fitting skirt (as it showed off my suspender bumps), deep purple blouse and black boots, underneath I wore matching satin black bra, panties and suspender belt and black lace-top stockings. I slipped my guy stuff' on over the top and strolled off to the car. I drove to a nice secluded place where I slipped off my guy stuff' and put on my make-up & wig then drove to the agreed place to meet Frank.
There was no sign of his car (a white Mondeo), so I waited.
After about 5 minutes a car approached from behind, pulled up behind me and flashed it's lights twice -- it was Frank. I got out of my car and tottered over to his car; it was November and, as usual, raining, but not heavily, just that fine, misty drizzle that everyone tells you soaks you more than heavy rain!! Duh!! I climbed into the passenger seat next to Frank to an array of compliments on how great I looked.
Frank did not disappoint, just a he didn't in his picture on-line. He was early 50's, not slim, not fat either, just, nicely proportioned, dark hair with serious signs of greying, not quite a movie star, but maybe a commercial or too!!! Giving that I had never been with another man before, I really did fancy him straight away!!
It was very straight forward, I leaned towards him almost immediately and we kissed, passionately, his hand found their way to the hem of my skirt and straight up my nylon-clad thigh to the bare flesh at the top of my stockings; Frank loved the stockings!! By now I was so very horny, I spread my legs, offering for Frank to go further, he did and soon had my skirt rouched up around my waist and my panties down around my left ankle; my cock in his firm grip, slowly masturbating me, I was oozing pre-cum and almost ready to explode.
I stopped frank and suggested that I return the favour and more. He obliged and undid his trousers. I slipped my smooth hands around his throbbing cock and felt the pre-cum, which enticed me to wrap my ruby-red lips around it. It tasted amazing. I bobbed up and down on Frank's shaft to his moans of ecstasy, Frank holding the back of my head and pushing me down onto his manhood, shortly he went rock-hard and his balls tightened up in my hand and with a whoosh he filled my mouth with blast after blast of warm, sticky cum. Amateur, simple as that! I couldn't swallow, no matter how hard I tried and gagged, let most of it spill out of my mouth and into his lap -- I managed to lick his cock clean, and got up to apologise for my inexperience. Frank was cool, he grabbed a towel from his back seat and cleaned himself up -- as he said, I wasn't his first `first-timer' and assured me it would get easier. Great I thought, at least I got another date out of this!! I continued to slip my hand up and over Franks still-throbbing cock, his hard-on not dying at all. I think he could tell in my eyes what I wanted and gestured that it was time.
I'd applied a little lube to myself earlier when I'd got dressed, and given myself a two-fingered anal-fuck just to stretch myself a little so that I'd be ready. Frank got out of the car and walked over to my side, I assumed that we'd use the back seat, but he just gave me his hand and, like a true gentlemen, aided me out of the car. The drizzle had subsided a little so Frank suggested that we do it outside, somewhere a little more risky.
I slipped my panties back on and pulled my skirt back down then grabbed my jacket out of my car. About a 150 yard walk down from where we parked was the main road, other side of the main road was a public pitch and put, the other side of that was the beach & costal path, some areas of which were well known dogging sites. I told Frank that I really didn't want to go dogging, but he said that we weren't, we were just going somewhere where there was a slight chance we may get seen!!
So off we trotted down this lane -- which was definitely not made for walking in heels!!! Despite the time now being almost 1am the main road still had its fair share of traffic on it, but we managed to cross it quickly enough. A group of lads, probably from the local university, walked passed us while we were waiting to cross, obviously having some idea of what we were going to get up to. So we made it to the pitch and put which had a small brick-built hut on it -- Frank took me round the back, it was secluded enough.
Again we kissed, Frank's hands running all over my body, I removed my jacket and let it slip to the floor, Frank unzipped my skirt and that soon followed. I busied myself with Frank's trousers, the night air was damp, but not too cold, then lowered myself to my knees, the damp floor soaking into my stockings, and took Frank in my mouth again. Soon Frank had me on my feet again and proceeded to unbutton my blouse, that went the way of my skirt and jacket, soon, so did my heels. I was stood there in just my undies, Frank in just his boxer shorts and t-shirt, as he turned me so that my back was facing him and gently removed my panties yet again. I was ready, Frank slowly began to finger-fuck me and then the cool tip of his penis nestled against the soft bud of my fuck-hole and then in. It did not hurt, I was already so well lubed, even when Frank took me to the hilt I just moaned in sheer ecstasy. He continued to pump me harder and harder, I was amazed that I could take it so well.
Frank continued to work at my rear for about another 5 minutes when we heard a few voices, mixed, both male and female, they were a little distance away, but clearly walking along the pitch and put which meant that they would probably come close to where I was getting nailed. To be honest, I started to panic and just wanted to go, but Frank clamed me down and we just moved to the side of the building close to some bushes. I was still uncomfortable, so grabbed my panties and suggested that we actually go into the bushes, finish off and then get out of there, Frank agreed. I was still very horny and really wanted his seed in me. I climbed into the bushes, snagging my stockings on the way, and got on all fours, Frank followed me in and planted his cock straight back up my ass. We continued to fuck as the voices grew louder and closer, I was starting to moan more as wee, as Frank was really giving me a good seeing to.
Whoever the voices belonged to were now right by the pitch and put hut as one of them was talking about the clothes strewn around the back of the hut.
They obviously found it quite funny and could clearly hear my occasional moan -- and they were obviously curious -- typical students by the sound of it, probably 1st year undergraduates as well by the sound of their excitement, plus they'd obviously decided to hang around!!
Then another huge burst from Frank filled my ass with cum, oh wow!! How gorgeous did that feel!! I let out a big moan to a thunderous round of applause from the students who were still hanging round!! I pulled on my panties and climbed out of the bushes, my stockings now muddy and torn, my hair a mess.
Frank followed me round the back of the hut to get our clothes; Frank was not at all bothered by the 4 people stood there -- 3 boys 1 girl -- and just said hi, they said hi back, Frank introduced himself to them as if he were meeting old friends down the pub, the three guys obviously liked the look of me in that underwear, and made it pretty clear too -- the girl elbowed one of them in the ribs -- obviously a boyfriend/girlfriend thing going on there then, I thought to myself. I began to gather up my clothes which were now very damp indeed, when Frank introduced me as Mikayla, his tranny girlfriend!! I was shocked......
.. his girlfriend, woweee, I thought!! With that the girl got up and dragged one of the other guys off (her boyfriend) calling us perverts and the like and something about tranny's, slut in stockings, that she'd never be seen dead in that sort of underwear!! The other 2 guys stayed and to my horror Frank asked them if they wanted me to suck their cocks there and then!!
They did, I obliged -- they both took it turns to fuck me too, as did Frank, again and then we parted. I got dressed and Frank and I walked back up to our cars. I didn't bother getting changed, just drove back home like that, got undressed, threw my stockings in the bin, my clothes in the wash basket and had a long warm shower. I slipped on my red sheer nighty, red panties and black sheer hold-up and crawled into bed for a great nights sleep.
The following day Frank e-mailed me and thanked me for a wonderful night, I replied with thanks too. He suggested that he pick me up next weekend at the house and we go for a weekend drive, with me purely as Mikayla, and told me that I'd better be prepared for some dogging and to bring plenty of spare clothes!!
Kiss.kiss.kiss. Mikayla.