Buying A New Suit

I was flicking through a magazine and saw an advert from the local tailor shop offering a special deal on made to measure suits with all the trimmings and since it had been a few years since I last bought a suit I decided to take advantage of their generous offer.
I called ahead to see if an appointment would be needed based on the advert generating lots of business and my call was answered by a young lady called Gail who explained that while an appointment wasn’t needed the afternoon would be a better time, I gave my name and even had a little flirt on the phone as Gail seemed quite pleasant, “Look forward to seeing you in the flesh this afternoon Frank” she said in a softly spoken voice leaving me to wonder if her looks matched her sexy sultry voice.

I knew exactly where the tailor shop was and knew a brisk 10-minute walk through the park would get me there without much trouble so after a quick shower I was on my way and as it was a rather warm day I decided on a clean white tee shirt and pair of shorts which would give the tailor easy access to measure me up.
The weird thing about it was the tailor shop was in a back street off the beaten track and didn’t get much traffic which is probably why they advertised as because of its location it was impossible to be ‘passing by’ which in itself made it even more exciting.

As I walked up the little lane to the shop I noticed a young lady sitting outside smoking a cigarette, what this Gail? I asked myself and my heart skipped a beat in the hope that it was, although she was quite plain looking and probably no more than 20 years old there was something about her that made my cock twitch. As I got closer I could see she had a rather short summer dress which was buttoned up the front and being white complimented her short blonde hair, she smiled at me as I approached, “Hello sir, are you Frank?” she asked and was just about to stub her cigarette out when I stopped her, “Yes I am, please finish that, I am in no rush.. you must be Gail” I said and immediately we seemed to have broken the ice.

We chatted for a few minutes and it was obvious she was checking me out looking me up and down obviously having suits going through her mind and with me being commando I was so hoping old Percy would behave as getting a boner in the street probably wouldn’t bode well for being fitted for a suit and as luck would have it I am glad to report that it did although I am sure she could see slight movement inside my shorts.
It also gave me time to check her out too and with the top buttons undone on her dress I did get a quick peek down there and could see her bra was very loose fitting and as she bent down to stub her cigarette out I did get the money shot and a glance of her small boobs, nice.

“Lets go inside and sort you out Frank” she said standing up and as she turned and opened the door I could just see the outline of her panties under her short dress, I must say it was difficult controlling my impending arousal as I followed her into the shop.
The shop itself was quite small with a few racks of suits and an accessory section of shirts, ties and even underwear and at the back of the shop were two cubicles for trying on and from what I could tell Gail was the only member of staff which kinda excited me a little especially as the shop was otherwise empty.

Gail went behind the counter and it soon became apparent that there wasn’t much room in the shop as I stood the other side of the counter and as Gail started to get the assessment forms ready it was hard not to look down the front of her dress and what a lovely sight it was, her oversized bra allowed a view of her little titties and I definitely got a peek at her nipples once I got my angles right, “Do you know your sizes Frank or do you want to be measured?” she asked and even if I did know my sizes I wasn’t about to decline close contact Gail.
“Um.. not really Gail” I replied with an apologetic tone to my voice, Gail looked up from the form, “That’s OK Frank, its sometimes better if we do a thorough measurement, we know its correct” she said breaking a smile as she looked me up and down.

Gail acted very professionally and was very cheerful as she picked up her clipboard and measuring tape, “Lets go into the cubicle over there Frank and get started” she said and I watched her cute arse wiggle as she led the way to the cubicle at the back and I must say that once inside there wasn’t much room and the waft of her perfume was certainly getting my juices flowing.
“Are you looking for the full package Frank?” she asked and I had to clarify exactly what she meant, “Oh I’m sorry” she continued, “The full package includes shirt, socks and underwear” she said with a giggle adding “The full package does entail more stringent measuring” which totally made up my mind, “Oh lets go for the full package then Gail” I replied with a smile.

“Ok then Frank, that’s good” she said again looking me up and down and I was sure her eyes were on my shorts for longer than they needed to be which only made my cock twitch and I thought any minute now she will see movement. “If you could pull off your shirt for me please Frank, I will do the top first” she instructed and straight away I was liking her methods and did as asked, Gail smiled as she surveyed my topless torso and with tape in hand she stepped closer putting the tape around my neck, “Hmm that’s good” she said as she noted down the size and now she got even closer as she reached around my back to get my chest and as she pulled back around the front I felt her soft hands pressing against my nipples and I was sure she lingered far too long there, “Mmm Frank, that’s good” she sighed in a soft voice before noting down the size, “Add a bit for the jacket” she said in a professional voice.

The next task was to outstretch my arms so she could measure each arm individually and I have to say that as she ran her fingers along my skin it did send tingles through my body and I just knew that when she starts to go lower down she may easily be met with a surprise as without even looking I could feel movement in my shorts.
At one point when she had to bend slightly I again got a peek down her dress and I definitely thought that her nipples were hardening and when she crouched down in front of me to measure my waist I certainly thought that things were about to get interesting, I wasn’t wrong…

“Oh dear Frank, what do we have here?” she asked as there was now a definite bulge appearing in my shorts, she looked up and smiled waiting for a reaction, “Um.. I am so sorry Gail” I replied as her head again stared at the erection forming under my shorts, “I usually ask the client to strip down to underwear Frank but it doesn’t look like you are wearing any” she said as her big green eyes widened, “Not to worry, I am sure we will manage” she continued as she made some notes on the pad and again I now had a perfect view down her dress and yes, her nipples were definitely standing to attention as I could see inside her loose-fitting bra.

Because of the tight space inside the cubicle and the fact that Gail was crouching down when she put her arms around me to measure my waist her head definitely made contact with my bulge and if I didn’t know better I was certain that her lips were the part of her body that made that contact and as she slowly brought her hands around the front to get the measurement she accidently let go of the tape so had to repeat the procedure and this time it was definitely her lips that pressed up against my hidden erection, I even let out a faint sigh as I felt the contact. I think the problem was that Gail was in a crouching position and was struggling to balance so the pressure of her lips against my bulge was unmistakable however she was being professional and this time didn’t drop the tape however she did have to adjust her stance finding it more comfortable to be on her knees.

As she pulled away just enough to get my waist measurement it gave me another opportunity to peek down her dress and there was no mistaking that her nipples were now rock solid, “Are you ok down there Gail?” I asked and after recording the measurement she looked up at me, “Oh yes Frank but I may need to take the waist measurement one more time” she said in a soft but professional voice, “OK that’s fine” I replied adding “Take it as many times as you need to Gail, I would hate you to get it wrong” which Gail looked up smiling, “Indeed” she replied and once again reached around my back forcing her to move forward pressing her face once again into my bulging shorts and straight way I felt my cock throbbing with the contact.

I stood firm as I felt her mouth on my throbbing shaft and as she fumbled with the tape behind my back I was loving every second of it and as she tried to manoeuvre her hands I felt her lips moving up and down the length of my hidden erection, this was no accident and I let out a soft moan just hoping that my precum wouldn’t leave any tell tale signs. When she eventually moved back bringing her hands around to get the measurement I couldn’t help but look down and not only had I leaked a bit of precum but my white shorts were also showing the wet patch from her saliva and as my cock pushed up against the waistband there was definite transparency.

“That’s good Frank, excellent in fact” Gail said softly as she double checked her figures and her eyes were definitely checking out the transparent area of my shorts, “Just a couple more measurements to do Frank and then we’re done” she said looking at her clipboard, “Are you OK with me doing your inside leg?” she asked which was a bit of a stupid question, “Yes Gail, you carry on and do what you need to do” I replied looking down as held the tape. I widened my stance to give her the best access possible and as she held one end by my ankles I could feel her warm fingertips running up the inside of my leg moving further and further up until they were on the inside of my thigh, I trembled in anticipation as her fingers ran up inside my shorts.

“Sorry if I touch you inappropriately Frank, but this is an important measurement” she said softly as I felt her fingers make contact with my nut sac and it was such a tight space that her head was just inches away from my hidden shaft, I could understand how problematic it was to read the tape and I could feel her fingers lifting up the leg of my shorts which exposed on of my balls as she pressed her hand against the throbbing shaft and certainly felt her hand squeeze, OMG she seemed in no hurry either.
Finally she pulled away, “That’s excellent Frank, now I just need to do the other leg to make sure they are even” she said softly as she began to repeat the process however with my cock being angled and against the waistband she wouldn’t have access on this leg. Her fingers ran up the inside of my thigh and up inside the leg again lifting the fabric to expose my other ball sac and as she leant in to read the tape her balance waivered and her mouth did make contact with my exposed bollock, “Oops sorry” she sighed quickly to which my response was “Its ok Gail, don’t worry”.

“Hmm, that’s interesting” she said looking at the measurements, “They are different” she continued and had this puzzled look on her face, I had a solution, “Would it be better if I took my shorts off?” I asked and immediately saw her face light up, “Well Frank” she said softly with a hint of excitement in her voice, “It would certainly help to give me better access, are you sure you don’t mind?” she continued and before I could confirm she reached out grabbing the waistband of my shorts and gently eased them down forcing my throbbing erection to stand out loud and proud. I had to apologise for my arousal as Gail looked straight at it, “Oh it’s ok Frank, don’t worry about silly things like that” she replied in a very comforting voice.

“Maybe after you have done my inside leg you might want to treble check my waist measurement again” I suggested with a smile and Gail looked up at me, “Hmm, I was thinking the same thing Frank” and I could see the excitement in her eyes as again she held the tape at my ankle and ran it up the inside on my leg except this time my meat and two veg were proudly on display making contact inevitable.
As she pushed the tape right up to the top of my thigh the back of her hand was pressed against my balls and as she leant in to read the figure her nose brushed the shaft of my boner, she lingered for a few seconds before pulling back and repeating the process with the other leg, “Ah that’s better Frank, both legs equal” she said as she pulled back and noted down the measurements.

“I just need to do your hips Frank and then we can revisit anything else that needs doing” she said and straight away I thought this would be fun, again I wasn’t wrong as she leant forward reaching around me and I could feel her fingers on my arse cheeks and the seemed to be probing inside my crack and her face was now pressed firmly against my naked cock.. “Damn this is so tempting” Gail send under her breath and I wasn’t sure if I was meant to hear it but I wasn’t going anywhere and a gentle thrust of my hips persuaded her to go for it.

Her hands now seemed to grip my arse cheeks as I felt her tongue running up the length of my cock and before I knew it my cock was firmly planted in her mouth, “Mmm so nice” she mumbled as her tongue flicked and licked the entire length of my cock even licking and sucking on my balls, OMG this was heaven.
With her fingers searching inside my crack she was pulling me closer to her and as I felt the tightness of her throat she gagged a little spewing her saliva all over my shaft before going back at it bobbing her head back and forth in a steady rhythm as I put my fingers on her head, she was really getting into it now and I knew that it wouldn’t be long before I emptied my load.

I could feel the wetness running down my balls as Gail upped the pace and I felt my balls tightening, “OMG YESSS!” I cried out as I felt my cock starting to pulsate shooting stream after stream of hot creamy cum into Gail’s mouth, she held firm with her lips tightly around my shaft as she swallowed my load in its entirety not wasting a drop as she then continued sucking every last morsel out of me, she looked up at me with glazed eyes giving my balls a gentle squeeze ensuring I was empty.
As my cock started to soften she pulled back licking her lips, “Wow Frank, I think you are done now” she said with a smile as I reached down to help her to her feet.

“I will go and enter your details into the system while you make yourself decent Frank” she said softly and I could see she had a gleam in her eye and just as she was leaving the cubicle she turned, reached out and gave my soft hanging cock a quick squeeze, “Thank you Frank” she said again and I watched her as she walked back into the shop thinking to myself how sexy she looked from behind in her short summer dress which did show an ample amount of her shapely tanned legs.
I quickly slipped on my tee shirt and shorts and walked out to find Gail behind the counter tapping in my information into her computer system however she did look up and smile as I approached and I couldn’t help but notice that another button had popped open on her dress and her bra was now visible and I was guessing that either she wasn’t aware or she didn’t care, either way it was fine by me.

“Just finishing off your order now Frank, I’ve put in 3 x shirt/tie combos, 3 x black socks, 1 convoy 2-piece suit oh and what style underwear would you like?” she asked looking up from her screen, “What are the choices?” I asked and straight away she looked down at my shorts which luckily were behaving themselves, “Boxer brief, boxer shorts, standard briefs or we can even do you a sexy thong” she said with a giggle which even made me chuckle as the only thongs I had worn recently were women’s.
“What do you suggest?” I asked with a cheeky grin so Gail walked round the counter toward me looking down at my groin area, “Hmm lets see” she said softly and then giggled as my cock pulsed, “Oooh I think boxer shorts however I would love to see you in a thong Frank” she said giving me a quick wink.

She then walked past me to a stand of underwear and right at the bottom were a selection of thongs and instead of crouching down she bent from the waist giving me a perfect look at her shapely rounded arse and she was wearing a nice white thong with the wide band fitting perfectly in her crack, I looked between her legs to see how tight they fitted and OMG I thought I was gonna cream my shorts as she took at least a minute to find a suitable pack. I took the opportunity to let out my secret, “OMG Gail, the last thong I wore were women’s just like the ones you are wearing” I said with a giggle and as she stood up handing me a packet of thongs she smiled, “Oh really” she replied, “Try these on Frank, I would love to see you in them”

I walked over to the cubicle while Gail finished off the order, I quickly took off my shirt again and dropped my shorts and just as I was about to open the pack Gail appeared at the curtain, “Here Frank, try these” she said handing me her thong, OMG I nearly died knowing she stood there without knickers and I instinctively held her thong up to my nose and took a sniff, Mmm it smelt so musky it sent a rush through to my head forcing my cock to twitch violently, Gail saw this, OMG Frank, WOW!” she said softly seeing how her panties turned me on.
What was even more arousing was the fact that the gusset was quite moist and had a fantastic aroma.

Gail stood there and watched as I pulled them up my legs and as luck would have it they were quite stretchy however I knew straight away that I wasn’t going to get my meat and two veg inside however by the time I got them into the best place possible my cock had stiffened and was protruding out the side, Gail looked down at me, “Oh WOW Frank, you look kinda hot in them” she said reaching out her hand and rubbing my cock through the thin fabric of her own panties.
I have to say that the feel was so arousing even more so with Gail rubbing her hands over my balls, “Oooh so nice Frank, turn around” she instructed and as I did so I knew the back was tight up the crack of my arse and I gave out a loud moan when she ran her finger up and down my crack.

Although they were small and no way did they cover everything they were actually quite comfortable and when Gail asked if I wanted to keep them on I had no hesitation in saying YES, what was even more arousing was that I now knew that she had no knickers on underneath her dress.
I handed back the packet of thongs she had given me as I wouldn’t be needing them and without thinking about how I was dressed followed her out and watched as she again bent down to put them back in place and OMG as her dress rode up I had a snapshot of her arse implanted in my brain, she knew damn well I was looking so took longer than she should have but I certainly wasn’t complaining.

As she straightened up she smiled as she walked past me, Obviously seeing me in just her panties was turning her on just as much as it was me because she mumbled something in passing and headed for the shop door putting the closed sign up and locking it, I guessed from that gesture that there was more to come and when she returned she went back around the counter to her computer, I noticed that she was stepped back from the counter meaning that she was more bent down, her smile said it all.

I walked over and around her side of the counter where there was a little foot stool which was located right behind her, “Why don’t you take a seat Frank while I finish off your order” she said softly pointing down at the stool. I didn’t need asking twice and with my cock still rigid and exposed out the side of her panties I sat down behind her and could just see the bottom of her arse cheeks as her dress rode up but more importantly I had a perfect view between her legs at her protruding labia lips with a few pubic hairs, OMG I was licking my lips as she stuck her arse outwards in my direction.

Because of the lack of space I sat there with my legs wide and she was stood in between them and as she stuck her arse out it was getting dangerously close and I didn’t think twice as I reached out putting both hands up the back of her dress grabbing the bare cheeks of her arse and her response was to push back more and as I used my thumbs to pull her cheeks apart exposing her sweet, shaded starfish.
I didn’t need to move my head much to get my tongue right in there. Gail gasped as my tongue made contact licking around her little creased hole and again I felt her pushing back as my nose pushed into her crack.

“Oh yes Frank, that’s it baby, get your tongue on there Frank, Mmmmmmmmm” she sighed softly as I got to work on her sweet, rounded arsehole, she tasted so good and my cock was throbbing as I began opening up her dirt box. Gail was starting to breath heavily as my tongue flicked between her arsehole and between her legs and I just hoped that she was inputting the order correctly because at one point she totally lost control as she shuddered to an orgasm, her juices were sweet and slid down my throat easily, she was ready for the next step.

I stood myself up in the limited space behind her raising her dress up to the small of her back totally exposing her sweet naked arse, I pulled her panties to one side allowing my cock to spring free and heard her moan, “Oh yes Frank, fuck me now” as I got into position and ran my swollen cock head between her legs and up the crack of her arse and as I returned it back between her legs she pushed back letting out a rather loud groan as my cock slipped inside her wet and waiting pussy. I immediately felt her tighten her cunt muscles keeping it tight and well lubricated as I began to thrust in and out building up a steady rhythm.

Gail was purring like a pussycat as I pounded away from behind and I think she had given up on inputting my order and as her body shook with multiple orgasms forcing squelching noises and I knew I wasn’t far away from filling her with my man seed.
I was starting to sweat with the intensity and could see Gail holding on to the counter for dear life and I just hoped the counter would withstand the constant pounding and just as I felt her shaking I felt my balls tingle and my cock start to pulsate shooting my hot creamy load deep inside her, “OH FUCK YESSSS” we both cried out in unison as she felt the warmth deep inside her belly.

As my cock started to soften I pulled out and Gail looked back at me and smiled, “OMG Frank, that was awesome” she sighed as she pulled her dress back into place and started to finish off my order.
I walked back to the cubicle and got dressed and loved the fact that Gail let me keep her panties and as my cock was now soft I was able to tuck it away.
I returned to the sales desk and Gail was just printing off my order, “We can offer a home delivery service for fitting Frank, would you like that?” she asked and I thought what could be better than that, “Will it be you Gail?” I asked and she gave me a warm smile, “Hopefully yes but if not it will be my assistant Gabby” she said as we finished up, “Don’t worry though Frank, Gabby will look after you” she continued with a wry smile and I think I got the picture.