This is a continuing story, please see :

Emma’s stiletto seduction 01 to Pt. 09

Comments welcome.

“Emma,” Said David, “I can’t see you next week, I have to go on a conference with work and it’s in Manchester.”

“It’s ok, I may choose to miss you if I feel like it.”

We laughed.

“I’d much rather be staying with you actually.” Said David, grinning, “These things are always the same. The same people, in the same place, doing the same things.”

“Is it a ‘lads night out’ as it were then?” I asked.

“There is four of us going and they all talk about it, but they never do anything. They are all too old now even if they wanted to.”

“Well have a good time, and don’t think about me too much!” I exclaimed.

“You are never too far from my thoughts, and some of my dreams actually Em,” Said David, blushing, “And I’ll be back by the weekend if you want to come over.”

“Ok I’ll see you Saturday evening then, if you haven’t all decided to go to Vegas and make a weekend out of it.”

—

Wednesday

Via Text Message

David: Hi Emma x

Emma: Hi David x

David: Can i run something past you? X

Emma: never be afraid to ask, but u might not get!

David: Tony from work has had to cancel, so that means I have a twin room to myself tomorrow x

Emma: What about the other two?

David: They are going to share, they see me as the older guy who ‘needs my sleep’! X

Emma: It’s a bit risky isn’t it?

David: I’ll have to get the train with them, and ill be busy Friday till 5, but it could be fun.

Emma: I’ll have to arrange it to WFH that day. X

David: Bring your laptop and work in the hotel? X

David: Are you in? X

Emma: I’m in. X

Emma: Our first night away! X

David: See you tomorrow x

—

After getting the invitation from David moments ago, my heart was racing.

We had been seeing each other for a few months now and things had been going very well. Much better than I dared dream of when I first realised that I fancied the rather dull but genuinely lovely guy from the accounts department at work.

Luckily for me, I must have caught him on an off day when I had disclosed that I was Trans to him. He definitely fell hard for the girl he saw looking back at him when I first showed him the pictures of myself I had taken on my phone.

Even though we had taken many new steps together in our explorational journey, this week was going to be quite different. Instead of going on dates or having cosy evenings in, we are going on our first trip.

Unfortunately not a dirty weekend away at a seaside town, or a lovely cottage in the Cotswolds, ever the romantic, David had invited me to tag along on a work conference in Manchester.

It wasn’t the ideal date, but the subterfuge that would be necessary to pull it off without his work colleagues noticing was certainly upping the excitement factor somewhat. It was going to be fun being his dirty little secret.

—

Wednesday 4.05pm

David: We are catching the 17:06 train tomorrow up to London and then the 19:40 from Euston to Piccadilly. It gets in at 21:54 x

Emma: Ok, I guess I’ll see you there? X

David: How about I pick you up from your place at 16:30, I’ll leave my car at the station. X

Emma: You don’t have to give me a lift. X

David: I’d like to. X

Emma: Ok, see you then.

—

Thankfully I didnt have too much time to think about things, this time tomorrow I would be waiting to get a text from David who would be waiting outside for me.

I would have to plan for three days, travelling in the train to Manchester tomorrow. A day in the hotel working, and then travelling back on the train Saturday.

I knew I would have to pack lite, travelling with heavy luggage is never fun especially when you have to make your way across London. Yes, it was only three days but who knew what those three days could entail.

I would need two travelling outfits, and possibly a cocktail dress if I had a meal or drinks at the bar on Friday night.

Taking my medium sized travelling suitcase, I carefully packed my clothes and shoes ready for the trip.

“How is it possible for a make-up bag to take up one quarter of a case?” I asked myself.

I took care to cover for most eventualities, and carefully laid out my travelling outfit for tomorrow. I planned to leave work early, drive home and get a quick Shower before getting changed and David arriving to take us to the station.

Even though I had dressed for David many times before now, this afternoon was going to be an exception. I was nervous again. It was exciting. It was dangerous to be doing such a daring thing.

As I fastened the clasp of a 34b black lace bra around my chest, I started to wonder what might happen, “but I should concentrate, yes, I needed to focus” I told myself.

I rolled up a pair of black tights with a heavy denier, and they glid silkily over my smooth legs. The skirt that chose was a soft black leather, styled tightly with a high waistband with a length that hung well below the knee. The fitting slightly restricted your movement, only allowing small steps to be taken.

“I wonder if he will know it’s called a ‘hobble skirt’?” I asked myself.

I pulled on a thin white woolen cardigan over my bra, which felt soft and warm against my skin.

A long three-quarter length black leather jacket and flat heeled knee boots would complete the travelling look.

It needed to be both warm and practical for a trip across a cold London in January and a long train journey. With no skin on show, the only sexiness would come from the material.

At exactly half past four, I received a text from David, who was outside in the car.

I picked up my patent plastic handbag from the hall and wheeled my case through the hallway of the apartments to the front door.

David was out of the car with the boot already open.

“Let me help you with that.” He said, taking the handle of my case and lifting it into the car.

“Thank you.” I responded, making my way to the passenger seat. “We had better get going.”

It was a short drive to the station, as David found a place to park in the small long-stay section, I typed in his registration into my parking app and paid for three days/

“I never like leaving it here.” He said lifting both of our cases out of the car, “The others are getting an Uber so they don’t have to.”

David looked around, furtively.

“It’s ok you know, you don’t have to walk in with me.” I said, looking towards the station entrance.

He seemed embarrassed by this rather than by me.

“It’s just that I don’t want to complicate things at work.” He said, shyly.

“You are right, I understand,” I replied, “this is whats going to make this trip more fun.”

“Keep your phone on at all times though,” Said David with the slightest hint of care, “See you later, and take this.”

He leaned over and kissed me quickly on the cheek, handing me an open return ticket to Manchester Piccadilly.

“But,” I shouted to him, “You didnt have to…” As he strode off towards the bright lights.

I put on my cotton mask, and waited a few moments by the car.

I could see taxis pull up by the entrance and David greeting his two work colleagues with a shake of each hand. One of them clapped David on the back and laughed at a joke he had made. They seemed in a good mood.

I made my way through the barriers and collected my ticket. This platform at the station was quiet, the other side much busier with people alighting when returning home from London.

As our train pulled in the clock read 17:01, as it pulled to a halt I could see it’s 5 carriages were empty, the start of it’s new journey.

David and his party entered the first carriage, and I could see him look back down the train as I lifted my case into the last carriage. He knew I had got on safely.

I took the first seat available, which was right by the door. I placed my case on the seat next to me, but I need not have worried. Only five other people were in my carriage at the moment. As the train pulled away and left home in the distance, my heart skipped a beat and my mind wandered.

Thankfully it was an uneventful journey to Charing Cross Station. After 30 minutes an elderly guard wandered through the carriage announcing “all tickets please”.

I casually handed him my ticket which he accepted nonchalantly, scribbling circle on it with a black biro pen. I had put my case on the floor and laid my coat over it, so he had nothing to complain about.

The station felt warm as i stepped out into the night. I had a few minutes to cross London on the tube, which was perfect for travelling incognito. One of the busiest places on Earth and one of the loneliest, with no one ever catching anyone’s eye.

As I rode the elevator from the tube up to the large open concourse of Euston station, the business hit me. It was full of travellers all eagerly looking up at the departure boards, I would soon be one of them.

The 19:40 Train to Piccadilly was on time, and had just announced it’s platform, three. A rush of around fifty commuters all darted to their left and I immediately followed, deliberately trying to avoid looking if David was a part of the crowd. I had not received a text message, so I assumed all is well.

The Manchester train was much smarter than the cross-country train into London. A bright red Virgin train consisting of at least ten carriages.

Queues of commuters huddled around the doors of the first two or three carriages, in a desperate rush to get on board. My strategy was to walk to the furthest carriage, which I did. The doors were open and I stepped on board, wheeling my case down the aisle.

Much of the carriage was reserved by passengers who would apparently board at another station, and I look care to obtain a seat for two where hopefully I would not be disturbed too much. I placed my case in the luggage rack opposite my row of seats.

But I need not have worried, the long train never seemed overly busy and the threat of a lot of reserved tickets at Birmingham didn’t materialise.

An elderly and stern faced train guard wandered through and announced “Tickets from Birmingham please.” But thankfully ignored me as i did him as he went past, hardly noticing me as he looked forward through the carriage, picking up a newspaper a passenger had left as he did so.

David: Hi Emma, all ok? X

Emma: Yes, all quiet up at the front of the train. X

David: It’s crammed down here. They wanted to get a table so go on the first carriage they found. X

Emma: If you check in, let me know what room you have and i’ll come up?

David: will do x

With an hour to go before arrival at 21:54…

David: You are quiet x

Emma: I dont want to interrupt you. Having fun?

David: All they want to talk about is going out tomorrow night.

Emma: On the pull 🙂 x

David: yes, but they never will. X

Emma: For the record, you are busy with me tomorrow night! X

David: I suppose we are on a dirty weekend, on a Friday! X

Emma: Being quite naughty!x

David: Very x

David: They want to know who i keep texting x

Emma: Just say “a girl who loves to suck your cock” x

David: I’ve just said my girlfriend, and left it at that. X

Emma: Spoilsport, i could just got for that too x

David: Now mind racing….. x

Emma: there is an empty toilet near me x

David: we cant…

Emma: walk to my carriage, past me, and ill follow you in. X

David: We would have to be quick x

Emma: I’ll do my best x

David: On way. X

He gave he excuses of wanting to stretch his legs to his office colleagues, and quickly made his way along the train carriages.

I noticed the electronic doors of my carriage open, and Davids large figure stood there. At 6ft 3 he had to duck slightly under the doors and tilt his head as he made his way between the rows of seats.

As he passed my seat he ignored me, completely and utterly, making his way into the vestibule of the carriage. The Virgin train had a large toilet, and an electronic door locking mechanism. He pressed the ‘open’ button and the door rotated. He went inside.

Getting up from my seat, grabbing my handbag and leaving my jacket behind, I followed.

The toilet was large, enough for two people and perhaps a wheelchair if a disabled person wanted to access. David had pressed the ‘close’ button immediately, but it felt like it took an age to physically shot the door. It did, and he pressed ‘lock’ which illuminated.

He took my hands in his and drew me close, leaning down to kiss me. As our lips touched for the first time today, he felt my lipstick transfer to him, and our tongues start to intertwine and taste each other.

It was wrong, we shouldn’t be doing this here, but this was what the trip was supposed to be about. An illicit relationship that should be happening, and yet it was. I dropped my bag to the floor.

With our mouths still feeding on each other, his hands worked their way to my bottom, greedily groping me bum through the soft black leather of my skirt. He gripped it, stretching it and forming a bunch in both fists, pulling me close.

Yes, his erection was growing now, and I could feel it pushing straight out of his trousers and into my stomach. I reached up and held the back of his neck with my hands. His recently shaved hair on the back of his neck contrasted to the longer hair on top. It felt sharp, and stood on end.

I hooked my left arm beneath his dark grey suit jacket, allowing my hand to feel the warmth now radiating from the small of his back. Our kiss got ever more wild and passionate, his tongue freely exploring the depths of my mouth.

I wanted him.

I sat back onto the cold plastic toilet seat suspended over a stainless steel bowl. It wasn’t the perfect situation to have Sex, but it would do. My face was at his crotch level, and I undid his zip and he hastily tried to unbuckle his belt.

With both hands I pulled down his trousers to his knees, and he released his penis from the tight white shorts he was wearing. It stood out hard, thick, erect and pointed directly at my face.

Immediately I went down on him, taking 4 inches of his cock into my mouth, then 5.

he held one hand on the back of my head, holding me steady whilst bracing himself against the wall with the other. The rocking motion of the train didn’t help, it would lurch one way, then the next as it passed over points at a junction or temporarily changed speed.

But we got into our rhythm, my head bobbing up and down his shaft, greedily sucking on him as hard and fast as I could. Time was of the essence.

I took his shaft in my hand and wanked him hard now, rinsing the cockhead into my lips and tongue much harder than i usually would….

Until he held my head in position, the sign that he was about to cum. Jerking, then stopping his thrust, he came into my mouth.

I felt the warm, bitter tasting cum fill me, it was more than usual and I swallowed it down without him seeing. I pulled back and the cock sprung back from my mouth, a droplet of cum still oozing from the eye.

I held the base of his cock in both hands, and then ran one hand tightly up the length of his shaft, milking the rest of the cum from the cock, forcing it out and over the glans.

I went down on him again, causing him to jump back slightly, and ran my tongue over it until I was sure I got every drop. Keeping the suction pressure, I wiped it clean using my lips as it withdrew from my mouth.

Reaching over I took some tissue and ripped it from the roll beside me, and wiped the remaining lipstick from my mouth. David busied himself tucking his cock back into his pants as best he could and then turning as he pulled up his trousers that had fallen to his ankles.

He was breathing heavily now, the realisation that we could be discovered by a guard or passenger waiting outside. He turned to press the unlock button, but I took his arm away.

I stood up, and wiped the trace of my cherry red lipstick from his mouth with a tissue, then pressed the unlock for him.

He rushed out, no one was there… and quickly made his exit through the lobby and back into the train carriage.

I re-locked the door whilst I put the tissue into the steel toilet bowl and washed my hands.

It wouldn’t be possible to re-apply my lipstick until the train was stopped in the station, so I made sure it was all removed.

Standing straight now, I pulled my skirt back into place. No one could know what just happened… I grabbed my bag and left the toilet going back to my seat.

It was 21:32 now, and the last stretch of the journey.

Emma: did we actually get away with it? X

David: I’m not sure! X

Emma: what did your colleagues say? X

David: No, not them, the guard.

Emma:??

David: As I passed the guard in one of the lobbies, he gave me a look. He definitely knew. X

Emma: How could he? We were minutes?

David: Look for the cameras!

I looked around the carriage, there were two cameras pointing down the length of the carriage. If anyone was watching at the point we both left the carriage together, they would see.

Emma: shit x

David: It’s too late now! X

I spent the rest of the journey staring back at myself, reflected in the glass next to me as the bright internal lights and the pitch black countryside turned the widow into a mirror.

I tried my best to turn the shame and guilt I was feeling into exhilaration and excitement, but I couldn’t quite manage it.

Taking my case from the luggage area and pulling on my long jacket, I braced for the cold Manchester air.

The station was quiet, it was nearly 10pm and our train was the only one alighting. I was standing ready in the vestibule for the doors to open, I was in the lead carriage and could get a head start on everyone else as it drifted to a halt.

Suddenly the door in the vestibule opened, it was the guard.

“Stand aside Miss.” he barked. I was startled, and immediately jumped back.

He brushed past me, and inserted a metal key into a box on the wall. It turned and opened, revealing a button inside. He pressed it and the doors opened.

He got off first, but as I stepped down from the train, I could feel his eyes boring into me. He definitely knew.