In the beginning ~ LB-69

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

How it all began.......

The original field report.....

1996 – It was valentines evening (honestly) and the day before I had gotten engaged to a girl I had been going out with for some years. In the back of my mind I’d always contemplated an LB experience, but never ever acted on it. I don't know what drove me that night - but I guess the thought of getting married and settling down - IT WAS NOW OR NEVER !

Ofcourse – as many of us have been – I was a frequent masterbater. But the thrill was losing its appeal. I needed extra stimulous, more than some porno. That day I bought a Daily Sport. It’s a UK newpaper which excels in titalation. No sport of any note – and no news – only sexy stories and most importantly – a classified page which was a full page in size. All kinds of interesting topics were categorised in this paper – and especially interesting to me was a Transexual section. To my surprise that evening I purchased the paper – there was a Transexual advertising in my home town.

Now… you’ve got to understand the nature of my home town to understand my surprise. It’s the kind of place where gays are unheard off. No gay bars, certainly no Tranny’s. So obviously I was both excited and interested.

I phoned, like 1,000 timewasters, just for the thrill of chatting with the tranny. I was intending just having a wank whilst chatting with her BUT
Then an urge came apon me to throw caution to the wind and go…. Whats the worst that can happen to me…??? Get mugged… I’m strong enough to punch my way out… or make a bolt if I’ve got my wits about me I thought… so why the heck not !

So I arranged to meet her. 50 quid was the value. I negogiated before I went. Even at that naïve stage I was aware of the need for care with cash.

So I arrived in the darkened tenament building. It was around 8pm and dark and raining outside. There was no lights in the corridor. I ran the buzzer on the outside door and the door was unlocked from the inside.

I could see the silhouette of what looked like an enormously amazon woman. From the silhouette I could see she was wearing thigh high boots. She wore a blond wig, was 5’11 with black fish Net stockings on. Red lipstick could be clearly see as her mouth beckoned me inside. “come in” she said very quietly. Clearly not wishing to disturb the neighbours. Obviously it was a short term rent (perhaps even just for the week). She was not local – the accent gave that away immediately. From down south I reckoned.

And age Wise was about the same as me or even slightly older. That surprised me as I'd thought perhaps it would have been someone a little younger.

She closed the door behind me very gentle and took my arm into what would have been the living room of an old apartment......

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

I was a little on edge. Jumpy was the best description. Anticipating an accomplice to grab me at any moment. As I became more aware of my surroundings my mood relaxed and I sat down in a rather shabby looking sofa.

In the room was a bed close to the window, this sofa I was currently resting on, a very large wardrobe behind me and a coffee table infront, which had numerous Vogue types woman’s mags scattered ontop of it. Also a bottle of wine, with a single glass which was half finished rested comfortably beside the bottle. Very sexily there was lipstick marks on the glass where slips had been had.

Then the figure which greeted me behind the front door of the apartment entered. I’m not sure what the brief delay was for, I can only guess it was to secure the door and ensure I was not followed.

She sat on the edge of the bed slightly to my left. Smiled and said “it’s a horrible night outside, are you ok… do you need a drink?”

I was taken with her kindly approach. I politely declined and also reciprocated about the weather. For some odd reason I then went onto say I hoped I wasn’t disturbing her – what an idiot Brit – this is her JOB ! You know what its like when you’re a little nervous and say the most stupid things.

She was of course very nice and said, “Oh no…” and then smiled. She was rubbing her legs very seductively. I noted the tone of her lips were matched by her nail polish. Her hand rubbed from the top of her short black wrap round lycra mini skirt right down ontop of her patent black boots. She had her legs crossed and was gently waving one foot in the air as she rubbed her legs.

"do you like what you see...?" she enquired.

"Very much so..." I responded.

My mouth had been a little dry (possibly with nerves...was now salivating)
I composed myself and adjusted my position in the seat. I was wanted to come across as being calm but I was so aroused by this stage.

I had an awareness of a most powerful hard-on. Far more than I had experienced before. My groin was pumping with the blood pressure.

Ladyboy Lover Joined: 17 Dec 2005 Posts: 25 Points: 30

that it Brit? you were just getting started....

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

Sorry... I'm having to do it bit at a time. I keep getting interupted here.
My apologies - I shall provide the full report.
I will write the next section tomorrow - stay tuned !

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

She is no superstar. I accept that. She is slightly more sexy than a drag queen, but not much. BUT it was my first experience; so experimental one could say.

What was particularly appealing was the blond wig and heavy makeup but mostly the very feminine behaviour. She wanted to badly to turn me on. It wasn’t actually about the money, that much I understood. The money was needed but it wasn’t the most important thing for this girl. She wanted to be appreciated as a woman.

She slid off the edge of the bed and onto the floor infront of me. On her knees between my legs she rubbed her hands now on both my thighs.

“What you would like to do?” she asked.

So so many thoughts rushed into my head but I was too embarrassed to say anything; or scared to say the wrong thing. Instead I smiled and said I just wanted to enjoy myself. Actually I was already !

She started to feel around my groin. It was so obvious I was turned on at this stage.
She smiled looking directly into my eyes.

I couldn’t help but look at her legs. Amazing fetish patent thigh high black boots; the heels must have been 4 inches high; and peeping over the top of the boots were black fishnet stockings.

It’s the first time I’d felt fishnets with my hands. I thought immediately that I preferred the touch of sheer stockings. The fishnets were rough on the palms of my hand as I rubbed the top of them.

By this time she pulled me forward in the seat and started to undo the top button of my jeans.

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

The top button popped with slight pressure; and the top of the zip automatically opened. She then grasped the zipper and slid it right now, and folded the jeans at either side.

I was now almost flat with my back on the cushion seat of the sofa. My legs acting as pillars at either side of the Tgirl. She leaned her face on my knee as she put her hand exploring into my underwear.

I was hard, very hard. She quickly found the shaft of my cock, and pulled it out of my underwear. I was already a little wet with pre-cum.

Great Story brit.. keep it coming.... Razz

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

My cock was now exposed to the air and vertical against my horizontal torso.
I hear a gentle squelch as she moved her hand wanking me. The pre-cum was now between her fingers as she polished the top of my cock.

Then she gently licked my cock from the base, from the join where my balls and cock creased. She took her tongue tip from the base right up to the Eye of my cock; and let the water hang from the tip of her tongue.

She rapidly masterbated me, it was amazing. Her red fingernails holding me tight. I noticed her hands were slightly manly (I could see the viens protrude which reminded me she was slightly older).

Then she covered my manhood totally as she started to blowjob me.

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

At this stage it was taking me all my time to concentrate not to cum. I imagined I would fill her mouth completely. She sucked me like no other girl has done. She knew exactly what a guy wanted.

I held onto the arms of the sofa with my legs slightly shaking.

Then, she stopped sucking by releasing my cock with a slight pop of suck-shone. She smiled, I could see her teeth white. She licked her lips, I think some pre-cum had leaked out and onto her chin.

I was really ready to explode now.

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

She then asked if I wanted to suck on her; and she said “I really want you to fuck me up the ass”.

That was enough for me. Just that thought, and her asking so sexy. I felt my sperm rushing from my balls.

She knew immediately I was climaxing before the white stuff came.

She purred “come on boy, let me see your cum”…. “I want to taste it”

She was wanking me very hard at this stage. My skin was pulled back and she was pumping my cock from top to base. It was amazing. She really knew her stuff.
She got me on the rhythm – as I climaxed she was on the upward thrust of her hand. I’ve never actually spurted before – it came like a white fountain. My hips thrusted upwards in the same motion.

I remember her mouth hovering above my cock to watch it come. She was a reasonable distance above it and she caught the first spurt in her mouth and swallowed it.

Ladyboy Expert Joined: 14 Mar 2005 Posts: 896 Points: 636

At this time I was now shaking with the last part of my climax. The final shudder. She was still pumping me with her hand hoping to get the last drop out of me.

She was saying stuff like “come on… I want it all”

I was absolutely spent. It felt like my balls were empty. I went limp and she held my cock and gently licked it clean.

Such an amazing experience.

It was at this stage the reality hit me. I was being sucked by effectively a guy !

I had a wave of guilt and a terrible concern “was I gay?”

I felt the tears well up in my eyes. She saw this an was so so kind.
She realised it was my first time with an LB. She said it was natural and did I not fancy her… which I did.

She said she is not interested in gay guys. That she is only interested in men.

I felt so much better. That horrible feeling was gone as soon as it appeared.
It was then that I realised how my tastes had changed and that I was an LB lover

She was so so kind you have no idea. She asked if I wanted a drink of water. She said iw as lovely and she understood my concerns. She said she preferred a sensitive guy to someone who didn’t think about her or that situation.

I tell you – I never looked back.

She wasn’t the best looking… she wasn’t my first LB that I made love to… but I will always remember that first experience

Great story Brit, thanks for chearing your first experience!

Great report Brit. Many thanks to share your amazing first experience.
I wished to have your unique written skills to post in this site some of my stories.

Ladyboy Lover Joined: 14 Dec 2006 Posts: 10 Points: 23

Really Great story, I like it very much Smile