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My TS adventure with Lisa
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By (user no longer on site) OP
over a year ago
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On d*unken night out with the lads I’d become lost from friends it was only about 10pm but had been out since roughly noon so I figured I may as well head home. Stumbling my way to the train station I somehow managed to slap bang into a lamppost whilst rummaging around my pockets for change.
“Ouch” I heard a voice say
I looked up to find a tall brunette with legs to die for in heels that must of been at least 6”
“Wow” was my response followed by an embarrassed apology.
“Thank you but are you ok”
“I’m fine I’m fine I’ve just lost my pals so heading home what about you?”
“Funnily enough I’m heading for a taxi, I’m in a similar situation to you”
Awww I thought. Now I don’t if was the bump but I had a light bulb moment and I heard myself say “well why don’t we go for one?”
To more of a surprise was the response
“Yeah why not I’m Lisa”
Now I was in shock as I was punching well above my wait. Lisa was about 6ft in those clear porn star heels she was wearing in a tight black leather pencil skirt and black plunge top showing off her beautiful assets. Stunningly beautiful face with shoulder length hair. Nails painted a dark red to match her lipstick.
We found one of the quieter pubs and sat having a good old chat, flirting as we went.
Still feeling ballsy I asked if we could do this again, “the night is still young baby” and with that I could feel a hand running up the inside of my leg as Lisa leaned in to kissed me. I could feel my cock begin to get hard and worrying Lisa would feel it I pulled away. “Another drink?” I asked not thinking through my semi hard boner would be visible |
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By (user no longer on site) OP
over a year ago
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Luckily enough the bar wasn’t busy and it was fairly dark so my awkward shuffle wasn’t that noticeable
“Did that turn you on a little bit” asked Lisa upon my return. Oh well so thought fuck it
“Yes it did, you did, do” I spluttered out like a fool.
Without I went in for a kiss, Lisa passionately returned it our tongues meeting.
“Do you like my shoes?” That was a bit random but I loved them. I have a huge high heel fetish and those shoes on her sexy feet were amazing. I had been checking them out most of the evening too so guess it wasn’t that random
“Yes they’re amazing, like you to be honest”
“Thanks handsome you’re not to bad yourself now I’ve got two questions, first one, want to get out of here? Second is would you like me to leave them on for you?”
I nearly spat my mouthful of beer all over the place, quickly responded with a definite yes and drank as quickly as I could |
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By (user no longer on site) OP
over a year ago
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We hurried quickly to a taxi a jumped in the back
Lisas feet were immediately on my lap so I gave them a little squeeze
“Sexy” I muttered loud enough only for Lisa to hear
She barked out her address which turned out to be in a set of flats only a 10/15 minute drive away.
“I’m a bit chilly baby can I come for a cuddle”
“Sure” as I wrapped my arm around her. Lisa’s hand wandered onto my crotch and slowly began to stroke my cock through my jeans. Running her fingers along my shaft and helmet I tried not to moan in pleasure.
“Tease” I whispered softly in her ear.
With that her hand delicately Loosened my belt and slipped down my jeans
“Commando, impressive” Lisa whispered as she began to discreetly began to wank my cock, using my precum as lube.
“Oh we’re here” Lisa shouted and leapt up leaving me with my undone jeans and hard cock to pay the poor taxi driver |
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By (user no longer on site) OP
over a year ago
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She lived on the 5th floor so we dived in the lift, I hadn’t even had the change to fasten my jeans, ping went the lift as Lisa grabbed me by the cock and led me to her door. Inside she kissed me before dropping to her knees and removing my now throbbing cock from my jeans
She slowly licked the tip before taking the whole of my cock in her mouth. I could just about reach her amazing breasts and began to tease her nipples.
She stopped “I’m a tease remember and we have all night!”
This is honestly to good to be true I thought to myself
“Come with me, would you like a drink?”
Sure I did but not as much I wanted Lisa.
“I’m just going to freshen up make yourself at home”
Sipping my beer I noticed Lisa laptop open so I clicked on it and as the screen lit up I noticed the porn site that was still on. Shemale and guys was the category, oh the dirty bitch I thought but found myself intrigued and pressed play. I sat watching, feeling myself become hard again, I’d never realised how sexy TS porn was.
“Oh aren’t you a naughty boy” I heard Lisa say, embarrassed I slammed the laptop shut
“Don’t be embarrassed babe, we all have our quirks, it’s hot”
Lisa stood there in a short, silk night gown black bra and thong and was still wearing those heels
My jaw hit the floor “Wow!”
“Transsexuals turn you on I see?”
“It would appear so” I chuckled in response |
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By (user no longer on site) OP
over a year ago
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Lisa opened up the laptop and pressed resume, taking out my cock she began to wank my cock with her right hand whilst kissing me. I was throbbing hard. With her left had she guided my hand to her leg and guided me up to her pert bubble butt.
“Squeeze that ass”
I didn’t need a second invite. I squeezed and pulled and let me fingers wander over her ass hole.
Biting on my lip she pulled her thong to the side and out popped her lady cock.
“Does this bother you?
I was so turned on I didn’t hesitate “No baby”
“Come with me then” as she led me to the bedroom....
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"Lisa opened up the laptop and pressed resume, taking out my cock she began to wank my cock with her right hand whilst kissing me. I was throbbing hard. With her left had she guided my hand to her leg and guided me up to her pert bubble butt.
“Squeeze that ass”
I didn’t need a second invite. I squeezed and pulled and let me fingers wander over her ass hole.
Biting on my lip she pulled her thong to the side and out popped her lady cock.
“Does this bother you?
I was so turned on I didn’t hesitate “No baby”
“Come with me then” as she led me to the bedroom....
"
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By (user no longer on site) OP
over a year ago
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We entered the bedroom Lisa whipped off my T-shirt
“Your turn” she said, standing up and pushing me on to the bed.
“Suck me baby”
So I nervously held Lisa cock licking the tip tasting her precum.
“Don’t be shy” as her girly cock slid into my mouth.
I’ve always been the one looking down at a lady never on my knees looking up. Different to say the least!
I slipped off her thong as her leg came cake resting on shoulder opening up her tight ass for me to slip a finger in
“Eat my pussy” moaned Lisa, I turned her round and began tonguing, becoming more and more aroused by Lisa’s moans of pleasure
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By (user no longer on site) OP
over a year ago
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“Let me suck you again”
Now I don’t know any man who’d turn that down
“If you insist” I replied with a cheeky grin.
Lisa climbed on the bed on all fours towards me. She took my full length into her throat. I stretched across the bed grabbing her Pratt ass, I gave it a little spank. She let out a little groan, muffled be the mouthful of cock she had
My hands wandered across her tight hole, it was still wet from me eating it, I slipped a finger in. Finger fucking her ass as my cock fucked her throat.
I could feel myself getting close to shooting my hot thick cum deep down into her throat.
“Don’t cum yet handsome” and with that Lisa slapped the tip of my cock. It was a mix of pain and pleasure but I found myself loving that sensation.
“Lie down” “No not on the bed” I gave a puzzled expression
“On the floor, they don’t call these fuck me heels for nothing”
I lay on the floor cock erect like blue steel.
Lisa squatted over me, the tip of my helmet brushing again her moist hole. She easied me in little by little I was ready to explode with the teasing. Then down she went. Taking the full shaft inside her wonderful ass |
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By (user no longer on site) OP
over a year ago
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Watching Lisa titties bouncing on me and her girly cock was simply stunning a grabbed tight hold of her ankles and arched my pelvis hitting new spots, going deeper, as we moaned in delight. The bouncing turned into a deep grind, I wanted to cum so badly...
“I need to cum” I stuttered between gasps of breath
“We cum together baby”
Lisa stepped off me and lay on the bed pulling her legs up summoning to enter her
I slowly eased in the tip, in and out, teasing her, before filling her ass with my full length.
I leant forward, changing the angle again, kissing my beautiful lover
I could her being twitch and breathing began to change
“Cum for me” I begged
Lisa began to stroke and then play with herself
Her moans intensified as she began to cum over her tanned stomach
“May I go now?”
“Yes, on my feet” “I know how much you want too”
And with that I obliged
We kissed passionately and fell onto the bed, naked sweaty cum soaked mess. |
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By (user no longer on site) OP
over a year ago
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Don’t remember passing out but I woke up and it was about 8.30, with this naked beauty draped over me.
I tried to move without waking her
“Morning Handsome”
“Sorry I didn’t want to wake you”
“It’s ok I’ve been waiting for you”
I was intrigued “Really” I asked, “Why?”
And sure enough with a little movement of her body, Lisa went down I could feel her hard nipple on my stomach as she started to suck me, getting hard in her mouth.
My hand was firmly gripping on her cheek she adjusted her leg a little so being the gent I am began to rub her tight hole I’d enjoyed so much only hours previous |
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By (user no longer on site) OP
over a year ago
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Lisa moaned as I rubbed, opening her legs more so slipped a finger inside her
I have never such a wake up call Lisa sucked deeper and harder I could feel myself getting closer before I couldn’t hold on anymore, filling her mouth with my load. Lisa continued sucking lapping up every drop. But she didn’t stop there she continued sucking keeping me hard. My whole body tingling from my orgasm, my cock was so sensitive as her tongue caressed the tip.
“Wow” I exclaimed “you’re an absolute star”
“You’re welcome honey, we can make a day of it if you’re game?” |
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I could do with some more now please carry on 
