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My first time

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By *dlover2020 OP   Man
3 days ago

Seaton Delavel

As a horny 19 year old, I stood waving to my family, watching them drive away, knowing I was about to get up to some sexy mischief.

You see, th previous 12 months my curioisty had been growing. I'd been chatting to a few older guys in chatrooms, watching a lot of porn, and wearing my mothers tights while I wanked. One guy I'd been chatting to, Steve, had shown a real interest, and I was keen to experiment.

Steve lived in the same town, and was in his late 40s. I fired up the dial up internet and headed into MSN in the hope of finding Steve logged in.

'What you wearin' came the first message. He didnt beat around the bush. Steve had a bit of a thing for me dressing up. Tights, dresses, the idea of me dressing drove him wild. 'Hey Steve, black tights and a skirt', i nervously replied.

'Mmmmm, i wish i was there with you' replied Steve. My heart skipped a beat. For once, I was in a position to actually go through with it. Sat there in my mothers black tighta, ugg boots and ankle length skirt, I froze, mind racing. Then my hands took over and typed 'come on over, my parents are away'.

I sat there terrified of the response. Would he say yes? Would he like me? Would i go through with it?

MSN beeped 'whats your address?'. My hands trembling i typed rhe addrress and waited. 'Be there in 20'

Fuck! What have I done! Theres a bloke my fathers age, on his way round to our terraced house!

I frantically tried to make myaelf ready freshening up, spraying purfurme on me.

Then the door rang. I hurried to it, not wanting the neighbours to see a strange man at the door. As i opened it i hid behind it and sheepishly let Steve in.

As the door closed, i stood trembling, and asked Steve if i could take his coat. He was a handsome guy and his aftershave smelt enticing.

I turned from hanging the coat to find Steve close to me. Face to face close. Then he kissed me. Hard, and passionately. It caught be off guard but broke the ice perfectly. No talking just kissing. I relaxed into it allowing our mouths to open. Snogging my first guy.

My arms draped over Steve's shoulder, as his hands moved to my waist. Steve pressing his body against me.

I didnt know what to do, so I suggested we go to the only double bed in the house...my parents. I figured i had two weeks to wash the sheets.

I led Steve by the hand and once we got to the bed room i pulled Steve ontop of me and we continued snogging. Only this time Steve was getting more handsy. He fondled my legs for ages, stroking up and down my nylon clad legs.

After a while i rolled Steve onto his back, before i straddled him. Dressed in my mothers skirt and tights i started grinding ontop of him. Feeling him grow. Leaning down to kiss him hard.

My hand pawed at his hair masculine chest, encourahing him to remove his t shirt. I kissed his sexy chest and started slowely lowering myself down his body. Id fantacised so much about cock, chatted to guys online and gaynetwork, now I was about to touch my first.

I unclasped the buckle of Steve's jeans, unzipped them, and slid them clean off, leaving him lay there in tight black boxers. His 6 inch cock stretching the material. I knelt on the floor spreading Steves legs, and pulled his boxers down, watching his cock bounce around. I gently held it, feeling the veins in my hands, my other hand cupping his silvery pubed balls.

My hand instinctively started to move up and down, Steve's twitches a sign for me to loosen my grip. I move closer and take a breath. Leaning my head down i start running my tongue around Steve's helmet. Doing my best to remember what they did in the pornos.

Steve encouraged me 'take more in your mouth, just like that, thats it' his guidance such a turn on as I attempted to elicit more positive feedback.

The excitement growing Steve invited me to get on all fours. I eagerly get on the bed, as close to the edge as i could, sensing Steve moving behind me. He lifted the skirt, pulled down the tights and began gently fingering me. At first it hurt, so i buried my face in the pillow, Steve lubed his fingers up a second time and then i felt it for the first time, the feeling of being filled with something. 2 fingers became 3 as I found myself pushing back onto Steve's hand as I started to enjoy the sensation.

With his other hand Steve was lubing up his cock, and as I felt his fingers slide out, I felt his thick cock at my hole. His hands on my hips, he began pushing. I yelped in pain. His fingers were much thinner than his thick cock. It was too much.

Steve was great, he reassured me we could try again another time. I turned and kissed him, then got on my knees and got back to work sucking on his sexy cock. When he was close, he steadied my head and slapped his cock against my tongue, till he squirted his hot salty cum at the back of my throat. I was taken aback by the taste, but swallowed his load, and slowly sucked his cock clean.

We shared a lovely kiss goodnight

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By *illmecreviceMan
3 days ago

Reading

Loved it

Hope you write more

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By *ita99TV/TS
3 days ago

bognor

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By *se me hard 25Man
3 days ago

near you

Im so hard reading this. Need more

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By *ashtoolMan
3 days ago

belfast

Great hope more to cum

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By *ikeC2012Man
3 days ago

Peterborough

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By *eadar123Man
3 days ago

dublin

More please

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By *ich65Man
2 days ago

Chorley

🔥🔥🔥🔥😈

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By *harlotte39cdTV/TS
2 days ago

rochester

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By *al6OMan
2 days ago

hornchurch

Very sexy meet

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By *ardsoloMan
2 days ago

Harlow

Nice

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By *ac6969Man
2 days ago

Bradford

Hope you met again

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By *ameulTV/TS
2 days ago

norwich - ish

Really nice

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By *ature boyMan
2 days ago

Erdington

Mmm lovely. Did he eventally take you?

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By *ountyGuy18Man
2 days ago

Leicester Groby Road

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By *aturelover89Man
2 days ago

leeds

Hot especially in the mom tights and skirt ..in her bed

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By *ld joe69Man
2 days ago

Farnborough

I hope there is more to come in this horny story

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By *dlover2020 OP   Man
2 days ago

Seaton Delavel

I'll admit, I played with myself a lot after Steve left. Replaying every second of the horny fun. Lay on my parents bed. My mothers tights and skirt still on. I remember cumming so hard with my cock still in the tights. It was a mess, and I was thankful I had a few more days to do the laundry.

I didnt get the chance to meet Steve again while my parents were away. Steve was married and we had to be extra careful. But the chance did arise a few weeks later. Steve and I had exchanged numbers by that stage, and we'd been having horny text conversations. He would tell me he was sitting watching tv with his wife, texting me on the side. Id be sitting with my parents and siblings, texting older man.

He'd describe in detail what he wanted to do to me, and I would sit trying to hide my erection.

It was early evening when my phone buzzed. 'Wife is away, wanna come on over'. My mind went into overdrive. How was I gonna sneak out, how was I going to get something to wear. As the rest of the family watched TV, I was hatching a plan.

The laudry basket was outside the bathroom, and I knew there was tights, knickers and a dress in the bottom. My plan was to tell them Im going for some beers with friends, nip for a shower, and quietly and quickly grab the clothes and put them into a backpack.

My family were engrossed in the TV, which made my plan easy to execute. I showered fully, sneakily grabbed the clothes and stuffed the bag. The bag went by the front door, as I popped my head in the living room door to say bye.

As I stepped outside i felt alive. Knowing I was on my way to meet a sexy guy. Bag over my shoulder I walked the 15 mins to Steves's house, and knocked on the door.

Steve invited me into his house, a large open plan house with pictures of him wife his wife, all over the walls and mantelpiece.

Steve was eager to see me dressed, so showed me to the downstairs toilet. I hurrried changed out of my male clothes, and began slipping on my mothers clothes. The dress I hadnt worn before, but I had seen my mother wear it, and took a mental note of when it went onto the laundry basket, knowing i would try it on.

I smoothed it down and was amazed how it made my body look, the material clinging to my body. I stepped out of the bathroom to find Steve sitting on the sofa drinking a beer. I walked over to him, attempting to walk as sexy as I could.

Sitting next to him on the sofa I crossed my slender legs, allowing the dress to ride up a big. This sexy man, twice my age ogling my legs. I turned towards him and leaned in for a soft sensual kiss. Our mouths moving together slowly. I felt his hand move to my thigh, his strong masculine hand grasping my thigh, stroking up and down. He loved my legs in tights, and I loved the reaction

I uncrossed my legs allowing Steve's hands to explore my legs more. His hand moving up and down my inner thigh as he moved to kissing and sucking on my neck. I felt so sexy as he moaned and kissed every inch of my neck.

My cock was rock hard, stretching the tights and making the dress stick up. Steve was telling me how sexy i was, his hand moving up towards my cock. I so wanted him to wank me off, but instead he started rubbing it through my tights. Softly massaging it through the nylon material, the precum oozing through and making him rub faster.

He stopped kissing my neck and started snogging me hard, really hard. His hand working overtime as I moaned into him. 'Oh Steve', 'that feels so good', i said in my softest sexiest voice. 'Im getting close' my voice trembled. That seemed to drive Steve wild, his hand was stroking the tip of my cock so fast, I couldnt take it anymore, an uncontrollable orgasm. I leaned into him and let out an 'oh fuck Steve'.

He stopped stroking as my cock oozed cum, the hot sticky cum pushing through the material. Steve kissed me once and then said 'lets go upstairs'. I was still dribbling the last bits of cum as he led me up the stairs to his marital bed.

The bedroom had a high double bed, with fitted wardrobes, and full length mirrors. Steve pulled me close, and kissed me hard. My head spinning, part of me wanted to run, the other part of me wanted to submit.

Before i could make a decision, Steve pushed me onto my back on the bed. He'd laid out a towel, so i knew he had planned where to fuck me. My feet on the floor, my arse resting on the edge of the bed. Steve stood before me and opened his jeans, letting them fall to the floor.

He spread my legs slightly, moved forward, and lifted them, so they went over his shoulders. He reached for the lube he'd left out next to the towel, and lubed up my rim. As he started putting a condom on, i asked for lube and began fingering my arse. Stretching it for him. He stood there, my nylon clad legs over his shoulders, stroking his cock. I smiled at him an lifted my arse slightly, inviting him closer

With one hand on his cock, and another on my legs, he very slowly started to enter me. Pausing a few times to let me relax. It hurt less this time, and soon his whole cock was deep inside me. He stood still, holding my legs, and then he pulled slightly out, and pushed it all the way in. My whole body trembled with excitement, as I felt his cock fill me. 'Oh yes Steve' i moaned as he started sliding gently in and out, making the thrusts longer and longer.

The pain dissapeared completely and all i felt was pleasure. This thick cock gliding in and out of me. Steve looking down at me, his sexy cross dressing lover. His hands grasped my legs as I spead them wide. Steve paused briefly and leant down to give me a heavenly snog. Slowly fucking me as our tongues slid into each others mouths. My legs instinctively wrapping around him.

My limp cock still sticky from cumming, started to stir as Steve began kissing and biting my neck, sucking on it, trying his best to give me a hicky. Moaning into his ear as his thrusts got harder. His balls slapping against me, my cock growing harder and harder.

Steve stood upright, allowing me to grab hold of my now rock hard cock.my legs returned to his shoulders, as he pressed himself closer, holding my thighs with his strong grip. His thrusts becane faster, and harder, competing with my moans. The louder i was, the harder he fucked me.

Steve started to get vocal, small at first 'oh yes baby, does that feel good', 'you like that?'. Then moving to more 'yes you sexy slut, take it, take it all', 'oh fuck yes, that feels good'.

His back was arching with every thrust, and it was clear he was getting close. I bit my lip, wanking my own cock faster. 'Oh Steve, keep going, fuck me'. He pumped frantically, his face straining and going red, his hands on my legs pulling me close. My whole body bouncing around as he thrust back and forth.

His grip tightened, and his moans changed to a gutterly 'fuuuck' as he grabbed me tight and I felt his thick cock twitch and strain onside of me. I wanked harder and went light headed, as I filled the tights with even more hot cum.

Steve gave 3 or 4 really slow long strokes, then leant down and gave me a lovely sensual kiss.

We got dressed and shared a lovely kiss goodnight. I walked home buzzing from what had happened. I stashed the tights and dress in my room, and sneakily did the laundry the next day while my parents were at work.

That was the last I saw from Steve. I still get horny thinking about it, and Ive wanked many times over it

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By *avidIanMan
2 days ago

Bolton

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By *ini1440Man
2 days ago

STOKE-ON-TRENT

Oh yes loving this so much

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By *ez77Man
2 days ago

Sunderland

Woow x

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By *ich65Man
1 day ago

Chorley

🔥🔥🔥🔥😈

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