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The Business Trip

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By *araLovesCum OP   TV/TS
7 days ago

Gravesend

This is based on true events

I was preparing for a business trip to Chicago which had come for work, making sure all the key bits were packed for this trip. The day to depart came, i set off to the airport via train, which was my chosen choice of transport. Nothing seemed at all different, everything was running smoothly as it could be. I arrived at Paddington to get my Heathrow Express train to Terminal 2 as i boarded and sat in business class area, a well dressed gentleman and a lady who was with him boarded as well (I presume her to be his wife). A polite smile was exchanged as they sat down. She was dressed in a nice black dress, very business like as was he in a nice black suit. I didn't think much more to it, the gentleman did glance back a few times as if looking around. We arrived at the stop for Terminal 2 and we all departed the train and begun the walk to the departures area. At first i was behind them both enjoying the view from behind of the lady, the dress rather hugged her figure. They stopped as i passed to tie a shoe lace and that was the last i saw of them until a passing view in the departure lounges.

The time came to go to my gate, so i had fed myself and wandered over to my gate which for me had to a long way away. However it was a nice walk and allowed me to admire the sights of Heathrow. As i was walking i noticed the guy and the lady again, he was waving her off at her gate. Seems she was off to Beijing. I kept walking following the guy as he headed the same way as myself toward a far flung gate. I had caught up a bit with the guy and was now just behind him and could see our gate. To my surprise he proceeded to sit in the same area, i walked in and happened to sit opposite him pretty much. He looked up exchanged another smile. It would seem we were on the same flight. I could see more of what this man was like. He was tall 6.1 i would say, well built looked to be fairly toned and in his 40s i would say at a guess from what i saw. The way he sat also pulled a bit on his trousers and what could be seen was potentially a nice big bulge, after seeing that i couldn't take my eyes of it.

The time came and my boarding number was called ahead of the gentleman. I proceeded to board and take my seat. As i sat their the gentleman walked into sight. He passed with another smile as he headed into the economy section. I was at a lovely height for his crutch which still looked rather big. I settled down and we took off to Chicago. The 9 hours passed and we had landed at O'Hare airport. I left the plane and begun my journey through passport control. I managed to breeze through which was nice and then found myself at the baggage claim waiting for my bag. I stood there for a good 5 minutes before the first bags came through. As i was waiting i felt a slight tap on my shoulder, i turned and their was the gentleman i had kept seeing. "Afternoon... i was hoping to find you here still. It is nice to meet you I am Tom". He spoke in a nice voice, very easy on the ear. "Afternoon, nice to meet you Tom. I must admit we do keeping bumping into each other". He smiled and laughed. "Are you staying in Chicago for long? or is it a stop over?", "Here for 10 days for business, staying at The Allegro Royal Sonesta in the Loop". Tim looked at me and smiled "Wonderful, so happens so am I". "Wow what a small world. You like to share a cab?". Tom smiled, yes that would be great.

We left the baggage claim and headed outside, where i ordered an Uber for us both. A pleasant 1 hour ride to the hotel in the afternoon Chicago traffic, allowed us to pass the time and get to know each other. He told me the lady was his work colleague and we discussed our lines of work. He worked in the Legal world for a big US firm. As we got out the Uber he asked if i wanted to join him for drinks and some food after we had checked in a freshened up. I was happy to oblige, i was keen to see where this took us, in the cab he did adjust himself a few times and it looked rather tight down there. We both checked in and found we were only a few rooms apart on the same floor. I went to my room and decided to unpack some bits and get myself sorted. It was about 1800 and i we had decided to meet at 1900 in the bar. I managed to unpack and then get in the shower and have a good wash, i decided to make sure i was ready as i could be for any situation. I was intrigued to see what Tom was packing. I had luckily packed a few things in my suitcase so decided it was time to slip into a nice thong (male one) and then dressed.

The time came and i headed down to the bar and there waiting was Tom for me. He smiled and waved, i smiled and headed over. "Evening Tom, how's the room?". "Great, can't complain. All that you need in a room." I nodded and agreed. "Let me get you a drink, while we look at the food", "Thank you Tom, i don't drink so a Lemonade would be great". Tom looked shocked, "wow, you don't drink? Fair play my friend." My drink came and we looked at the menu together. We decided to order a burger and fries and then went to sit at a sofa next to each other. As we chatted Tom begun to move his hand closer to my leg, i noticed and wanted to see what he would do, i gradually opened my legs a bit to get closer. I gave a little smile to him as we spoke, it didn't take long for him to grab my leg and squeeze it. He looked over as he did it to me "It's ok Tom, i don't mind at all. In fact i was hoping you may." Tom smiled, "Well that's a relief, i spotted you on the train and liked what i saw, then the view when you walked to the departure desks got me excited." I put my hand on his leg "Well let's hope we can find sometime this next 10 days to enjoy each other." Tom nodded a big smile. "you are also welcome back to my room after if you want", Tom looked at me "that would be great. Yes please". We carried on speaking while we finished our dinner.

If people would like more let me know.

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By *otwillyMan
7 days ago

Scunthorpe

Good start, please continue

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By *ld joe69Man
7 days ago

Farnborough

Too right we want more 👍👍

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By *erry55Man
7 days ago

Portlaoise

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By *araLovesCum OP   TV/TS
7 days ago

Gravesend

Part 2

We got up and Tom said "Can i take you up on your offer?", i smiled "of course you can. Lets go". We headed to the lift and waited for one to take us up. The life arrived and we pressed the floor to go up to. As the door shut i felt Tom's hand move and grab my bum cheek. He gave it a good squeeze which made me smile and let out a little mmmmmm. "Hope you don't mind here", with a smile "Not at all. I rather like it." We arrived at our floor and stepped out and headed to the corridor towards my room. I was only a few doors down from Tom which made this all very convenient for us. We got to the door and stepped into my room as the door closed behind me. "Wow you got a bigger room than me. A sofa and table as well", i laughed, "i guess i am lucky, to be honest same type of room as i had last time. Most people stay here, presume we have a good rate wit them." Tom nodded and agreed. He took a seat on the sofa and removed his light jumper. "Come and join me" he said as he now removed his shoes. I followed removing my shoes and jumper to be more comfortable. There was an ease around Tom and I as we seemed to feel relaxed in each others company. I went a sat next to Tom.

I took my seat and Tom's hand was on my leg rubbing it up and down. I had to reciprocate, and i put mine on his leg and rubbed up towards his groin, he let out a little moan. Where he sat his trousers were now tight looking, which allowed me to see what was a large bulge forming, in turn the thought of seeing him naked aroused my own cock. Tom clearly saw this as his hand went to that area. I decided it was time i lent over to Tom and we began to kiss as he pulled me in closer to him. As we kissed i pulled his polo shirt up and stopped so he could remove it. He revealed his chest to me, he had a nice body what i would call a normal type, not ripped not fat either. He wasn't a hairy man either but he did have some on his chest. He then proceeded to remove my top before we began to kiss again, this time our hands and lips could explore our top halves.

After a period not sure how long it was Tom stood up and undid his belt. I pulled him in front of me and then undid his trousers and slowly pulled them down. I could see him clearly now, the bulge in his boxers was huge. He stepped out his trousers and i slowly pulled his boxers down, revealing a nice shaven cock. He was almost hard, stood at at least 9 inches and was good girth as well. I grabbed his shaft and stroked it a few times, Tom was now solid and moaning. "That's it". I looked up at Tom smiled and opened my mouth and began to take his cock in my mouth, it was big but felt so nice as i sucked Tom. I could tell he liked the attention, he was giving me an array of wonderful sounds as i sucked him. While i was sucking i managed to undo my trousers and pull them down with my pants revealing my cock which was now also hard. Tom pulled away moved the table and got on his knees and took me in his mouth and began to return the favour. It felt good, he was no stranger to sucking a cock, he worked mine wonderfully, i returned the noises much like Tom. "Wow your cock is nice. I didn't expect yours to be as big". I smiled, "Thank you Tom, yours well is massive a pleasant surprise to say the least", Tom smiled at me. "I need to ask whether your a Top, bottom or both?". I looked Tom in the eyes, "Totally bottom, you can have my hole all night Tom as much as you like." He smiled, "Good, i prefer to top". Tom took my hand and stood me up and we kissed, i could feel his huge cock against mine, i put my hand on them both and began to stroke them together as we embraced. Feeling his against mine was such a nice feeling, then knowing i would be attempting to take him shortly. I led Tom to the bed and laid him on the edge so i could begin to suck him again, but also i wanted to eat his arse as well. I started to suck, while working his balls with my hands before running my tongue down his long thick shaft, before i reached his balls. Tom was enjoying himself and had already put his legs on my shoulders, i pushed him up so his arse was in the air and began to tongue his hole. "Wow, that's so good, stick your tongue in my hole. I love a guy who rims." I needed no second invite, i kept licking his hole as he stroked his shaft while i tasted him. I was down there for a while, when he moved and stopped me, pushing his cock down my throat to suck. "Yes that feels so good. Now do you have any lube?". I stopped, "yes i do, i brought some incase i got lucky here". I walked the bathroom and got it out my wash bag where i put it for the flight, walked back in and placed it on the side table. Tom was laying on the bed stroking his cock. "Well seeing you walk to the bathroom has got me really going now", i smiled "good". I winked at Tom, got on the bed and began to suck him again, Tom reached out and began to play with my bum. I could feel his fingers working my hole a bit as he grabbed and spanked me as well. It was getting to the time, i had to feel Tom in me.

Ill add some more when i get time. As a few people wanted more seems worth the time.

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By *axludlowMan
7 days ago

ludlow

Wow fab.

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By *rizzlerMan
7 days ago

North Lincs

Great start.....more please

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By *ich65Man
6 days ago

Chorley

🔥🔥🔥🔥😈

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By *emaj99Man
6 days ago

NEAR YOU

Carry on good story

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By *ohan2889Man
6 days ago

Helensburgh

Looking forward to the next episode

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By *ow22Man
6 days ago

Pwllheli

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By *acks1964Man
6 days ago

Central Scotland

Great story, hope I don't have to wait long for the next instalment

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By *unwithuMan
6 days ago

Manchester

Love it. Looking forward to the next chapter

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By *otwillyMan
6 days ago

Scunthorpe

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By *eadar123Man
6 days ago

dublin

More please

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By *ornet99Man
6 days ago

stockport

Love the story so far

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By *raig 51Couple (MM)
6 days ago

Leyburn

🔥🔥🔥👍

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By *erbysuckMan
6 days ago

derbyshire

More please

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By *TerriTV/TS
6 days ago

dresstown

Yes please continue

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By *ld joe69Man
6 days ago

Farnborough

Loving this story and looking forward to the next part 😍

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By *ickeymeatMan
6 days ago

sandown

OMG certainly got me aroused! I want to hear what happens next !

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By *araLovesCum OP   TV/TS
5 days ago

Gravesend

Part 3

I sucked Tom for a little longer as he fingered my hole. I then stopped, "Tom pass me the lube", he smiled "of course here it is". I squeezed some out onto my hand began to rub into my bum and hole as i slide some fingers in, i could feel the ease these went in, this was nothing to what was about to come. I then applied some to Tom's Cock ready. "How do you want to start? i don't want to hurt you". Such a gent a thought. "I'll sit on it so i can control it for now", "yes perfect, i promise i won't do anything until you say". A refreshing change for a guy to be so pleasant about it. I straddled his groin and began to lower myself down onto his cock, i could feel the tip enter me, it felt good then bit by bit i could feel the girth begin to stretch me open. I slowly took it bit by bit. It was as expected a little painful initially until i was use to it. Before long i was sitting on all of him almost, and began to ride him up and down, i could feel Tom hitting my areas. "Its ok now Tom, you can take over as well, your in". He smiled pulled me down kissed me and began to slowly pump his large cock in and out of my hole. It felt so good, he began to pick up the pace, it wasn't long before i lost control and began to moan loudly and rather happily as he pounded me hard. After what seemed a while he stopped "I want you to get off and go and turn around". He was all masterful, i obliged, i got up and on all fours on the bed as Tom approached me and slid into me. I could feel him deep, he began to really go, i could feel all of him deep in me, it wasn't long before i let out "your going to make me cum, don't stop", i love it when a guy makes me cum with no touching. He kept going as he made me cum, i unloaded a huge load all over the bed, which luckily had a blanket thing over it. He didn't stop, nor did i want him too. I could hear his breathe getting louder as he was getting close. "I am going to cum", "Yes Tom, fill me up". With a few more strokes i could feel Tom unload deep inside me, his cock throbbing for ages. He eventually withdrew, as his hot load ran down my arse and legs onto the bed. We laid there and kissed briefly, before having to catch some breathe.

A few minutes passed of silence. "Tom that was amazing, thank you. I needed that so badly. Hopefully we can have a few more sessions like this", "I hope so too, that was great". We kissed again, "Stay the night if you like, shower here, then go to your room in the morning." Tom smiled "I would love that actually, sounds like a good idea." That had decided it, Tom was going to stay. He lay there and his cock was still massive, i grabbed it and decided to clean him up a bit, he tasted like Cum and my arse, he was rather pleased to see me sucking him again. We lay and spoke for a while before he suggested we go and take a shower, it has been an hour or so since we finished and his load was still coming out of me. We got up and walked into the bathroom and Tom put the shower on to warm up, he stood there with his cock hanging down, still looking rather large while now soft. Tom grabbed my arm pulled me to him and began to kiss me again, i could feel his cock rubbing against me. I moved my hand to hold it. Tom clearly enjoyed this as i could feel the blood starting to flow to him. We stepped in the shower and with the water running all over us, we carried on kissing, Tom was getting harder in my hands as i began to stroke his cock slowly. "mmm that feels so good, don't stop", "I won't Tom". I wanted to see where this would go, i was ready for round two with him. I could feel his hands grab my bum cheeks and squeeze them along with a nice slap. Tom began to kiss my neck and around my chest, this aroused me and i could feel Tom's hand now slowly stroking my cock as he kissed me chest. I could also see his cock hard, which was enough to really make me aroused. Tom looked up at me smiled and began to suck my cock. The shower was beating down on us, but it didn't stop Tom taking all of my cock in his mouth, he could suck. It felt amazing, seeing Tom sucking my cock while stroking his, which looked huge in his hand. Tom was really working my cock which felt amazing, but i wanted his cock in my mouth. I pulled my cock out and told Tom to stand, i then knelt with his big shaft in my face and began to suck his cock, Tom immediately began to moan as i took more and more of his shaft in my mouth. I was loving every inch of his cock in my mouth, filling every bit of space, it wasn't long though before Tom stood me up and turned me around, he gently bent me over, i could feel his cock at the entrance to my bum, it felt good. There would be no need for lube, i was still full from earlier. I gently pushed back as his cock eased into me, this time much easier. Tom took over and gradually pushed himself into me, i could feel the massive cock filling my hole, it wasn't long until he had got it all in and began to pick up a good pace. Tom was really going for it in the shower, i was moaning loudly, the whole floor must have heard, certainly the rooms around us. I could feel his shaft every stroke and inch in me, it was hitting the spot. It wasn't long before i was getting close, "keep going Tom, i am so close, make me cum with your cock", Tom was on a mission it wasn't much longer before i was cumming in the shower, "Yes Tom, keep going, give me yours now". Tom kept going, i could feel him get harder as he pumped his load deep in me. Tom let out a massive groan as he unloaded his load deep. I could hear his breathe as he slid out. I turned to Tom and kissed him. "Thank you Tom, i enjoyed that. Let shower and get in bed". Tom smiled, we washed and got ourselves in bed to chat and enjoy each others company.

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By *otwillyMan
5 days ago

Scunthorpe

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By *ullet balls 07Man
5 days ago

near you

Horny

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By *itom87Man
5 days ago

Wigan

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By *ature boyMan
5 days ago

Erdington

Awesome I could do with some of that

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By *ts time to returnMan
5 days ago

Burnley

Amazing 👏

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By *uster692024Man
5 days ago

nr Ludlow

So sensual ,hot and steamy

Thank you

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By *uprise meMan
5 days ago

drayton

Great story

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By *raig 51Couple (MM)
4 days ago

Leyburn

🔥🔥👍

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By *ifer57Man
4 days ago

Dunfermline

Fantastic

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By *esley 60TV/TS
4 days ago

PERTH

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By *icky13Man
4 days ago

Didcot

WOW brilliant

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By *acks1964Man
4 days ago

Central Scotland

So horny !!

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By *iStretfordMan
4 days ago

manchester

Such a sexy story

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By *evansmileMan
4 days ago

Macclesfield

Superb! A wonderfully sexy and erotic story, nicely paced and beautifully written. Lucky you that this is based on real events! Jealous lol x

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By *unwithuMan
4 days ago

Manchester

Can’t beat a good fuck in the shower

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By *esliebTV/TS
4 days ago

Scunthorpe

Great story

Tom may be a brief, but he was not so "Brief"

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By *araLovesCum OP   TV/TS
4 days ago

Gravesend

There is more which I will post when I get time to write it up for you all. Seems like Tom and I’s events appeal.

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By *OTfunMan
4 days ago

Newport

Amazing story, the perfect business trip

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By *ig.hero.guyMan
4 days ago

Derry

Hard to beat hotel fun ... this is a fab story!

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By *araLovesCum OP   TV/TS
4 days ago

Gravesend

Part 4

The evening pasted by and we went to sleep after a rather busy day and long flight. The morning came and laying there with Tom spooning me, i could feel his cock between my cheeks which felt rather plump and rather nice on me. As i lay there i felt Tom move and kiss my back and wish me a good morning. "Morning, what time is it?", "Morning Tom, it is 9am, we have had a good sleep", "Wow we have had a long one, i usually do after a flight". As Tom said this i could feel him getting a little excited below. "What do you fancy this morning then Tom?", i turned my head and could see Tom's smile, "Well you i hope, i need to then get ready as i am meeting some work colleagues at 11". I smiled, "you can have me Tom". I then reached and took his cock in my hand and began to stroke it, it soon was rock hard for me, i pulled the covers back and maneuvered myself into position to suck it. I took his cock in my mouth again, each time was no different but just as good if not better, Tom moaned as he played with my bum hole and cock at the same time, i could feel myself getting hard as he did this. A little time had passed of me sucking Tom before he pulled my legs over his face to rim my hole, which i am sure still tasted of his cum from the night before. He didn't hold back as he plunged his tongue deep in my hole, i let out some moans as i had his cock in my mouth. This went on for a good 5-10 minutes which we both enjoyed by the noises we made. I had though decided it was time to take Tom again, i took his cock out my mouth and got up reaching for the lube, i applied a bit to both his cock and my bum, i then gently eased myself onto his thick long shaft, my hole was very much use to it now and it slipped in with much more ease as i slid down his very erect cock. Tom lay there and smiled and pulled me down to kiss me deep as he gentle began thrusting his cock deep into my hole. I was in heaven, i could feel him really hitting the spot with each stroke, each stroke got a bit more intense, each stroke i was now moaning louder and louder. Tom was now really giving me a good fucking and i was loving every inch. We spent the next 15 minutes me riding Tom, both taking in turns to control the situation, it was euphoric and it wasn't long until Tom's strokes pushed me over the edge as i unloaded across his stomach. This spurred Tom on, as picked up his thrusts, i could feel him tense and he let out an almighty groan as he unloaded himself into my hole again and held his cock pushed deep into me. Tom finally let himself go and i rolled off him with his cock sliding out, i lay there with Tom's cum once again leaking out, it felt good. "Well Tom, that was a morning to remember, i rather enjoyed my wake up", i leant in and kissed Tom. "Me too, it was just what i needed. I should go and get ready its almost 10. I meant to ask last night anything else you are into?", "What do you mean, sexually or in general Tom? Why do you ask?". Tom smiled, "Well i saw your draw had some lingerie in it and was curious". I looked at Tom smiled "ahhh yes, well i do like to dress as well sometimes, is that ok?". Tom smile got bigger, "Yes it is ok, in fact its perfect. Let me know your sizes, i think i may have to get you something to wear for later". "Wow really sounds good to me Tom." This was a surprise, he must have seen when i got the lube or something out the night before. With that i gave Tom my sizes and he kissed and walked out to go to his room and begin his day. I then went to take a shower and get ready for my day which was already well planned for myself to take in the sites of the city. I was however excited for the evening ahead. Tom had text to say he would be round at about 9 pm and wanted to spend the night again, it was after all only Saturday. He mentioned to put on my lingerie and heels i had with me, he would bring the rest. I was excited to see how our weekend would pan out from here together.

My day went by and i enjoyed the sights of Chicago, also managed to bump into a work colleague who i had lunch with, however in the back of my mind was the evening to come with Tom. It was 6pm and i decided to get a quick bite to eat on my walk to the hotel, sadly only McDonalds was around the Loop and open at this time, so a quick burger and chips and i headed back to my room. I got back to my room and stripped of for a shower and to make myself ready for Tom. I stepped out the shower and saw the time was still only 7.30 pm so i had time. I opened my draw and i had a nice Red thong all in one with some lovely lace effects. I had luckily also packed my breast plate which was still in my case, so i got this out and put it on with my all in one and red stockings i had with me as well finished off with some red heels. I was now ready when Tom came. I then got a text from Tom saying there is box outside my door for me, i was intrigued so i got up and went to the door to collect a box which was there for me. I took the box inside and opened it. Inside was a note from Tom, 'I thought you may like these to wear and make yourself look good for me. xxx'. In the box was a nice red dress which i slipped on straight away, this came to my knees and followed the shape of my body nicely. I was shocked how well he choose. It also had a wig which was brown long hair, again how did he know, also was a comb and some hair clips for me. I took the wig out and got it ready to wear. A quick comb once on and i was ready. In the box was another box which had a note, 'leave this for later with me'. I was now very much intrigued by this box, however i would stick to its instructions to not open. I was being a good girl. I sat down on my sofa and waited for Tom, at around 8.30pm i got a text from Tom, 'just on my way, be 5 minutes, just getting ready'. I was now excited Tom was on his way and would see me all dressed up for him.

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By *ature boyMan
4 days ago

Erdington

Mmm hot

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By *itom87Man
4 days ago

Wigan

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By *uprise meMan
4 days ago

drayton

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By *ld joe69Man
4 days ago

Farnborough

Just gets better each chapter

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By *evansmileMan
4 days ago

Macclesfield

Love the way this is going xx

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By *hloxbeautMan
4 days ago

edinburgh

This is fantastic!

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By *nc123Man
3 days ago

Norwich

Great story so well written love it x

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By *agerforbothMan
3 days ago

perth

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By *ich65Man
3 days ago

Chorley

🔥🔥🔥🔥😈

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By *eadar123Man
3 days ago

dublin

So hot 🔥

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By *untime07Man
3 days ago

Suffolk Coastal

Nice

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By *otwillyMan
3 days ago

Scunthorpe

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By *obin73Man
3 days ago

westerham

Brilliant want this too

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By *olvo hotelMan
3 days ago

armagh

[Removed by poster at 25/11/25 16:05:56]

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By *olvo hotelMan
3 days ago

armagh

Such a lucky gurl,

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By *T68Man
3 days ago

Rotherham

I’d love to be all dressed up waiting for tom

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By *olvo hotelMan
3 days ago

armagh


"I’d love to be all dressed up waiting for tom"

Wouldn't we all

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By *kyluke69Man
3 hours ago

Gravesend

Loving this story

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