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Next meeting with older man from the train

Next meeting with older man from the train

Follow up to the previous story of meeting the older man on the train.

The next few days I could not take my mind of the delightful encounter, I got hard every time I thought about it. It was Saturday morning and I decided to give Tom a call. When I called his wife answered, I almost hung up, but then asked if I could speak to Tom, she asked who was calling and I said Chris, ah yes Chris OK she said, hold on I will get him. I thought it was strange, as if she knew who I was. Tom came on and said “hello Chris I was hoping you would phone”. I said I was free all day and would you still fancy that meet you mentioned. Tom said “yes of course, can do this afternoon just come round” then he gave me the address. I also asked if his wife would be out and did she know anything. Tom replied “actually she knows what I get up too, it turns her on when I tell her, and I told her about us. She wanted me to fuck her as I told her, it drove her wild, as did the scent of your cum on my hankie, but she will be out as she has a session with her lezzie friends on Saturdays.”. Wow I said, that's quite a turn on, you are a lucky man.

I went round to his place at 2pm, I could hardly wait. I rang the doorbell and Tom answered, smiling as he asked me in. He had a nicely ironed shirt on and light coloured trousers, I could actually see the outline of his big cock under them. We went into the lounge, on the table was a photo of him and his wife. She looked attractive, mature, greyish hair nicely permed. She was wearing a very smooth looking blouse, her tits looked quite big and the outline of big nipples showing through the blouse. Tom said, I see you like how Anne looks, yes I replied she looks a very sexy lady. Tom said, she knows you are here and what we will get up to. It made her wet, so she will have a really good time with her two lady friends. She was almost going to join us, but was not sure how you would react, but asked me to ask you if you may be up for that sometime. Wow yes certainly I would if you are OK with it Tom. OK he said, I will tell her. Lets go up to the bedroom.

We got into the bedroom, immediately Tom put his arm around me, moved close and said, “do you like to kiss”. I said OK and we kissed, his tongue immediately entering my mouth as we kissed passionately. I got hard right then and I could feel his cock harden under his trousers. We removed our clothes and for the first time I saw his massive cock fully, at least 8 inches, maybe more. It was hard and dripping precum. I also noticed he had really big balls, he would put many a young guy to shame, for an older guy he was amazing.
Tom said, actually I would like to fuck you if you are up for that. I was not expecting to go that far, but I wanted to feel him inside me, so I said yes. Then I asked him, “can I suck you first before we fuck”. Tom said, be my guest. I knelt down in front of him and held his massive meat shaft, then slid my mouth over the top of his glans tasting his plentiful precum. It tasted so good, his cock just kept oozing precum for me as I worked my tongue around his glans. He held my head as I sucked, slowly moving his hips to slide his cock in my mouth, moaning with pleasure. Then he stopped and withdrew, telling me I was going to make him cum if we were not careful, so we stopped.

We sat on the bed and Tom asked me if I was up for something kinky. I said it depends on what it is you have in mind, but I do like a bit of kinky play. Tom said, would you like to wear some of Anne's stuff and dress up a bit? She has some nice lingerie, and satin slips and blouses. My cock hardened more and twitched slightly, Tom noticed and said, mmmm I see the thought turns you on. I agreed.
Tom said, Anne knows how much this turns me on, being with a guy who is into cross-dressing and is dressed for me, so she has laid some of her stuff out for you to wear. On the chair next to the bed was a folded satin slip, a pale yellow satin blouse, and underneath a white nylon bra, panties, suspender belt and a pair of black stockings. I took the suspender belt and slipped it over my hips. Then I rolled on the stockings and clipped them on. Her panties next, they felt incredible, smooth full cut panties, my cock pulsed as the smooth nylon slid over it. Then the bra, also nylon with very smooth generous cups, it fitted me quite well. Already I felt quite sissy, and very turned on.
Now for the slip, I picked it up and immediately felt how smooth it was, ultra smooth white shiny satin. It just d****d over my head and it slid on. I adjusted the straps on my shoulders, then smoothed my hand over the slip, it was so smooth, my hard cock twitched again as it tented out the line of the slip. Now for the blouse, again pure satin and so very smooth. My hands ran, smoothed and glided over it when on, I felt so sissy now. I also noticed her clothes were all very nicely laundered and ironed. I said to Tom, we are likely to mess these nice clean clothes up, to which he replied, that's what she expects us to do, Anne would be most disappointed if they are not covered and soaked in spunk.

I was ready, and I could see Tom was more than ready, He pressed his body against me, his hand smoothing all over the satin, gliding and smoothing very sensuously. I could tell he loved the feel of smooth satin. His cock was like a rod of iron, it looked massive, and his precum dribbled out, some smearing over the blouse. He moved his hips making his cock slide on the satin as he held me tight, his motion making my cock also slide in the panties, and in turn making the panties slide and smooth on the slip, the sensation was electric, I though I might erupt there and then. I told Tom I might cum if we kept that up, so he broke off and asked me if I was ready for his cock inside me. I was, but a bit nervous, he was very big. Tom said, it's OK, I will lube you up nicely so you are nice and slippery inside.

Tom reached into the bedside drawer and took out a tube of lube, asked me to lie on the bed and open my legs up. I felt his expert lubed fingers slide into my ass, lubing me up for his cock, I was so turned on it was intense. Then he positioned himself at the edge of the bed, pulling my legs onto his shoulders, pulled the panties to the side, and placed his throbbing big cock at my love hole. I could feel the warmth from his slippery glans as I felt it press on me. Then he pushed, I relaxed as much as I could, then suddenly felt him enter me. He took it slow, only the head at first, but it felt so good. Then slowly he slid more into me, then more, it felt like I was being stretched as far as I could go, but so intensely good. His cock just kept sliding in, feeling like it would never end. I was close to all I could take when I felt his heavy balls warm on my ass cheeks. He had impaled me on his massive cock and I moaned with pleasure, nothing had felt like this before.
I could see the look of lust in his face as he drew back the slowly filled me again. It felt so warm and so utterly dirty and I was loving it. Tom's hands smoothed over my satin covered body, gliding, sliding and smoothing. I felt his cock twitch and throb inside me as he did this and he moaned in pleasure, he was obvious the feel of satin turned him on very much. Then it got even better, Tom started to pump, slowly at first with each thrust filling me until his big balls slapped on my ass cheeks. I thought about his wife and how she experienced him inside her, I was hard and throbbing, the action of his glans sliding and massaging my prostate as it slid over it making me crazy with lust. Then he pumped faster, his balls smacking me, his face was lust ridden and it was like he turned into an a****l. He took my legs from his shoulders and I curled them around him. His hands slid under my shoulders, gripping them tight as he pumped maniacally into me. Tom now moaning and saying “feel me in you, feel me fuck you, take my meat, fuck yessssssss, feel it feel it feel it”. It was sensational. Tom just kept on pumping me, and my cock was throbbing in Anne's panties, each thrust making my cock slide on the smooth nylon. Then he slowed down, his hips now moving slow but extending out as his cock slid out to the glans, then sliding back in slowly. I could here the wet rippling sounds as it slid in and out. Tom kissed me, his tongue sliding into my mouth deeply and wetly. Saliva dripped from my mouth as Tom explored me with his tongue, our tongues swirling and his saliva making my lips and face soaking wet. It felt dirty and primal, but so good, he was old but that made me feel even more horny, and his stamina was unbelievable for a man his age. His body trembled, like a sexual energy was flowing through him.
Tom now asked me to sit astride him on the bed. We moved and I got into position. His cock was standing like a throbbing flagpole, hard as hell and glistening with lube. I just sat down on him, feeling it slide up inside me, my ass cheeks quivering in Anne's panties. I felt so sissy, her satin covering my body with my suspendered hips sliding down. I started to slide up and down his cock, Tom was moaning now and his body trembling with sexual pleasure. I slid all the way up and then fully down slowly, sensually milking him with my slippery ass, the quivering sensation from my ass cheeks transferring to his cock inside me. Then I sped up to the point I was bouncing on Tom, the sounds were incredible, slap slap slop slop slap slop. At this point my cock freed from the panties and smoothed on the slip with the motion of my bouncing. The satin smoothing on my glans – that was it, I erupted sending spurt after spurt into the satin, and at the same time my ass spasming on Toms massive hard cock. I felt Tom grab my satin covered hips, then pump upwards fast and furious. Suddenly he let out a huge moan, pulled my hips down on him hard, his body stiffened and I felt his cock give a big pulse inside me, then another and another. I felt a sensation of warmth inside me, I could actually feel his spunk spurting strongly with each strong pulse of his cock while his body was stiffened and shaking. Then I heard a squirting sound as his spunk gushed from me, it gushed out into the panties and down my inner thighs, and all over Tom's large balls. His hands still gripped my hips, holding himself deep inside me as his final spurts subsided.

We both calmed down and lay on the bed for a few minutes. Tom kissed me again, his tongue halfway down my throat, our bodies slithering in my spunk which covered the satin slip. His spunk was gushing form me soaking the bed sheets, my ass and inner thighs soaked in his gooey mess.
He told me that Anne wanted him to tell her all that happened when she got back, Tom said “she will play with herself as I tell her, fingering her soaking pussy and orgasming over and over, then want me to finish her off. I fuck her while I am telling her all about it”. I said he must have an amazing sex drive to do that after what we just done. Tom said, “I have always had a massive sex drive, even now I am 72 it has never left me, I can cum multiple times per day and still want more.

We rested for a little while, cleaned up and had a drink. Then Tom went into a drawer and took out some photo's. He told me they were Polaroid shots of sex sessions both him and Anne had with other men and women over the years. Anne was a good looking lady, curvy but not fat, with big white milky tits, her nipples were very big with large areole. The pics showed her in various positions getting fucked, also Tom either fucking guys or getting sucked. One showed him being sucked by Anne and a guy, he had spunked all over them, their faces covered in his semen. The next showed the same scene, but Anne kissing the guy and sharing Tom's spunk.

Seeing the photos had got me a horny again, Tom said he was still horny too, it was noticeable as his cock had hardened as much as it had before, it was like a rod of iron again. Tom said, do you fancy sucking me off, I immediately said yes. He also produced a another pair of Anne's panties, smooth cream coloured nylon full panties and asked me to wank him with them to start. So I wrapped the panties around his throbbing cock and slid them up and down. His cock throbbed so much in my hand and under the panties. He told me he loved the feel of her smooth panties and regularly wanked off in them, also that Anne would wank him of using them, it made his cum so intensely. After a while I slid the panties down exposing the head of his cock, then slid it into my mouth while kneeling in front of him as he sat on the seat. He tasted nice, his precum oozing again. It did not take long, I felt his cock stiffen even more and suddenly it pulsed, followed by a warm splash in my mouth, quickly followed by several more spurts. His semen filled my mouth full, I then for the first time in my life swallowed a man's semen, there was so much of it I had to swallow a couple of times to get it all, but quite a lot of it gushed from my mouth and onto the panties. As he withdrew another spurt covered my face. The man was phenomenal. Tom then asked me to kiss him, as we did he licked the cum from my face and kissed me deep, his spunk covered tongue flickering in my mouth making soft rippling sounds.
I was hard and almost bursting, so Tom took the spunk covered panties and started wanking me in them, making his spunk squelch on my cock in the smooth nylon. I just erupted for the second time, spurting jets of cum into her panties. I was so horned up it was a big load, which surprised me as often my second load was never much. It just felt so good, his warm spunk squelching on my cock and the smooth nylon sliding and slipping, the sensation drained me. I knew I wanted more with this man, and with his sexy wife as well.

After we cleaned up again we chatted for a while. Tom told me he had really loved being with me and definitely wanted to meet again, also that next time Anne would join us. He said she loves seeing me with another guy, it turns her on big time, and that she does like to be part of the fun, she will almost certainly want you to fuck her with that nice cock and unload for her. Tom told me that Anne is 70, and as sex crazed as he was, she has been a lover of sex all her life and they have four family, all grown up now and away from home, so we can enjoy some good sex at out leisure. Also, she knows how turned on I get with a man who is dressed, so if OK with you, she will want you to dress you and provide some sexy clothes for you. Being fucked by a man dressed as a woman gets her off big time, she orgasms like crazy for that. She may also want to put make-up and wig on you to fulfil her fantasy, are you OK with that? I said yes that will be OK, it will turn me on too.

So with that we agreed to meet the following week. It excited me very much, I could not wait.
Published by chrissyukcd1960
1 year ago
Comments
34
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onetowatch 1 month ago
Amazing story.  Thanks so much for posting. 
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wearimus
wearimus 2 months ago
Wow!  I love the details as you write. Especially how you felt him cum inside you.  Mmmm. Wish I could join. Can’t wait to read more about you and Tom and maybe his wife 
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snrcurious
snrcurious 6 months ago
So sexy! 😍
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Plonk123
Plonk123 6 months ago
Love your stories. 🥰👍
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Chaz352 8 months ago
to cazzy1 : mmmm...you close to a spurt? watching a poppers vid?
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cazzy1
cazzy1 8 months ago
to Chaz352 : Edging here to high on poppers love chat
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Chaz352 8 months ago
to cazzy1 : mmmm...edging here right now....high af....dripping...pm chatting with the like-minded...pleasure-addicted...masturbators...
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Juicer1875
Juicer1875 9 months ago
Chrisst thank you for sharing your experience. Is there anymore chapters planned? X
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chrissyukcd1960
chrissyukcd1960 Publisher 9 months ago
to jayymie : Hope you flood your panties with a big load of cum, love to see the mess.
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jayymie 9 months ago
Loved reading your story, so sexy & erotic, my panties are soaked in precum :heart:
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Fella-tor
Very erotic, you’ve got me hard and wanking
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cazzy1
cazzy1 10 months ago
That is one of the horniest stories I have read for some time, lucky you, Tom seems like a joy to have fun with. I would love to be a sissy just like that 
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chrissyukcd1960
chrissyukcd1960 Publisher 10 months ago
to sloggijohan : Hope you had a wonderful cum blasting wank. Would be so nice to watch you spurt your cum load all over her smooth bra cups.
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sloggijohan
sloggijohan 10 months ago
The joy of being a sissy. Having the bull’s cock deep inside you. Thinking of nothing except the pleasure you will give him when he spurts his cum deep inside your sissy lovecanal. The feeling as his cum drips out of your sissyarse onto your panties. Maybe he’ll bring you to orgasm, or maybe later you’ll lie on the bed, replaying the session in your mind, wanking off your little sissycock into your panties. 
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sloggijohan
sloggijohan 10 months ago
Possibly the best cross dressing story I have read in a long time. My wife is out tomorrow so I plan to wank off to this story, my puffy tits encased in her 40c bra. 
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oldsexfun
oldsexfun 1 year ago
I've got such a hard on after reading this!!!!!   Looking forward to hearing about Anne joining in.
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mikeyboy694u 1 year ago
very horny story i just wish i had that sort of luck . as i would really enjoy it very much x
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tonybigs46 1 year ago
Horny story
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chrisffn099
chrisffn099 1 year ago
You lucky devil!
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pntylover 1 year ago
to chrissyukcd1960 : mmm yes make me cum in her pretty panties..... 
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chrissyukcd1960
chrissyukcd1960 Publisher 1 year ago
to pntylover : Mmm wish I was there stroking your cock in my wife's smooth nylon panties and making you fill them with your creamy load.
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pntylover 1 year ago
so hot, made me shoot so much
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sdcv21
sdcv21 1 year ago
brilliant
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nwukcupl
nwukcupl 1 year ago
Sounds like a great 3-some 'cumming' up?...
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carlb1212
carlb1212 1 year ago
Need to hear more.
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denierfan2
denierfan2 1 year ago
Your write so wonderfully well, look forward to the follow up 
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spec1410
spec1410 1 year ago
I definitely need the next part so so sexeeeeeeeeeeeeeee you are a lucky guy I would love to have been you as well as the next adventure just love being dressed up and being fucked
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Plonk123
Plonk123 1 year ago
A fabulous story, I loved 🥰 it.
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sloggijohan
sloggijohan 1 year ago
I am going to use some of your glorious text and generate a story about me and my FiL, a fantasy. I will mention your name as collaborator, and I’ll let you see it when it’s finished. Thanks.
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sloggijohan
sloggijohan 1 year ago
Excellent story. Thanx
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