So much older, so much hotter [FM]

I was away cosplaying at another event this weekend – my last for the year, so I was hoping it would also provide me with some interesting experiences. On my first day at the event I was with friends so had to behave myself, although that didn’t stop me from checking Tinder whenever I had a spare moment. At the end of the day my friends left to go home while I checked into my hotel for the weekend, leaving me to my own devices – nothing of interest came my way during the evening, but my Tinder search at least provided some decent distractions.

The most notable of these came via a surprising match – in the midst of all of the guys and girls around my age and a little older, up popped a grey-haired, distinguished elderly gentleman who was listed as 72 years old. As he was outside of the age range I was searching for on Tinder I knew he must have found and swiped right on me, and I couldn’t resist doing the same and completing the match. As I suspected, we were matched, and he soon popped up to say hello and start talking to me.

As guys go he was friendly and charming – polite, and very inquisitive about why I was in town and what cosplay was all about, as it was something he’d never heard of before. We took our conversation elsewhere so I could show him the outfit I’d worn that day and what I’d be wearing tomorrow, and it’s fair to say he was smitten. As our chat went on and go more frank, he admitted to being a “dirty old man” who found me very attractive, and his fascination with and desire for me was a real turn-on. We talked some more, and eventually we’d agreed to meet the following day once I was done with the show.

The next morning, I was up early changing into my old favourite outfit – Sayaka from Madoka Magica, still one of my all-time favourites with its white thigh-high stockings, blue skirt and a blue and white low-cut top, with white cape and gloves for accessories. With a hotel close to the event I headed over after breakfast, and spent the morning looking around, attending the odd panel and stopping to pose for photos. By lunchtime I was pretty much done having seen everything I wanted to over the course of yesterday and the morning just past, and so as promised I sent a message to my new old fan to see if he was free. He was very much free, and as he lived near the event we agreed to meet outside.

Heading outside, I waited around 15 minutes before he arrived – well-dressed in a simply shirt and trousers, looking old certainly but just as distinguished as in his profile pictures. We made some small talk while he eyed me up and down and showered me with compliments on my look and outfit, before asking if I wanted something to eat. Agreeing that I was hungry, he led the way to a restaurant nearby, feeling a little out of place still in cosplay with this much older man sat opposite me but trying not to feel too conspicuous about it – after all, other cosplayers were dotted around the place too.

Over lunch we had a very pleasant chat – about my degree and uni life, about his own experiences and so on, without a hint of sexuality or vulgarity at all. I almost wondered whether he’d just leave things at that and let us go our separate ways, but after settling the bill and refusing my repeated requests to let me pay my share he invited me back to his for a drink. Heart thumping, I agreed, and so we set off on a slow stroll for the ten minutes or so to his house – a large and quite lavish place that was tastefully but simply decorated and really quite impressive in its own way.

As I took a seat on the sofa he went into the kitchen and produced a bottle of wine, pouring us both a glass in front of me and handing me mine. Sitting in a seat opposite me, we continued our chat while we drank. Loosened up a little by the alcohol, we talked some more about my cosplay, why I enjoyed it and how much he admired it, until he finally brought up something I’d mentioned in our online chat the previous evening – how much I’d love to show myself off in this outfit for him.

Asking if I’d still like to do that for him, I told him that I would, and he suggested that we go someplace more comfortable. Knowing what that meant, I let him lead the way up to his bedroom – also spacious, featuring a double bed with luxurious satin linen, which he invited me to make myself comfortable on. Sitting upon it, he pulled up a chair to sit in the corner, and with a little prompting from me as to how he’d like me to show off he was soon directing me to pose this way and that. To start, I got off the bed and stood before him, giving him a twirl before returning to kneel on the bed, leaning forward then turning around and bending over. As I posed he was quite descriptive in how he talked about my body which his eyes were drinking in, and I found it quite exciting hearing him verbalise just where and how he was looking so intently at me.

Eventually he asked if I could take off my top, which instead led to me pulling the top of my outfit down to allow my breasts to spring into view. With almost a moan of admiration he again spent some time describing how he admired them, eventually admitting that he’d love to fondle them. With a slightly dry voice I invited him to come and touch them if he wanted, and he was soon sat on the bed inviting me to sit next to him. His hands shaking, he slowly reached out and took my boobs into his hands, holding them gently before beginning to rub, massage and fondle them, again telling me how beautiful he found them. He continued to do this for some time, rolling my hardening nipples between his fingers as he touched and groped at them, before lowering his head to spend some time sucking my nipples after kissing across and over my chest.

The feel of his lips around my nipples brought about my first soft sighs of the afternoon, which led to him asking if I was enjoying the feeling and whether it was exciting me. Nodding silently, he asked if I needed more relief, and another nod saw him tell me that he had a rabbit vibrator that he could use on me if I so wished. Telling him I’d love that, he got up and went over to rummage through a wardrobe in the room, before pulling out the pink toy along with a small bottle of lubricant and showing it to me. Inviting me to lay back on the bed, he asked if he could remove my underwear, and no sooner did I say yes than I felt his hands, shaking again, reach under my skirt and take hold of my plain blue knickers by the waistband. I lifted my hips to allow him to slide them slowly off, over my stockings and then down my knees and finally ankles before they came off. He held them for a moment with a smile, before setting them aside and reaching for the toy. Applying some lube to it – and commenting that I looked quite wet already – I pulled up my skirt and opened my legs as I felt the cool plastic pressing against my lips and rubbing up and down, spreading both my own and the artificial wetness as it moved over my pussy.

The toy then went away and was replaced by a finger against my clit, causing another sigh as it began to rub and strum against me while his other hand rubbed up and down the thigh closest to him. He rubbed my clit for a while, occasionally testing my wetness before, satisfied that I was ready, I felt the toy pressing against me again. This time my lips parted and accepted it readily, and he slowly and carefully pushed it into me, moving it in and out but a little deeper each time. Pressing a switch on the base I jolted slightly as I felt it begin to vibrate inside me and against my clit. As my legs opened wider, he was soon deftly sliding the vibrator in and out of my wetness, clearly enjoying my growing moans as it stimulated me. After turning the speed on the toy up and getting another reaction from me as a result, he decided to add his own hand into proceedings, using the thumb of his left hand to quickly and firmly rub my clit while he fucked me harder with the toy in his right.

As my orgasm built he urged me on with his words, asking if I was going to cum… if he was going to make me cum. I nodded as I moaned and he redoubled his efforts, fucking me with the rabbit and rubbing my clit had and fast until I moaned “I’m gonna cum… make me cum…” – a plea which turned into some loud moans as I jerked and bucked my hips as I reached my climax. He kept at me with his thumb and the toy until I had to push his hands away once my sensitivity got too much and I was left sprawled on the bed, panting.

While I recovered, he talked more about how my face looked as I came and various other compliments. Once I’d recovered and sat up, he asked me straightforwardly for a “selfish request” as he put it – to give him a blowjob. Nodding my agreement, I sat and watched as he undressed – taking off his shirt to reveal a wrinkled body and a slight beer belly, before his trousers and briefs came down to allow a cock that somehow looked younger than the body it belonged to to spring into sight.

Showing me over to sit on the sofa on one side of the room, I found myself at just the right height to take hold of his cock and take it readily into my mouth. As I started to suck and explore with my tongue, I glanced up to see him with his head leaning back slightly, eyes closed. I kept up my efforts, sucking and rolling my tongue around his circumcised cock. He didn’t last long in the face of this, and it seemed like only a few minutes before I felt hands on the back of my head and heard him breathing harder before his cock pressed deeper into my mouth as I felt his cum spurting into my mouth, leaving me swallowing it down as fast as I could.

Apologising for the lack of warning as I wiped my mouth with my arm, he invited me to dispense with the rest of my clothes so that he might return the favour. I unzipped my skirt and let it fall to the ground and then undid my top and removed that too, leaving me naked but for my thigh-high socks. Sitting on the sofa, he slowly got to his knees, wrapped his arms around my thighs and pulled me into a half-laying, half-sitting position before wasting no time in clamping his mouth over my still wet pussy. As if in revenge for getting him off so quickly, his tongue was skilled and relentless at teasing and licking my clit. His licking and sucking went on unabashed, and opening my eyes and glancing up I could see myself in a mirror across the room – naked but for my socks, legs wide apart and feet in the air, while the balding head of a man over 50 years older than me was licking my pussy and making me cum with his tongue.

He did exactly that too – I eventually washed over into my second orgasm from his tongue flickering over my clit. He didn’t move though, spending some time kissing and exploring my thighs until my sensitivity had died down, then going right back to eating me. My next orgasm built much more slowly but he showed no sign of letting up apart from a brief pause to ask if I wanted him to use the toy again. I shook my head, breathlessly saying “just keep licking me”, and he went back to work again. He stopped briefly once more to change position slightly, moving his arms so that he could reach up and play with my boobs as he licked me. It was in this position that my third orgasm came, leaving me moaning as he tweaked and toyed with my nipples and sucked my clit hard between his lips.

Carefully climbing off his knees and wiping some sweat from his brow, he asked if there was anything else I desired. Seeing his erection now standing proud and turned on from our oral session, my request was simple – I asked if he wanted to have sex with me. For the first time he sounded surprisingly less confident, suggesting that he’d love to but might not be much good at it. Telling him with a soft smile that I didn’t mind and just wanted to feel it, he smiled back and went across the room to fetch a condom. Returning as he rolled it onto his cock, he beckoned me onto all fours on the edge of the bed, before positioning himself behind me and easily but slowly sinking his average-sized cock into me.

The sex in this position was quite slow and gentle, a long way from the hard fucking a younger man might embark upon, which was less stimulating to me overall but pleasant in its own way. I occasionally glanced sideways at that mirror again, watching this old man with his hands on my hips and eyes tight shut as his cock moved inside my young, wet pussy.

After five minutes or so he pulled out and invited me to turn over, so I laid on my back and opened my legs to accept him. He was soon inside me again, his belly pressed against me as his cock filled me and his body moved atop mine. He was sweating and breathing heavily as he thrust faster now, and we kissed a little before my moans spurred him on to thrust harder and deeper, stimulating me as I lifted my legs higher for the best angle of that stimulation. I lost track of how long he fucked me for like this, as I simply lay back and enjoyed the sensation without feeling another orgasm building. Eventually though, his own orgasm was too close to be denied any further, and he growled into my ear that he wanted to cum into my mouth. “Okay”, I responded, and after a period of faster thrusting he quickly pulled out and tore off the condom before beckoning me over to suck on him for the final seconds until he came into my mouth for a second time.

With our fun over, he showed me to the en-suite bathroom and gave me a towel so that I could shower, before taking a shower of his own once I was done and drying off. From there, we both dressed and he made coffee, and we talked some more in the living room – about our sex lives, where I shared some of my previous adventures and he told me tales of his life where he’d been to swinging parties, showing me photos he’d had taken of him at such events. By the end of this I suspect we were both horny again – I certainly was – but I was also a little sore and he was spent, so we said our goodbyes and I headed off back to my hotel, pondering just what it is that attracts me to having sex with guys so much older than me while also considering his over to come visit him when I’m next in the area.

Not the experience I was expecting at the start of this weekend, but sprawled out in my hotel tonight its an exciting one to recount nonetheless…

Source: reddit.com/r/gonewildstories/comments/5f7ek9/so_much_older_so_much_hotter_fm

6 comments

  1. Damn lucky guy. Somehow, I’d say the little blue pill had something to do with this.

  2. I’m having A hard time believing someone in their early 20s is having sex with a 72 year-old man.

  3. An amazing story in that you don’t harbor the prejudices of much of your generation against people who are older than you. There is no metamorphosis that occurs as you get older where you switch from young to old. Personalities don’t radically change over the course of a lifetime. To lump all “old” people into the same basket is foolhardy. So kudos to you. I also love the way you write. It is clinical and damn hot at the same time.

  4. That Madoka Magica mention caught me off guard. Being reminded of Sayaka’s tragic fate was not what I was expecting in this subreddit. ?

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