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Huge Age difference Encounter experiences

Submitted by Hunk_Top Location: All India (All India, India)

Let's share our experiences about Huge age difference encounters. It'll be erotic and *** sensational to know your experience .

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Displaying 101 to 126 of 126 comments.
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No Picture bi_love69	Posted On May 25, 2025 luckily my first experience happened when i was 19...a 60 year old village uncle seduced me and showed me this new world of love ❤️...only after getting on the bed naked i realised that age is just a number that doesn't matter in love

No Picture Gridlock_1	Posted On May 25, 2025 I have always been drawn to men older than myself from a very early age, I can't explain why, but it is what it is. So back in 2009, when I was in college, I was staying in the hostel, but had not been assigned any roommate at that time( I was around 20 years ). One day I was waiting at Kasarwadi Railway station for a local train to take me to Pune Junction. A man easily in his 40s came and sat next to me and struck up a conversation, asking me where I lived, what I did and I was a little simple back then so I answered his questions honestly. Since I didn't have a roommate at that time, I mentioned I stayed alone at the hostel, to which he replied that even he stayed alone as a PG and it's much better since we have all the privacy and can do all the fun stuff. He was not wrong, whenever I'm alone I'm always naked and keep getting horney. Even when playing Video games I'd be naked, a fact he actually mentioned and it started to turn me on right there on the station platform. We kept conversing, our conversations getting wilder and hotter even he was, in a way, slightly touching himself. Oh, he was hard, and when I saw it, I immediately (and almost) reached out to touch it, as my hand went to his lap. Of all the days I decided not to wear an underwear, that was the day and I was now too embarrassed that I was hard and he could see it. So he puts his hand on my lap and I wanted him to go further up, but by that time the local came and I ran out if fear, embarrassment or I don't know. As I was boarding, he wanted my number badly, but I was too afraid to give it to him. I really wanted to but fear got the better of me. I sometimes wish I had though. I really had to hide my hard-on in the train with my bag, and once it subsided I was wet all through evening. Needless to say, when I reached my room that night, well you can imagine who I fantasized about, not once but three times. This was my first, one and only real-world experience with another man. Maybe it's nothing much as compared to the rest of you all but it's always special for me. Even today sometimes I think about him and fantasize all sorts of things when alone and horney. If you've read this so far thanks.

No Picture Easy_mark_5	Posted On May 28, 2025 Does getting stripped naked and fondled or tickled by a 24 year old cousin while I was just 6 years old count as huge age difference encounter experience?

No Picture Youngoldgay	Posted On Jun 3, 2025 Since my teenage I was attracted towards mature uncles and luckily lost my virginity at very young age by a mature uncle and it was wonderful and memory 😋

No Picture Itefaaq	Posted On Jun 3, 2025 Kha gye uncle. Hairy chest wale koi hai hi nhi sab kuch fantasies me hi reh gya ab

No Picture WhoreMeOut	Posted On Jun 3, 2025 Mature Dilfs in their 30's and 40's are so sexy and hot that i would do anything for their seeds in me at-least twice

Max29	Posted On Jun 4, 2025 I have a few married tops in there 50+ that visit my apartment when they’re ***

No Picture Manum	Posted On Jun 6, 2025 One of the best encounter happened in my life is when I was travel from tamilnadu to kerala..he was around 45 ..he was soo good...he saw me first time and realised I was a *..I don't know how..omg that was the best ...he used me like a complete whore and he dump his * into my throat 😍

No Picture NeedOnly50Plus	Posted On Jun 7, 2025 I am 24 years old And my partner is 66 years old Age has never been a problem if you have good understanding.

No Picture Premkumareurope	Posted On Jun 7, 2025 one of my experience was excitingly super with a mature.I found one profile on grindr(in abroad),he was an asian aged 58,in actuals he seemed a bit more older.But somehow i agreed to meet since he entices me with his romatic words.he had called me to a big hospital and when i reached i understood he was a senior doctor.He too me to his cabin and he assured its safe.Ee had really a great time,i * him for good 45mins but he was still strong,we had lots of bodyplay.The best thing is he was so romantic and matured he guided thru the entire time with super erotic moves,at one time i was out of the world when he smooched me.we did not do * but ate his *** with pleasure .Post fun as i was leaving he asked if i want some cha...as ,i refused saying i dont want,and left. Later i got to know he gives cha..as if asked and build relationship...but anyways that was the last time i met him

No Picture tobeeefreeinlyf	Posted On Jun 7, 2025 One of my best experience was with a guy who was between 50 - 55 years old. I was half his age. He was white (I was abroad at that time) and had a rod as thick as a soda can lol! I could barely fit my fingers around it when it was hard! I was sling, tight and always * back then. (thankfully) he was a side, he would’ve ripped me open with that. I met him a few times and blew him each time. U could barely take it down my throat and every time he came, he flooded my * with his ***. God I miss that soda can!

No Picture Iamyoungbottom	Posted On Aug 28, 2025 Since I was very young i was attracted towards mature manly man who were hairy and well built and I wanted to be * but I was shy and at the same time I was not into doing cheap acts on roadside. I made my profile on grindr and started chatting with people over 50 years and chatted with many men in same city and many from different parts of the country and finally decided to meet a 58 years man who was widower and living alone in najafgarh and he was tall and hairy with very thick * and his name was Mr. SK agr and he asked me to come at his room in the evening so I booked a cab and went there and he took me upstairs in his apartment and asked me to relax and then directed me to come to his bedroom and locked the door and I was nervous but excited too so I obeyed him and .hia * and then he * me and took my virginity on that day. He was very dominant and with big * despite his age he was very good in * and after that I met with few other uncle but never had such great * what I had with him.

No Picture milfrider19	Posted On Aug 28, 2025 So this is about 2012 november, I was in hyderabad for short IT course there staying in a shared flat. I used to have a fake profile on Facebook and joined some gay groups of hyderabad. I found lot of guys but I liked talking to 1 man who was around 56, he was a gentleman bottom. We talked for few days and then we decided to meet. He stays alone and works for some NGO. I was staying in tolichowki and he was staying in between of necklace road and mehdipatnam. So I reached the building and called him, he shared flat number. When I reach his flat I saw someone else also there, I was already a bit scared but he told me dont worry he is househelp and will go in 5 mins. We talked till then sitting on living room sofa. As soon as househelp left, He changed the topic to * and asked me how big is yours. I jokingly said see it yourself. He in no time was on knees and opened my zip and belt took out my * and started * it. He praised my * and then * for some time. We went to his room, this was my first time * someone. He applied lots of cream on my * as he said my * is thicker than he took in some years, and we started *. I had good stamina that time so as it was first time I * him for around 20 mins. I cummed inside his *, we did one more round this time I lasted more than 20 mins. Then we hugged and slept for sometime. We met for some more times and then I left hyderabad so lost contact with him. But he was a great . He was a bit fat and sexy and when he get from on top riding my * it was a great scene.

No Picture milfrider19	Posted On Aug 28, 2025 Another incident: I met an uncle few years back in Pune when I was unmarried, I met him in hotel Holiday Inn which was in Balewadi Highway, he was on a business trip to pune for a week. I met him through grindr and he was around 55, slim with moustache, he was looking very nice. When I went to his room, he greeted me with a hug and then straight away got hold of my *, started rubbing it and then opened my pants and underwear and made me lie down on bed on my back, he was sitting down and I was laying in a way my legs were down on floor and my body was on bed. He started , licking my , he was great in that, soft * no teeth touching on my *, he then started playing with my , and I dont why it felt so good that I did not stopped him. He tried to finger me which was not going in so he asked, "Cream use karu?", and in ecstasy I said yes. He applied cream on my while * my * and started fingering me, he has thin fingers so with cream it went in and my god it was so pleasurable while getting . He fingered me for sometime in that position and then he made me doggy and started my * and balls from behind and kept fingering me, I ejaculated in that position on his hand. I had one of the best orgasm that day. We met for a week regularly, he wanted to try getting * from any top, he was not top and he did not get * so he wanted me to get *** by someone infront of him, I denied that. But till date I miss him and the fun we had. Still looking for a person who can give that kind of pleasure.

Jaytop *	Posted On Aug 29, 2025 I have met lot of older single guys and older married guy And my experience has been great they know what they are doing and they are not shy. Above all they are not looking after money. Infact I find older Manly caring to my needs.

No Picture Zos	Posted On Sep 14, 2025 Years back I met a Grinder date at CP, Delhi. It was evening hours. It was kind of a semi-blind date. He was a senior guy, in his 40s. *** was not on the menu, since both of us didn't talk about it. He sounded way too intellectual to carry a raging rod. He gave me this weird impression that he would ask about my academic credentials to even get into the bed. So, I saw him. He was drop dead gorgeous. Those typical daddies who worked on their bodies. He hugged me. Omg! I felt like puking. He wore too much perfume. My nose was already blocked by Delhi winter & his perfume just piecered through. The next hour went something like this. So, he had met some Yogis & Babas at Prayagraj & Rishikesh and wanted to give those gyaans to anyone, me being the target that day. Lol He started with Philosophy. About life, about soul, about transfiguration etc. All rookie level. I will tell you why. Next, he went onto political systems. About how Indian political system must ape Chinese. This triggered me & forced me to ask, "Sir, do you even know Chinese political system apart from what we read or are fed?" He blurted enough nonsense. I'm someone who laps up anything but this was too much nonsense. You dont just randomly mess someone from Jay En Yoo 😉. Do you? This was a horrible date. The seniority in him thought that he can shower rubbish but na! In a land of 1.4B population, you must know that good many Babas & Yogis do get formal education in some places where Cārvaka is revered. Hahaha.

No Picture Notalonehere	Posted On Sep 14, 2025 So one day in 2019, I was home alone and invited one of the regulars I often met from grindr, he was in his late 30s, I was 16 at the time. He asked me if he could bring a friend for a threesome, and I was like why not. He brought a guy in his late 50s and at first I was not sure if I was interested but I enjoyed the older guy way more. He blew me and we made out, I was not into * at the time so I watched them *. Then I talked to the guy for an hour when all 3 of us where lying on the bed naked, talking about life, other hookup stories, both of those men were married and they shared stories about how they hide their identities among other things. I still remember the man and texted him again in 2021 but got no response

No Picture Rstan	Posted On Sep 17, 2025 Hi guys its been so long that i have posted my experience Last week when i visited my village i started to see if anyone was available in gr So i started cruising and found one guys profile who was around 45 years old and instantly i got hirny amd asked whether i can meet him or not He said there is a farm nearby we can go there no one will be there So instantly i went there by wearing shorts with no undies and sleeveless which shows my bbs out This guy was in his lungi and he was having a big tummy and i thought he wouldn’t have that much of a * But once he removed his lungi he had a massive * around 8 inch My * was dripping looking at the size of it I instantly held his * in my hand and started to rub it He was pinching and pressing my bbs so hard i didn’t realise what he was doing He started fingering me and spanking my * Later i took his * in my * which couldn’t take it I tried hard to rake it all inside and gave him heaven Later someone else saw us and he came to us with his * even out i was in surprise to see in my village happening like this Instantly they made me naked and started ro praise my body Both of them were * berween my big thighs while * my boobs One of entered inside me which was heaven but painful They later cummed on my entire boobs and some in my * which was tasty 🥰 The best and biggest * i have ever had

No Picture Tejjusissy696	Posted On Sep 17, 2025 I met a mature man in delhi age around 57 in gr. As I was sub bot. He got an id with name dom bull. I pinged him. Without any reply directly sent his dk pics. Seeing those my * watered 🤤. He said to visit his place. I was ok with that seeing that pic. After reaching his place, he said there are few conditions as I was about to knock the door. Time was around 2AM. I said ok please let me in. He said no 1st listen to conditions. 1. Never walk in to his place like man/sissy always come like dog on 4 legs. 2. Never come in with clothes. All clothes must removed before entering his place,as dogs don't wear clothes, he got a place with very dark, and he said he will never call in the day. 3. I am not a dog but his pig as I am chubby in size. 4. He will never f***k me. But will insert whatever he finds in the room. 5. More than a sissy bot I am his personal toilet. Few more times he said to enjoy with his friends. I was used daily later on he said he was fed up with me. I became loose . He don't like loose Like that I served him 2 years and he was retired left to his home town in up.

No Picture Sissyudaya	Posted On Sep 17, 2025 Im 37 years old married fag I *** minimum age 19 and maximum age 69 and both where dominant it was so shameful in both cases

No Picture Softie_hyd_B	Posted On Sep 18, 2025 My longest relationships are with much older men. When I was 19, I met a 59 year old man through grindr. He was dark skinned, has chest hair, beard, bald. Me on the other side..chubby, super soft body, great moobs, thick thighs, shaky as. I was ** and at 4:30am in the morning he texted me. He explained all his details and asked if I was okay. He shared his pics, topless and for some reason, I had an arousal. Immediately said yes to meet. Went to his place. Called him. He came outside in a lungi and no top. I could see his chest hair. Both black and white hair. In the apartment cellar, he welcomed me by putting his hand over my navel and took me to his house. We made out for about 1 hour. I had been with 4-5 men by that time, but this WAS THE BEST!! The way he explored my body, each part. He was enjoying them. He was making them feel valued. And he was getting satisfied. He felt lucky. And that me go wohoooo... Now, I'm 29. And we are still seeing each other. In these 10 years, he made by moobs grow by constantly squeezing them. He made me dress up like his wife, his gf, his maid, his cook. And I obediently obliged. I loved it. And then when I was 21, met another order age man, 51 year old. Same story. Still seeing him, meeting, making out, having the best sessions. Of late, I realised, catering to these two men was enough. I made out with 12-15 men during this time, scked manu diks, got f*cked by 10-12 men...go dressed up for all of them. But none of them made by feel valued by those two older men. So, just two men in my life. A 59 year old now and 68 year old. And life can't get any better!

No Picture Btmkid0707	Posted On Sep 19, 2025 My first experience is in my age of 17 in bus one uncle daily touch my * and make me to grabs his * day by day i am also like that and one day he grab my hand and leave the bus and bring me to a small forest area first he * my tiny * i feel hevan then he give his * to * i slowly put in * but he hold my head and fastly pushed my throat pain like hell after that i decide to no meet but after 2 days i am craving for that *

No Picture Chubybtm32_hyd	Posted On Sep 19, 2025 I would love to get a old mature top as husband if any in Hyderabad intrested dm...

No Picture Teenguy0020	Posted On Sep 19, 2025 When I was 17 there was a uncle age around 58 we meet in local train in 2x2 everyday he used to touch my d and press it after few days he made me * in my pants and left and after few days I can't find him but then he suddenly appeared and tells me that u were missing me right I said no he then pinch my nipples so hard and put finger inside my * after lower my pant is was so erotic then he ask me to come to his house and I agree then he tear my underwear and make me nude and luck my nipples hard until it became red and spank me hard and finger me with two fingers and * my d and I can't handle and * in his * then he lick my * hard and spit in it I * again then he bite my * and enjoy it and I was enjoying it too then he * me for 4 time and * inside me in my * and my nipples and * full day *** after this he used to call me his house for one in a week our relationship was for 7 months then he died due to corona

No Picture kartik25	Posted On Sep 20, 2025 Mature top with BDSM exp, btm here for your kinks

No Picture Saurav_bot	Posted On Nov 8, 2025 I was curious since childhood..in school seeing & showing, touching * with other boys But 1st time real gay experience was with 1 stranger uncle. I was in college hostel..19 yrs old. We were allowed to go out to city only on Sunday. So this uncle was standing on the road waiting for someone outside the hostel. I was going out alone. He approached me & start talking normally to me like which course u r doing, how to join etc etc. This happened few times because I see him every Sunday standing outside my hostel. Then while talking & joking, he started touching me sometimes on my waist, or my face, or he used to put his hand inside my shirt pocket & feel my boobs. He tried to show that it was casual touch but I knew what he wanted. I was also interested because I heard from my friends about such uncles, so I wanted to try with another uncle. So I allowed him to touch me & i also touched him casually. Once he gave me lift in his bike & i kept my hands on his thighs from behind, and he was talking so I acted that I am listening to him so I sat very close to him & pushed my boobs against his back. Maybe he also started getting signal from me. Then he got more bold. One day he told me let's go for drinking beer. So I agreed. Then he took me to beach side bar, there we had beer. That time he asked me i will teach you swimming. I said I don't have spare underwear. He said he also don't have spare so no problem let's go i will teach you swimming today. So I started acting like no no..not today & he start to convince me. Then I agreed so we entered the water. I was in baniyan & underwear & he was only in underwear. Then he started teaching me & he was touching me everywhere. He take off my top & started touching my boobs, then put his hand inside my underwear & started pressing my . I said don't do I am shy. He said we are men, so don't be shy, I am teaching you. Then he pulled down my underwear inside water. He was fully erect. I said I am feeling shy. Show me your . Then he also got naked . So both of us were naked inside water. Fully erect. There were other people also in water but a little far so nobody knew what was happening. Then we start giving handjob to each other & he was pressing & * my boobs wildly. I was enjoying in open. One guy noticed & he started coming close. But it didn't matter for us we were very * that time. Then he spread my * & started fingering me. It was an awesome feeling for me getting fingered first time in life. Then uncle put his * inside my * but I was virgin so it was not going. I was in pain. But uncle pushed it inside a little & started * me like that only. That guy was enjoying the show from a distance. Finally uncle * inside my *. All this was happening under water. Uncle started to wear his underwear. I told uncle that I can't go out like this because I am fully erect. So I * in front of uncle, then wear my clothes & come out of water. That guy gave me a smile when I was going out. Then we wear clothes on top of our wet underwear & uncle drops me home. After that I did many times with that uncle. He was my first *** teacher.

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Huge Age difference Encounter experiences