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Regret losing your virginity


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

I do get the saying that virginity is not a compliment but just the lack of opportunity. Looking at the conservative background of our country, virginity is still a pre requisite for companionship in heterosexual norms.

A question to all the bottoms is that do you regret losing your virginity to a top. If so, what made you feel like that.

I myself have taken the virginity of some bottoms. I don't know why but I feel this strange obligation towards them. I'm grateful enough they trusted me to enter them, and soon this gratitude is getting converted to some sort of responsibility towards them. I don't know why I'm getting this.

To the tops, how do you feel when you are taking a bottom's virginity. And do you view them differently once the deed is done.

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Displaying 51 to 79 of 79 comments.
Previous comments: 1  2  

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Nudelove1979
Posted On Aug 23, 2025

@Makeoffun very very sexy experience dear

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Chocolateyboy
Posted On Aug 26, 2025

Experience with me also...I am top 25 slim boy from navi Mumbai with place..and had massage 2 times always I searching for a bottom massager because of I am top but kabhi kabhi hota hai na ki mood ho jata hai ki try kare so I like *** massage with slow fingering and 2 bar massage li hai dono bar mene bola tha massager ko ki ache se fingering kare and which takes me to the heaven honestly and dono time meri icha ho gai thi andar lene ki and I thought ki pura body oily hai and *** bhi oily hai fingering bhi kiya hai toh andar chala Jana chahiye *** to mene massager ko bola ki aap try karo protection lagao always safety first try Kiya but itna dard hua thoda andar jate hi mene turant nikalva diya tha ....
2nd time thoda medium *** wala tha but little thick tha but again mene socha ki is bar try karte hai but didnt work..
But ek bar try karna hai with small medium *** patla chota wala *** se...but I feel ki..no one is pure top pure bottom I guess it's depends on your mood only...I don't know may be I am wrong but based on my experience...kyuki muze abhi andar lene ki icha hai but ha obviously due to pain I am unable to do...
Fingering ke time ek finger to chali jati hai but *** nahi...will see how it's go....hope ki again ek experience shared karu with sucess story ki final ache se andar liya without pain.

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VirginBot0007
Posted On Aug 26, 2025

I found one guy on grinder. He told me we would casually meet at his place. So I went to his place and we were talking casually. Then he turned of lights and sat closely beside me. He asked me if I want massage I thought what a nice guy. I said no to massage then we were talking in dark slowly he pulled me closed to him and started kissing on my neck. I was shocked cause I was in mindset of casual meet. I backout little then he grabbed me and started kissing hardly... Kinda turned me on. Then he started taking my clothes off in rush. He was not wearing anything under his shorts later I noticed.
He was still kissing me when we completely undressed then he grabbed my head and bent me to *** him and put his *** in my *** .... This was my first ever *** experience so I was stil in shock... For some time I *** him. He went and brought something as it was dark I didn't see anything...
He told me to lay on my belly I saw he brought coconut oil.... I was happy I thought I will get some naked massage. I laid down on belly closing my legs and he on me . He poured some oil on his hand I was thinking now he will apply oil .. I felt some oil dropped in my butt cheeks I thought it was accidentally.... I thought what is getting long for him to apply oil on my back but he was applying it on his *** I did not knew back then.. Then he just fingered his two finger around my *** I thought he is making some fun with me but he applied oil just around the hole... He said he wants to sit comfortably so I spread legs so he can sit next second he was completely on me I was unaware what was happening.. As he was on me he put his arms thorough my underarms completely pining me down... In some seconds in one push he put his *** inside my virgin ***... I was in much much pain and was unable to move... He had much of weight and started pounding as soon as he entered me.... He *** me for around 10-15 min in that position.... After that I felt something warm flowing down my *** as he was not wearing condom.... He stood up and put up his clothes I was lying down naked two min cause of shock and pain.. later I stood up got dressed then he asked if he could drop me home ... I said no and got to home ....
That's how I lost my virginity but after several times *** till today I want to experience that again

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Realmeetprem *
Posted On Aug 26, 2025

Ek male waise bhi apni virginity bachake kya haasil kar lega usse. Isse achha virginity khoke chudne ki feeling to li jaye ki isme kitna maja aata hai. Or wo feeling lene ke baad virginity khone pe regret nahi balki khushi hogi.

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Anirudhbottom
Posted On Aug 26, 2025

Nhi nhi. Prem
Actually šŸ˜… we want our first time to be special with a better person that's truth hum kai gay bottoms thode emotional bhi hote hainn

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bot2use
Posted On Aug 26, 2025

@VirginBot0007 LoL, were u 10 years old then ? Seems like you were so naive that u didnt understand anything, u let him do whatever he wanted and u were keep thinking he gonna massage u.. After hard kissing and pouring oil on your ***.. Nice story btw.

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foroldertops
Posted On Aug 27, 2025

I tried losing my *** virginity since 17-21 but all failed. Looking back I'm glad they all failed. I finally took a *** at 22 years of age and my god I was expecting pain but it was overall pleasure. Even with a big *** that guy really knows how to and taught me the basics of *** *** right from lube, proper fingering and relaxing your boipussy and the rest. After him I finally was confident enough to start spreading my slutty backpussy to men. What I realised is that chemistry and the top technique and at times my backpussy readiness will determine how great or utter failure the *** *** will be. Once you take *** regularly you can adjust and control your *** muscle and able to withstand the force, the pain and friction of the good ***. However, if you rarely had *** or go on a long dry stretch (my personal opinion) I feel revirginised once again and it's difficult to take big or even small *** without lot of preparation and patience which is frustrating. I anyway have a very tight backpussy which I wished I don't coz some of my bottom friends had such stretchable holes even though they ain't sluts like me. With regards to this virginity concept, well it's just that a concept and a heteronormative approach which I don't see it fits much in the gay/homosexual narrative. Currently in need of some daddies *** in my tight dry *** that's not eaten any shaft for months 😁

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cindrella_c
Posted On Aug 29, 2025

no regrets. when i lost it was to a man who was in prime 20s. v had around12 yrs age difference. even now he calls me pondati(wify) when v meet. it created some kind of bond. he is married and having kids. i feel proud to lose my virginity to a right man.

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VerseforMeet
Posted On Aug 29, 2025

Coming to delhi next friday ,anyone wants to meet

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tempo
Posted On Sep 4, 2025

Great that you feel some sense of connect, a few tops who I partnered with me when all were young, still waves at me, and which is a great feeling of completeness

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Gandu
Posted On Sep 6, 2025

Have not lost it yet

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Stoprma
Posted On Sep 7, 2025

I also want to try it for the first time. Is there any gay available who is polite for me?

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rishi27
Posted On Sep 9, 2025

thats one of the problems I face, due to working hours + no place, I hardly have fun, once in a month or sometimes once in 3-4 months at a dry stretch, this makes my hole very tight like v@rgin again and it pains to get a c@ck in, the tops do like it though becoz they love entering tight holes

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Young_Vs_Old
Posted On Sep 9, 2025

rishi27@ once ur virginity gone it's gone....
Few days of gap can tight ur *** hole but it's a secondary ring ...

Virgin *** has two ring
Once first ring is broken it will never come again now ur *** hole look like funnel.

Secondary ring in *** hole is to protect the inner things to come out hence it is natural design such a way that if u will stopped taking things in it , it will get tight again but never give the pleasure like *** new guys who took only less than 5times in *** hole

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mistvish
Posted On Sep 13, 2025

I was to my related I was 12 and he was 25 and since then I like only matures. Hello used to sleep with me during day and ejaxxxx between my thighs since my age of eight and then at twelve he fxxxd me.

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Behance11
Posted On Sep 13, 2025

Recently transitioned from bottom to top after putting on a lot of muscle and thanks to big *** size. It was an easy transition. Used to prefer bottoming but quality of sissy twinks these days is too high to ignore. Anyway, when bottoming have taken virginity of a lot of straight guys. Seducing when drunk is easy but if foreplay is really good and you give them girlfriend experience, they will not be embarrassed and reminder of the pleasure will supersede any embarrassment. So they keep texting, keep asking to meet again. Always fun to see them like that. Straight boys transitioning into simps. Nice long make out sessions and making them feel like kings is the key.

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Anirudhbottom
Posted On Sep 14, 2025

Behance it's matter of looks too i guess noone wants ugly and highly dark badly groomed guy as bottom we want gym tops but they have raised their bar too unfortunately

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Anirudhbottom
Posted On Sep 14, 2025

I always regret losing my virginity because the guy never contacted me again or easily disconnected me later because I was not power bottom i was not that amazing in bed

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random_gay
Posted On Sep 14, 2025

I regret losing it to a stranger. I always dreamed of falling in love and then giving all to that person. I regret not feeling special my first time. Though technically it was not actually a man but something else but still...

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Btmkid0707
Posted On Sep 16, 2025

No regret only Happy dear still i can remember my first *** šŸ˜

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rohan_kolkata
Posted On Sep 17, 2025

Hey @Young_Vs_Old
Let me correct ur knowledge, anus has nothing to deal with virginity, yeah there are 2 sphincters present though, but none of them gets broken or damaged during *** or constipation. If any of them would hv broken, rectum would unable to hold stool.
So, no sphincter gets broken or damaged like vaginal hymen, therefore *** virginity is a myth and totally psychological, there's nothing physiology involved, no medical test can prove an *** for being virgin or not,

Dark, friction marks or dialated *** can't denote previous *** ***, it can occur due to constipation too, although a regular pornstar can have better clear and tender *** than ours

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cindrella_c
Posted On Sep 18, 2025

Dear Rohan. Medically you are correct. I’m sure you drilled the *** with your deek. Virginity here is metamorphic. First time to be a girl to satisfy a man. No bottom can forget that moment. Even it was forced, bottoms mind and body remember that moment. I lost my virginity at 11 to a fully grown man of 23-24. I can never forget the painful happy moment of allowing a man inside me. Even now when we talk, we happily discuss how it happened.

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cindrella_c
Posted On Sep 18, 2025

And Rohan, your black deek is sexy. I would love to be impregnated by you.

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Sur123
Posted On Sep 19, 2025

Hyyyy I am a 36 year old curvy white feminine bottom having big heavy 44D size boobs and a big white *** with thick thunder thighs. Men often refer to me now as a sexy MILF because of my fair skin tone and curvaceous body structure. My stats are:
Boobs= 44D
Waist= 36
Bum= 42

Presently, I like roleplaying and I can be a wife, girlfriend or even a dirty *** to my man. I prefer dark men with big black ***. Also, I am quite submissive by nature especially to dominant black men but I also enjoy being a mistress to slaves and toy boys..

Well I am always been a hot target to every man on the streets. Let me first explain that I have a milky white complexion and a sexy pink luscious lips that gives me a naturally feminine look which was especially prominent when I was younger. Boys in my class referred to me as "she" and "her" when talking to me and always made fun of me. Even now, my friends make fun of me because I'm pretty and look like a white chick. When I was just 7, I got deepthroated and cummed in my *** by a stranger in school. During my teens, on several occasions I got groped and molested by different men while traveling in buses and in other public places. Men would hit on me frequently everytime. There was one man who used to follow me at the bus stop everyday. He used to board the same and always sit or stand close to me. He would then start to touch me and feel my bum, waist and boobs while also rubbing his hard *** on my bum. Initially, I was too shocked and embarrassed to even react or resist his advances. Although I used to pretend to be innocent, I could feel his monster *** throbbing and pushing against my big round *** and I just wanted to submit myself to him and let him bang the *** out of me. However, my first ever real hard-core sexual encounter was at the age of 16. One day, I was sitting in my school playground post class hours watching some children who were playing cricket. I saw among the group of boys was a dark, lean and muscular boy who was my junior and he was two years younger to me. He was playing cricket with his friends and as usual, me being a bitch started making fun of him and called him names. After finishing his match, he came upto me and sat next to me. He didn't utter a single word but I could clearly read his mind. He slowly crept his hand towards my butt cheeks and touched it but made it seem accidental. I was taken aback initially but didn't say anything or stop him. He then whispered to me saying that he likes my big white *** and he wants to *** it. He confessed to me saying that he has been secretly admiring me and also fantasizing about me every night and jerks off several times a day thinking about my big ***. He then took me to a secluded location covered with bushes and trees and made me lie down on the ground facing down in prone bone position. He then slid down my pants and exposed my big white fleshy cake and his *** watered. He exclaimed loudly admiring my big white *** and started licking it. He then tried inserting his black *** but my hole was a bit too tight for his big black *** and it hurt me badly. I asked him to stop but he didn't listen. He spit his saliva inside my *** to lubricate it. He then slowly pushed and slid his black rod which was now rock hard inside my big white *** until it had fully gone inside. It was really agonizing for me. He then covered my *** with his hand to stop me from screaming and started humping me slowly and steadily. He then gradually increased the speed and intensity with each stroke. The thrusting of his long black *** against my big white *** made heavy sounds and my fat butt cheeks were bouncing and swaying while I started to moan softly. This made him even more *** and he then leaned forward and kissed me on my neck and nibbled on the back of my earlobes. He then whispered to me in my ear "*** you dirty ***. I finally have you and you're mine now.." and he gave me an *** cream pie..

He would go on *** me regularly after that day. Eventually I became his girlfriend and he was my first boyfriend. He was the one who made me fall in love with big black ***. Recently I have even had a LTR with an ex army man and he was like a dear husband to me. He liked me very much and he used to shower me with lots of love and care. Unfortunately, I lost his contact after he moved to his native to settle down with his family. He was my best man till date and I really miss him..

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NinjaCapsule
Posted On Sep 29, 2025

Ya sometimes
I think I am 11 years old.
3 or 4 guys did *** to me and put in my hole
Was so painful cannot walk for many days.

I want to kill that guy but how to punish that guy now after so many years.

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rahul raj69
Posted On Oct 16, 2025

My landload son *** my *** when i am 17 and he is 16 year old
I am town boy and he is a village boy one night we sleep together and i touch his *** he touch my phir pata nahi kya hua wo chala gaya main pet k bal so gaya naked wo aaya sarso ka tel laga k *** pe aur ek he baar main *** insert kr diya mujhe laga ye kya hua phir uss nai meri *** marne laga bola ki dukh raha hai main nai kuch nahi bol paya ek jhatke main main mard se mujhe gaandu bana diya main sock tha ye kya hua 15 min meri *** maar k apna maal meri *** main gira diya phir bolo kaisa laga *** marwa k mujhe bhut bizzty feel hui main apne room main chala gaya meri *** dard kr rahi thi pura *** khula hua feel ho raha phir agli raat wo aaya bola ki phir se kare to main nai mana kiya to bola ki sab ko bata dega ki *** marwate hain phir uss nai uss raat phir mujhe *** mari ye silsila. Chal gaya wo mujhe apna propriety samjhnay laga phir wo sare dosto ko bhi meri sacchai bata di meri itni bizzty hui ki kya khu sab log jaan gaye antim main mujhe wi sahar *** kr jana pada lekin *** mera puri tarah se bhoga gaya *** ko itna choda gaya ki wo boor jaise khulti hai profile pic dekh k samjh jaogay

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Hitgup
Posted On Oct 18, 2025

Nice thread.
I'm a bottom from Greater Noida and list my virginity couple of months ago.
But I'm blessed I chose the right person. It's been more than 5 months but still we are together and strong so far.
Although he is married and cannot be only mine forever but I know he is mine as much as he can be. I can all his efforts keeping this relationship strong and I appreciate the fact that he puts a lot of efforts in this relationship and has not changed after taking my virginity.

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Go_Deeper
Posted On Oct 20, 2025

Not so enjoy the pain of pleasure when I lost my virginity but only regret is, it's break by a stranger whom meet me only once after that we haven't meet I want to give my virginity to my friend but not able to do so.

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Apk
Posted On Oct 21, 2025

Trying to loose, but not brave enough to meet anyone yet.


Previous comments: 1  2