Share your first bottoming experiences

my first time:

i was 23 and i had sex with a guy i met on tinder, we met in public then i went to his place and first i gave him a blowjob and then i got fully naked and he fingered my ass and at first it wasn't fun at all and then he lubed my ass hole with water based lube and then he kept touching my asshole with his dick,and then he slowly pushed his dick in my asshole and it hurt so badly and i was right about to say stop im not gonna do it and then all of a sudden his dick went in my asshole balls deep and the pain turned into pleasure right away, it was still painful but as he was going in and out it started feeling so good, that day i didn't a condom and he didn't have one as well so i let him fuck me bareback and it was my first time and then he was about to cum and he asked my permisson to cum inside i said go ahead cum in me, and he started drilling my asshole and i could feel his sperms getting inside my asshole and it was so warm and it gave me a comfartable feeling, it was the best part of sex.. He ejeculated in my ass and i thought it was the end of the sex at that moment but he's still fucking my ass without pulling out and his dick is still hard asf, he fucked my ass after cumming in for nearly 3 more minutes without pulling out at all,

After that he pulled out and wiped his dick and then i went to bathroom to take a shower and then we sat together talking chilling having a beer and it was like 9 pm at that moment and he said his housemate wasn't gonna come home tonight and he offered me to stay in his house that day and i said okay why now, and about 3 hours later we started fucking again but this time my asshole was a bit hurting because i got fucked so hard and after a few hours im gonna go for round 2, anyways this time we didn't jump into fucking right away, we were drunk and feeling relax asf and we started kissing, he kissed all over my body literally from head to toe and i did the same, the foreplay alone took more than 1 hour in the second round, and then i started giving him a blowjob for about 10 minutes and then i told him that i was ready to be fucked, and then he started lubing my asshole again & fingering etc, but like i said, my asshole was a little bit hurting but it's not like pain but a weird feeling, anyways he then started getting in my ass with his dick and this time it felt so good, i was laying on my face and he was laying on top of my body and he fucked me in that position, and then he told me to ride his dick which means sitting on his dick and i tried it but i couldn't do it, it was so hard to sit on his dick and then i got into the doggy style position and he fucked me in that position for about 15 minutes non stop and then he asked me to suck his dick until he cums in my mouth because i told him that i didn't want him to cum in my ass for the second time, i said okay but his dick was full of lube and also he didn't wear a condom, he then told me we could go into the bathroom and wash his dick until it's clean enough for blowjob i said okay, and then we got into his narrow bathroom and i washed his dick using only water, i spent around 5 minutes to clean his dick and then i got on my knees and started giving him a blowjob and we both agreed on not stopping until he cums in my mouth, i kept sucking his dick for more than 10 minutes and i was enjoying it and he still didn't cum and after some minutes he told me he was gonna cum and at that moment i started sucking his dick super fast but i was kept touching his dick with my teeth a little bit by mistake anyways while i was sucking he suddenly ejeculated in my mouth and the taste of the sperm was too salty and it's a taste that i cannot describe, it has a unique taste, i didn't like the taste of the sperm and after he fully ejeculated i then spitted the sperm and cleaned my mouth, i hated the taste of the sperm to be honest but i liked all of the other things that i have experienced that way,

Next day i woke up and i only gave him a blowjob because my asshole was fucked enough and i felt like i wasn't gonna be able to take his dick in my ass, so i gave him a blowjob in the morning almost right after waking up and i made him cum my face this time, and then i only washed my face and i prepared and left his house, after that day we met once again a few days later and fucked again and after that i never saw him again and we never talked at all.


after that day i always got fucked by random people strangers who i met on several dating apps, i started getting fucked by random people at least twice a month. on avarage i have sex with 5- 6 different people a month. and i didn't fuck any girls since i was 23, ive been getting fucked ever since i discovered being a bottom.
1 year ago
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KendraNelson
KendraNelson 1 year ago
While I was 18, I discovered a adult bookstore that had booths with gloryholes and some that had joining doors. It was here that I had my first of many M2M sexual encounters. After my first visit, I had a older man seduce me in a booth. It was also my first time getting a blowjob. I then frequented this place as much as I could. I then got up the nerve to wearing pantyhose underneath my pants.

During a visit one time in a booth, I stripped down to my pantyhose and started jacking off. I thought that I locked the door to the adjoining booth. All of a sudden a older guy opens the door and see me in pantyhose. He says “what do we have here!” I tried as fast as I could to put my clothes on but he grabbed my arm and told me to relax. He then started to kiss me! I have never kissed a guy before and I knew that I wanted more. He then started kissing my neck and worked down to my nipples. The bolt of electricity that I experienced told me I wanted more.

He then worked his way down my body and started kissing my ass through my pantyhose. After doing this for a few minutes, he pulled them down and started rimming my rosebud. I was standing there squirming at this new sensation not knowing that he was preparing to fuck me. He then stood up and lowered his pants and out popped his hard cock. He looked me in my eyes and told me to suck it. He then pushed me down to my knees and I started giving my first blowjob. I sucked him for about two minutes when he pulled me back up to my feet. He had a little brown bottle and he held it under my nose and told me to breathe it deeply.

After taking a couple of hits off this brown bottle, I felt relaxed and very horny. He took the bottle and spun me around and told me to bend over. As I did this, I felt his cock enter my virgin butthole. I could not believe this was happening to me. I had always had a plan when I wanted to give up my anal cherry. This was not it. I guess the high from the poppers and being a horny 18 year old, I gave in. The then proceeded to fuck me for about 5 minutes when he started to go faster. I felt his dick get bigger and then he grunted as he came in me.

He pulled out of me, pulled up his pants and left the booth with me standing there with my pantyhose around my ankles saying “what the fuck just happened!”
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KendraNelson
KendraNelson 26 days ago
to Guy49007 : Thanks!
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KendraNelson
KendraNelson 26 days ago
to DeeAngels : Thanks!
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Onewhohasfun
Onewhohasfun 27 days ago
my first time was definitely someone on craigslist.  I did finally get with another CD before that and dressing which was amazing, but she ended up just wanting me to fuck her which i didn't think would happen because when i'm dressed i'm usually submissive, but I did. I remember once she left I still had the hotel room for the night and ended up making myself sissygasm so hard with a toy..... And that led up to another meet, my first time with some guy who was in town working powerlines or something staying in a hotel.  I didn't have all my fem hear, buy was wearing a thong and bra, and he fucked me doggstyle on the bed and said he coudln't beleive how much i was cumming. I honestly didn't think I did that much.  It felt so good and then I saw how much I was leaking.  It was pretty big, i had been playing with toys to prepare but nothing like the real thing!!!
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Onewhohasfun
Onewhohasfun 27 days ago
Wow what a great introduction! Do you cum from being fucked now? You are very sexy btw too :smile:
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Pat2610
Pat2610 1 month ago
We love glory holes
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merc123 1 month ago
I`d fooled around with a few guys when I was young , but it wasn`t until I was about 25 that I was really fucked. I`d been looking at ads in the local paper for trans escorts and decided it was time . I hired a trans girl to come to my place and when I explained what I wanted she was great . She was gentle and it took time to get in me , but when she did it was awesome. She fucked me for about ten minutes until I shot my load all over my self. 
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DeeAngels
DeeAngels 1 month ago
to KendraNelson : Just A Lovely Story To Read and Stroke to!!!
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Guy49007
Guy49007 1 month ago
Great story thinking back now wish something like this had happened to me lol
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Guy49007
Guy49007 1 month ago
to KendraNelson : Great story love reading first time ones
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groquick06
groquick06 1 month ago
started sucking cock when I was 15 and at 17 I met a gentleman in his forties through a classified ad.
We saw several times where I sucked him off in his car and he asked me to go with him. I accepted and he prepared and lubricated my ass for a long time and he fucked me gently and breeds me
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Raymond_84
Raymond_84 1 month ago
I was 35. He came to my place for a blow job. While I was sucking him, he suddenly said he wants to fuck me. I lubed my sissy hole and he slide his black cock inside (no condom). It didn't take long for him to cum, maybe 2 minutes. Our whole encounter was over in less than 10 minutes.
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DavieLeigh
DavieLeigh 5 months ago
to KendraNelson : OMG, what a great story. I'd love for that to have happened to me when I was 18.
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itsme2853 7 months ago
I had different circumstances but the same results, after the first time I felt a guys cock deep in my asshole pumping me, I was hooked, I still top sometimes but bottoming is by far what I like best, I have even had a few anal orgasms and they are fantastic.
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gambit5077 7 months ago
to little_stickman : would love to read 
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gambit5077 7 months ago
that was so hot :smile: 
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ropaul45
ropaul45 9 months ago
good story
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gastguy52 9 months ago
My 1st time was with my older brother I had been sucking him for a few months ,one day he said he wanted to rub his dick in my ass crack to cum so I let him . He did that for a bit then he slipped it into my ass ,it hurt but he kept using me after a bit it stopped hurting and I liked it ,after he came he pulled out and walked away left me on the floor .I swore that would never happen again ,but 2 days later he had me naked in the woods bent over a tree .I soon came to realize I liked the idea of a guy sticking his dick in me.
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AllenB12
AllenB12 10 months ago
I was 23 and definitely not expecting (or wanting) it to happen but it did. I have a post detailing the entire relationship. I guess I felt like I owed her in some respects. 
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AllenB12
AllenB12 10 months ago
Mine was a bit by accident to some extent but it happened and I own it. I have a profile post describing the entire 6-month relationship and how it happened that fateful afternoon. Human sperm is definitely unique and you either love it or hate it IMO...although a person can grow to accept it. 
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cuckoldpa 10 months ago
to DavieLeigh : they are the best
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KendraNelson
KendraNelson 11 months ago
to DavieLeigh : I wish that they were still here in my town
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Paquito_74 11 months ago
Me ha encantado tu primer anal. Me ha puesto muy caliente... 
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DavieLeigh
DavieLeigh 11 months ago
to KendraNelson : I love book stores with video arcades.
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little_stickman
little_stickman 11 months ago
We were 17 and naive, but was with a track teammate that was equally naive. I actually wrote the story up in my stories.  
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tunca
tunca 11 months ago
So hot
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sandy-balls 1 year ago
Wow!
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Mimeromole
Mimeromole 1 year ago
On my ass  have semen came off on my ass l put my finger in to my ass and get all semen get off suck homs dick last time for one minute 
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Mimeromole
Mimeromole 1 year ago
 Him moved  fast take 2 minutes and cums inside onm
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Mimeromole
Mimeromole 1 year ago
My fist time l yes a guy came from.different town go to the motel l suck his fick is hard for 10.minites wfter that him rubber my ass is so tide. Pu 1 finger inside l fell great after 10.minutes play with his finger on my ass jim try to put me with all my legs on the air and pit hims dick out very close from my  ass and try to put inside l feel  great when the dick go inside lithe by litle slow  wjen him jave half dick inside on my ass him take off l suck for 15 minutes. O less and him try doggie style . I very hoy. And him put all dick inside on.my ass l fill like bitch 😒 
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