Describe the first time you masturbated on webcam (+18)

1

1064979

Guest
Tell me about the first time you decided to jerk off in front of your webcam for strangers. On which website? Describe your first webcam experience. Why did you do it?

For me it was on Chaturbate. I discovered this website in 2014. I was looking at webcam since few months there. I was watching girls and guys and then one guy I was watching ask me if I was planning to show off too. I told him I never did that. He insisted but I refused. I was thinking about that all the next day. Showing my cock on the Internet was not my concern ;) But it was exciting me (I was a bit exhibitionist - in locker-room for example).
So I decided to get a try that night. I start my chaturbate session. I put my computer to the side next to me in my bed. Then I clicked on Broadcast. We were there. I was naked. My cock was still soft - I was so nervous. I was hidding half of my head so people could see my mouth. Then a first viewer came into my chat room. So nervous!!! I remember he told me that my cock was really nice (in fact everyone tell this when entering a room). I asked me to get hard so I started to jerk off. And then he left ... But then, I had about 15 viewers watching me. I jerked off for about half an hour and people asked me to cum. I was so excited and I started to accelerate. It was enough to make me cum in a few seconds!! It was really huge. People who were watching sent "mmmm" or "nice shot" as usual. I was a bit proud of my cumshot ;) Then I closed my session. The excitement fell and I was a little ashamed. But I did it many time since that so ...
 

Tripod228mm

Loved Member
Verified
Gold
Joined
Dec 4, 2015
Posts
128
Media
6
Likes
745
Points
413
Location
East Grand Forks (Minnesota, United States)
Verification
View
Sexuality
100% Straight, 0% Gay
Gender
Male
There were two "first" times. One time, I was chatting with a woman from Yahoo! chatrooms waaaaaay back. We are talking 1999-2001 or so, maybe even further back than that? Anyway, I assumed it was a man pretending to be a woman, but I was willing to roll with it. She begged me to do lots of things, and I reluctantly did, just because it was sooooo weird yet interesting. After chatting with her for about six months, "she" got a webcam of her own. I helped her set it up. She showed up on cam, and she was really a she. I couldn't believe it. As my reward for sticking with her for 6 months and helping her get her cam set up, she let me see her do things to herself while her husband was asleep on the couch behind her and the curtains were open to her busy street. I only saw her online twice after that (but never nude) and then never again. She claimed that I was the only person she had seen naked other than her husband, and I was the only other one to see her (she was very conservative, religious, and I had no reason to doubt her). Her husband was extremely abusive, and my own story of leaving a very abusive spouse inspired her. I am scared to think what happened to her, though.

The other "first" time was when my wife and I used to cam on anywebcam.org waaaaay back when there were just 50 of us, and it is NOT the site associated with Chaturbate like it is today. Same logo, but not the same site at all. We never got naked, well, at first, until we were chatting with a college grad who was living alone for the first time and lonely, so my wife dared me to get naked for her, then my wife did things to me in front of her. It really turned on my wife to do that in front of another woman (the other woman was on cam, too, but didn't show us anything except her bra). I was so scared and nervous that I don't think I ever actually got hard during any of that, nor did I ever cum.

My wife's first and only time, though: While on anywebcam for over a year, my wife (though she was my gf at the time, IIRC) never showed anything. We had been regulars along with a bunch of others, and we always talked to this dude from Australia who had the largest penis known to mankind (unless it was fake, but then he was really good at it). I mean, this penis went beyond his knees. It was insane. Anyway, after chatting with this guy almost nightly for a year, my wife just randomly lifted her shirt and bra and let him see her boobs. He was so excited that he came without even touching himself. It was pretty spectacular. After that, my wife would go braless and show off her pokey nipples a lot, but never anything more than that.

Wow, the memories. That was 20 years ago already. Good grief! My wife would never, ever, ever do anything like this again. And if I even mentioned it, she would get so upset.
 
1

1064979

Guest
Thanks for sharing. I really enjoy that. I hope it reminded you of good memories :)
 
1

1337357

Guest
i was naive; i first heard of masturbation in a sex ed book; it talked about how males masturbate in various ways, including rubbing their penises against the sheets in bed; i was like “no kidding.”

so i tried it and it felt good; I kept going and eventually came (and came); i later learned of more efficient methods, but that i’ll never forget.
 
1

1337357

Guest
i was naive; i first heard of masturbation in a sex ed book; it talked about how males masturbate in various ways, including rubbing their penises against the sheets in bed; i was like “no kidding.”

so i tried it and it felt good; I kept going and eventually came (and came); i later learned of more efficient methods, but that i’ll never forget.
sorry, no webcam mention!
 

Reg

Superior Member
Cammer
Joined
Apr 19, 2012
Posts
8,083
Media
38
Likes
5,661
Points
448
Location
San Antonio (Texas, United States)
Sexuality
50% Straight, 50% Gay
Gender
Male
Mine was a few years ago on Cam4. I had been watching but never camming from my side. Was watching a guy who was so sexy and we were talking back and forth on private. He asks me to turn my cam on and jack with him. I was reluctant but eventually set the computer up to cam with out showing my face. I dropped my underwear and kind of manipulated my balls and cock then squeezed the tip to show him some pre cum. We began an intense talking session about what we wanted to do to each other and stroked our cocks. After a few minutes more he exploded and shot cum all over his stomach. I had about 6 watching me and I stroked faster and then shot my load all over my stomach. It was a fun tim and I have done it many times since.
 

wilsonthevolleyball

Worshipped Member
Verified
Gold
Cammer
Joined
Sep 17, 2017
Posts
2,646
Media
146
Likes
15,146
Points
433
Location
Nashville (Tennessee, United States)
Verification
View
Sexuality
100% Straight, 0% Gay
Gender
Male
I don't remember the exact first time but I first started on yahoo chat and cam4. I used to invite people from message boards to watch me in yahoo. I don't remember if I first came in chat or on cam4. Now I use Chaturbate.
I love getting naked on cam and stroking for all to watch.
I've had as many as 50 people watching me jackoff. Makes me cum so hard. Wife is here now or I would be cammed up and playing.
 
  • Like
Reactions: 1 person

rbi99

Worshipped Member
Verified
Gold
Joined
May 12, 2010
Posts
1,759
Media
386
Likes
10,778
Points
543
Location
Ohio (United States)
Verification
View
Sexuality
99% Straight, 1% Gay
Gender
Male
Wasn't my first time, but years ago I hooked up with a woman on cam (I was on cam not her - naturally!!!). We were on a website and others were watching me and the two of us texting back and forth. It got intense. People were going crazy with their responses, and she and I might as well have been actually fucking it was so good. When I finally came I had a nice load and I think everyone watching and texting either came also, or were grabbing a smoke!!!
 

mrbigdoc

Superior Member
Joined
Feb 13, 2019
Posts
610
Media
37
Likes
4,029
Points
288
Location
Brighton (Colorado, United States)
Sexuality
90% Straight, 10% Gay
Gender
Male
My first was on XHamster. It was with a guy that I have had a connection with for almost a year. When we started I was so excited and hard and I cam almost instantly when I seen his fine hard cock. Can't imagine what I would have done if we had all this acess as a teen in the 60's.
 

WilliamG

Worshipped Member
Verified
Gold
Cammer
Joined
May 31, 2018
Posts
3,134
Media
40
Likes
11,754
Points
433
Location
Los Angeles, California, US
Verification
View
Sexuality
69% Straight, 31% Gay
Gender
Male
My first time was only a couple years ago. There used to be several random cam site one could log into and go for it. But all of them are now "pay for play" sites. If you show nudity - you were "banned". But for a monthly fee you will be "un-banned". I think most of those sites took a hit when they did that. I now only use Skype. But I miss the random "click thru to the next" model of caming.
As far as the experience, the first guy I actually came with was a much younger guy. Very nice smooth shaved cock and balls. We right away were kind of awkward and nervous. But soon we enjoyed our conversation as we stroked. We both came close together and both agreed it would have been nice to be in a "real" setting.
 
1

1362255

Guest
There's still free webcam websites. Try Dirtyroulette. You don't need a membership and you don't need to make an account, unless you want to. I'm sometimes there -- maybe I'll see you sometime? ;)

My first time was only a couple years ago. There used to be several random cam site one could log into and go for it. But all of them are now "pay for play" sites. If you show nudity - you were "banned". But for a monthly fee you will be "un-banned". I think most of those sites took a hit when they did that. I now only use Skype. But I miss the random "click thru to the next" model of caming.
As far as the experience, the first guy I actually came with was a much younger guy. Very nice smooth shaved cock and balls. We right away were kind of awkward and nervous. But soon we enjoyed our conversation as we stroked. We both came close together and both agreed it would have been nice to be in a "real" setting.
 

lincwonderer

Superior Member
Verified
Gold
Joined
Jan 4, 2018
Posts
134
Media
28
Likes
3,652
Points
413
Location
London (Greater London, England)
Verification
View
Gender
Male
My first experience wasn't too thrilling...

I was in my first year of Uni, recently turned 19 and desperately horny (and broke). I was considering escorting but thought I'd have more anonymity with webcam's. So I joined chaturbate.

Side note: I usually clean shave my face & chest, and either finely trim or shave my pubes.

After my first two sessions my account was blocked due to fears I was underage. I fully understood the concern as despite being 19 at the time (and the same even now at 22), with such little hair and a lean body type, people assumed I was underage.

Once providing further ID I had my account unblocked, however every time I tried broadcasting I had error messages and further age concerns, so I gave up.

I'm not sure if I have it in me to broadcast anymore, I sometimes use the cams on LPSG but very rarely.
 
1

1064979

Guest
Thanks for sharing your first time :) Really interesting. That’s too bad you don’t cam anymore... :(
 

ivec

Expert Member
Joined
Mar 7, 2019
Posts
54
Media
0
Likes
115
Points
28
Location
Manila (National Capital Region, Philippines)
Sexuality
100% Gay, 0% Straight
Gender
Male
I think my first experience was on Chatroulette and Omegle.

First ones was with two white boys I reckon I look on camera standing in front and rubbing they're dick bulge. I was the lucky ones not skipped, so we started the conversation so they assumed I was a girl. Given when I was in High school I was having a softcore encounter by some members of the varsity team I touch their dick they don't mind, they rub their dick bulge on my ass until they jerk it off at the restroom, they would hump my ass whenever no one is looking. Back on, topic - the two white boys started a conversation while one of them keep rubbing his dick.

"Hey, babe you look amazing."

"You too, kinda my type."

"We like you babe."

"♥️"

"Show us something cutie."

"I start flexing." (they saw my bulge too)

"Wtf?! you a dude?"

"Uhm yep, don't like it?" (a pause like a minute, still rubbing the dick)

"Really sorry bro, not into dudes."

"It's fine." (a pause like a sec, the camera switched)

I stop today's webcam and jack off to some gay porn.

Second one is really hot, I have my glasses on I think it was an hour attempt to barter off some hot steamy action and finally I landed on one a hot shred muscle stud in brown boxers brief he looks handsome too like seriously I could see his chiseled abs, pecs and his arms. Imagine a shred football player! Oh my gosh jackpot! I started the conversation.

"Hi, for starters I'm gay."

"Cool I don't mind." (He was just sitting there not touching anything even his bulge, well that is a turn on to me. I think wow that's a first time.)

"I look ugly, haha"

"Nah, can I see you without glasses?"

"Sure." (I take off my glasses)

"Cute!"

"Thanks!"

"You look cuter with glasses on." (He started rubbing his dick.)

"You are hot."

"You are a cutie, especially with those glasses."

"...ty"

"Can you stand for me." (He was checking me out.)

"Sorry, If I am too skinny."

"You're sexy."

He started jerking off, I started jerking off too we stare at each other on cam not missing anything showing my facial expression, putting my finger on my mouth and doing body movement for him. Then he type.

"Show ur ass." (I showed him.)

"You like it with hair? hairy legs too."

"I like you that way."

I started getting really hot who can't? when a perfect alpha male with both face and fit body physique tell that to you? I played my ass for him even though I was a virgin and never played my ass before, he realized it.

"Virgin?"

"Yeah, haha"

"I like you even more."

He stand up remove his boxers brief, while I keep playing my ass in the best I could. He type.

"I cum..."

I realized he was about to cum, so I typed this I want it to be perfect experience to him.

"Cum in my ass, babe."

He was signaling using his hand he is about to cum. Jerking his dick faster and faster to orgasm using both his hands. Showing him my facial expression, I typed.

"Cum in me."

1...2...3...Ahhhhhh He squirted like Five shots drizzling white delicious man juice on his abs. His facial and body expression, I felt it too. I started jerking off faster and faster while I watched cum drizzle on his body.

"Your turn babe."

He proceeds to act like he was licking my ass, while he rub his dick for it to stay hard both of us staring at each other. Another orgasm, he cum first and I cum while watching his cum drizzle on his abs for the second time.

"That was fun cutie. Where do u live?"

"I'm from Philippines, sadly."

"Aww sucks."

"Yeah."

"I gtg, that was fun cutie with glasses."

"Yeah, you are very hot and handsome."

A wink, a second of pause, I wave bye and out. I wanted to get his name, his fb, or his e-mail, but I miss that chance. I guess he was in a hurry and I felt like we spend like an hour. I kind of fell in love with a stranger.
 

wellhunguk

Superior Member
Verified
Gold
Joined
Aug 25, 2010
Posts
1,049
Media
60
Likes
5,405
Points
543
Location
UK
Verification
View
Sexuality
90% Straight, 10% Gay
Gender
Male
It was around 2007 and I was in my 20's.

I was on a dating site, and used to tell women I was well endowed. At that time, a lot of women would respons out of curiosity, and from time to time it resulted with me showing my cock on cam.

They would be in awe of my size, and often they would play with themselves. We would often then meet so that they could experience it.

Back then there was no tumblr etc, so women were exposed to less cock pics and dick pics. Camming was a great discovery!
 
  • Like
Reactions: Rustyridge