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Did you top or bottom for your first time?

PrinceCory said:
@Peloso - I should have proof read that better. I meant to say, Why DID it hurt so much the second time?
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I think it hurts the first few times for a lot of guys, at least at first. I'm more curious about why it didn't hurt the first time. I wasn't eager to try bottoming. My friend talked me into it. I didn't think anything would happen, so my butt was probably super relaxed. I think I may have even been looking at a magazine or something when *whoosh!*!!! The look on my face must have been comical. No pain, but it felt like I had a three day old rock hard turd in my ass. It was disconcerting, to say the least.

It took me a while to get into it. The second time I was dreading that initial giant-turd-in-my-ass feeling so I was probably not sufficiently relaxed.
 
ChristianGianni said:
I'm tall over 6 foot and most guys always assume (rightly) that I'm a Top, but when Bottoms tell me that I don't know what I'm missing, yeah, it makes me curious, that's why I said never say never. :)
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I have the same situation, but mostly because of my race. Everybody assumed I am a top, but one of my best friends is also mixed race (Black and White) but he is a total bottom, and he hates when guys assumed otherwise :ROFLMAO:
 
Reischfleger said:
I have the same situation, but mostly because of my race. Everybody assumed I am a top, but one of my best friends is also mixed race (Black and White) but he is a total bottom, and he hates when guys assumed otherwise :ROFLMAO:
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We could be Twins, I'm mixed race too, I'm half Danish, half Italian :kiss:
 
Peloso said:
I think it hurts the first few times for a lot of guys, at least at first. I'm more curious about why it didn't hurt the first time. I wasn't eager to try bottoming. My friend talked me into it. I didn't think anything would happen, so my butt was probably super relaxed. I think I may have even been looking at a magazine or something when *whoosh!*!!! The look on my face must have been comical. No pain, but it felt like I had a three day old rock hard turd in my ass. It was disconcerting, to say the least.

It took me a while to get into it. The second time I was dreading that initial giant-turd-in-my-ass feeling so I was probably not sufficiently relaxed.
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This is exactly likely the case.

But I also found that it made a huge difference if I had a hot shower or tub and did any prep before hand. The more relaxed I was, the easier it was. I only remember one time when it was painful and it was just because it was a spit fuck.
 
Peloso said:
I think it hurts the first few times for a lot of guys, at least at first. I'm more curious about why it didn't hurt the first time. I wasn't eager to try bottoming. My friend talked me into it. I didn't think anything would happen, so my butt was probably super relaxed. I think I may have even been looking at a magazine or something when *whoosh!*!!! The look on my face must have been comical. No pain, but it felt like I had a three day old rock hard turd in my ass. It was disconcerting, to say the least.

It took me a while to get into it. The second time I was dreading that initial giant-turd-in-my-ass feeling so I was probably not sufficiently relaxed.
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I know it hurt at first for me - but I was nervous as hell about it.

And of course my friend was saying "just relax now" and all I could think is "how the hell am I supposed to relax when you are kneeling behind me waiting to shove your cock in my ass?"
 
So..a few days after my first fucking I spent an afternoon getting fucked by a couple of guys--one of them a superstar escort top, the other, the man who rep'd us both and whose stable of boys I had just joined--as a sort of tutorial on how to get fucked. Two pieces of advice I was given:

It's supposed to hurt, at least at first. And definitely when you're really getting ploughed.

Even if it doesn't, act as if it does. Wince, grimace, take a deep breath, grit your teeth...whatever. There isn't a guy out there who doesn't want to believe his dick can do some real damage.

A while back I was bound and gagged and mercilessly fucked and it never stopped hurting. I was the most exciting fuck I've ever had.
 
There hasn't been a 1st time for me (& it'll most likely remain that way).
but that said, I tend to think I'd more likely go for being top (though there is the 'never say never thing...)
 
My first time having anal sex I was the bottom, and it was amazing. Granted, the initial entry was painful, but soon enough pleasure took over and I begging for it hard and fast. It’s a good thing I’d had a few years of solo practice with objects up my ass, otherwise that first time with a real dick drilling me would’ve been a disaster,
But the way I lost my virginity was by sucking dick, and getting sucked. The first time a real dick entered my mouth I suddenly realize what I had been born for.
 
MoaningMike said:
My first time having anal sex I was the bottom, and it was amazing. Granted, the initial entry was painful, but soon enough pleasure took over and I begging for it hard and fast. It’s a good thing I’d had a few years of solo practice with objects up my ass, otherwise that first time with a real dick drilling me would’ve been a disaster,
But the way I lost my virginity was by sucking dick, and getting sucked. The first time a real dick entered my mouth I suddenly realize what I had been born for.
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Very similar to me. Tried out different toys throughout the years. Loved the jelly style dildos and vibrating. Would really like to try out a thrusting style. I also absolutely love being talked dirty to. 👍😛😛😍
 
marley351 said:
Very similar to me. Tried out different toys throughout the years. Loved the jelly style dildos and vibrating. Would really like to try out a thrusting style. I also absolutely love being talked dirty to. 👍😛😛😍
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Ever since I was able to buy toys, I’ve had various dildos (vibrating or regular) in various sizes, prostate massagers, butt plugs. The dildos with a suction cup base get the most use because I love to ride and use my hands to jerk off. I have some glass ones (the glass is tempered and won’t break) that are excellent because you can use oil based lubes, I love Albolene because it doesn’t dry out like water based lives. I have a powerful prostate massager that I can sit on and let it vibrate the cum out of me. The ultimate anal toy is a fucking machine, something every bottom needs. It can fuck you at any speed you want, as long as you want, and in any position you want. The only bad thing is the motors are noisy, and some units are pretty large. They range in price greatly, you don’t need to spend an insane amount to get a good fucking, but you don’t want a cheap one because the motor won’t last. One of my friends has one he paid $1,000 for, and since he lives in a house in the country, no one will hear the motor or the screams of joy and the cries of “OH FUCK ME!”. He lets me use it anytime I want, and I will let it fuck me for hours. If I owned one I’d have to work from home, because I’d be using it constantly.
When I first started using toys it was right around the time I hit puberty like a ton of bricks. This was before you could buy toys online, so I had to use objects I found around the house. My father had a huge amount of tools in his workshop in the basement, and I used everything that was a good substitute for a dick, usually with Vaseline or Crisco.
 
Bottomed. My companion wanted to get topped too, but I never managed.

Anal sex is my preferred sex, but it's never been umproblematic.
 
MoaningMike said:
Ever since I was able to buy toys, I’ve had various dildos (vibrating or regular) in various sizes, prostate massagers, butt plugs. The dildos with a suction cup base get the most use because I love to ride and use my hands to jerk off. I have some glass ones (the glass is tempered and won’t break) that are excellent because you can use oil based lubes, I love Albolene because it doesn’t dry out like water based lives. I have a powerful prostate massager that I can sit on and let it vibrate the cum out of me. The ultimate anal toy is a fucking machine, something every bottom needs. It can fuck you at any speed you want, as long as you want, and in any position you want. The only bad thing is the motors are noisy, and some units are pretty large. They range in price greatly, you don’t need to spend an insane amount to get a good fucking, but you don’t want a cheap one because the motor won’t last. One of my friends has one he paid $1,000 for, and since he lives in a house in the country, no one will hear the motor or the screams of joy and the cries of “OH FUCK ME!”. He lets me use it anytime I want, and I will let it fuck me for hours. If I owned one I’d have to work from home, because I’d be using it constantly.
When I first started using toys it was right around the time I hit puberty like a ton of bricks. This was before you could buy toys online, so I had to use objects I found around the house. My father had a huge amount of tools in his workshop in the basement, and I used everything that was a good substitute for a dick, usually with Vaseline or Crisco.
Click to expand...
Everything is a dildo if you are adventurous enough.
 
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