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Sex with new partner... HELP

Raincoat Massacre

<3 Kelly Clarkson <3
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Just recently met this guy a few weeks ago, we're going to start getting intimate but my main concern is... he's big. Like 8'' and pretty wide. I'm afraid he's going to hurt me because I have never taken a size like this. Tips for anal would be much appreciated. (*8*)

Also, how often is TOO often for anal sex?
 
Lots of lube and patience. Explain to him your situation - I'm sure he'll understand.
 
I don't bottom a lot. Guys who have topped me have told me I'm very tight (even though I think I do a pretty good job of getting relaxed). Guys who are 7" and not so thick have caused me some discomfort. However, I have a fuckbud who is over 9" and very thick, total top. He's an expert rimmer, loves to make out, lots of hot foreplay, kissing, etc. I take him with much greater ease and negligible pain than some guys with much smaller cocks.
 
I don't bottom a lot. Guys who have topped me have told me I'm very tight (even though I think I do a pretty good job of getting relaxed). Guys who are 7" and not so thick have caused me some discomfort. However, I have a fuckbud who is over 9" and very thick, total top. He's an expert rimmer, loves to make out, lots of hot foreplay, kissing, etc. I take him with much greater ease and negligible pain than some guys with much smaller cocks.

Thanks Pale. I'm thinking that rimming would really help me relax more. Wow, nine... I can't even begin to imagine! Good for you though! I'm thinking heavy extensive foreplay is a must! ..|
 
The question is how invested you are in this relationship. If you have reservations about putting a cock that big up your ass, then don't do it. If it's not something you enjoy and it hurts, then you're not doing it for your pleasure- you're doing it for his pleasure.

Sex should be pleasurable for both parties.

However, if this is serious and you feel like it's a long-term thing, then invest in a set of buttplugs. There are a couple of companies that market sets of 3 buttplugs- small, medium and large. Start with the size that is most comfortable for you. Put it in and leave it until you've relaxed completely. Use it when you jack-off. Work your way up to the larger size buttplug. When you've learned to relax completely to take the largest buttplug, you'll be able to take a dick the size of your boyfriend's without difficulty and perhaps with pleasure.
 
Oh yeah, he does know and he is very understanding. I just keep reading horror stories of guys getting injured and it is causing some anxiety. :cry:

Before the first time I bottomed, I never had anything up my butt except a thermometer when I was a baby. The first guy who topped me was 9". However, he was patient, rimmed me extensively, and fingered me with lots of lube. It was great. Obviously, there was some pain in the beginning, and a little when he went balls deep and bumped up against the turn in my colon or rectum or whatever is back there. I had no pain after or the next day.

I assume you are not an anal virgin. If he is patient and good with his tongue, then you shouldn't have a problem. However, if you get so anxious, you'll end up holding your breath and not relaxing your anus, and that will cause you problems. Just take it slow, make sure you breath when he is fucking you, and relax, relax, relax. And yes, lots of making out and foreplay.

Be sure to come back and tell us how it goes.
 
How often is too often? Haven't found it yet. The neat part of bottoming is that you can enjoy the hell out of it even without getting off. If you are a slut, then you can bottom for mutiple tops in a short time without needing to get back in the mood (recover from shooting your wadd), or so I have heard.
 
"Too often" would depend on your body. If you're used to the cock, then I'm sure you can go multiple times a week. Some people are naturally relaxed, while others aren't so much. I'm unfortunately the latter and have to play with a Dildo for a bit before taking a big cock if it comes to that.
 
The question is how invested you are in this relationship. If you have reservations about putting a cock that big up your ass, then don't do it. If it's not something you enjoy and it hurts, then you're not doing it for your pleasure- you're doing it for his pleasure.

Sex should be pleasurable for both parties.

However, if this is serious and you feel like it's a long-term thing, then invest in a set of buttplugs. There are a couple of companies that market sets of 3 buttplugs- small, medium and large. Start with the size that is most comfortable for you. Put it in and leave it until you've relaxed completely. Use it when you jack-off. Work your way up to the larger size buttplug. When you've learned to relax completely to take the largest buttplug, you'll be able to take a dick the size of your boyfriend's without difficulty and perhaps with pleasure.

Oh, I'm not uncomfortable with being with him. That's not the issue. It's just that my last boyfriend was nowhere near that size and I'm just nervous about taking him. He isn't forcing me to do anything I don't want to do. I REALLY want to be with him intimately. I just spend too much time on the internet and run into the 'goatse' meme and freak out. I think to myself "Oh dear god, I don't want to look like that because my boyfriend is hung like a horse." LOL
 
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