First time bottom

DirtyBishop

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So i tried to bottom again yesterday & i just cant do it. He got like the head of his cock in, but after that it just hurt way too bad. Do I need to just stop being a pussy and take it or any advice someone can give me for a first time? I am a top but would like to become a little more vers. Thanks!
 

D_BenJo_Ahanakokolele

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the first few times will always hurt. just letting you know.

have him rim you and lube you up with spit, relax and go in slow. if anything else get a bit buzzed with your preferred alcoholic drink and continue.

you'll get used to it after that.
 

D_22

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For me, the first insertion is ridiculously painful. I usually have to make my bf pull out. After that, I can take it. It also feels better with a crap ton of lube and fingering to open you up will play a big part and help.
 

erratic

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That's a sign that you're going too fast.

Slow down and use more lube. If it feels uncomfortable, pull back a bit, apply more lube, and wait for the discomfort to pass before continuing slowly onward.

And good luck!
 

DFW_Lurker

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Agreed with above posters, immense pain is a sign you are going way too fast. My partner is always tight so we have to take our time working him loose enough to accommodate me. The one problem with a big head is he must take the biggest part first, there is no real warmup. Here is what we do.
I'll sometimes eat him out and that will begin to loosen him up.
Then we get into a comfortable position and I apply generous amounts of lube to my head and his ass. I press my head against him and using my hand I move my cock in a small circular motion. As I do this he will begin to relax and I can feel myself slowly enter so I continue moving my cock in that motion and very slowly sliding in until I feel my head pop fully inside. Then I usually have to wait a minute or so before sliding all the way in and proceeding.

I hope telling you what we do helps you.
 
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chadstallion

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That's a sign that you're going too fast.

Slow down and use more lube. If it feels uncomfortable, pull back a bit, apply more lube, and wait for the discomfort to pass before continuing slowly onward.

And good luck!

and be a considerate bottom; clean up and out before you start to play.
 

IntentsOfCare

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Don't' ever think that you are being a pussy, pain is your body's way of telling you something is wrong. Listen to that, make him pull out or pull away. There needs to be a little more foreplay to relax it and get it ready and open. People will tell you a lot of lube but that is not the best advice. It has to be quality lube, cheap stuff tends to be tacky and creates resistance, no matter how much you put in there. You'll just end up with a sticky, slushy bum. And I know it ruins the porn fantasy that so many men have but lube shooters are great. Gel lubes don't' require a shooter but I notice that they tend to be the most tacky and leave residue behind. Water base is great, if things get dry just rehydrate it and it'll last a bit more (spit lube for you guy who are into that).
 

D_Phil_S_Steen

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I'm actually in the same boat, guys, so thanks for all the advice. I tried once and it hurt really badly and I started to feel like I might pass out. I want to bottom, though, cause the idea of it really turns me on. Guess I'm still just slightly traumatised from that first try.
 

brinzaulsschwul

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Sweetheart, IGNORE all that 'advice' about using spit, very bad sexual health advice.
Have a relaxing warm bath with your man and take time to relax and get in the mood
Have plenty of foreplay to relax even more and use plenty of water based lube around the arse
When you are fully relaxed put a correctly fitting condom on his cock and smother it in water based lube and get him to put more water based lube around your arse
Now you should be ready to roll,
ensure that he is laying on his back, you can then straddle him and position yourself over his cock
together put the cock on target (your ring piece) and the YOU can slide down onto his cock taking your time. This way, you will also be able to move around more easily into a comfortable position, when you are sure you are comfortable and not in any pain you are start to slowly ride the cock.
You will have to add more water based lube at some point to (1) ensure that the condom does not get damaged and (2) that you get a smooth ride.

Some guys like to douche before sex, whilst this makes you clean inside, it also remove the natural lubrication from within and dries the lining of the arse out thus making it fragile and prone to tearing. Your arse might tear anyway as you are a virgin and at other times. If this happens, stop fucking and if there is lots of blood see the ER doctor.

Anal sex can be great fun, but it is not for everybody. I've forgotten the last time I had a cock up my arse, I just find it too uncomfortable so don't worry if it's not for you, there are plenty of other things we can do that are enjoyable

Brinz
 

malakos

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Some guys like to douche before sex, whilst this makes you clean inside, it also remove the natural lubrication from within and dries the lining of the arse out thus making it fragile and prone to tearing.

That's a good point. And it makes it more difficult to artificially lubricate the rectum. That's why I usually douche, but I try to keep the amount to a minimum. However, from an even more extended time of experience, I have found that the natural lubrication of the rectum is a little sticky and stiff, and flushing with a very small amount of water helps to loosen it up. But that could just be an issue of being hydrated.