Advice needed for anal sex

BarebottomTX

Expert Member
Joined
Feb 15, 2021
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Location
Texarkana, Texas, US
Sexuality
50% Straight, 50% Gay
Gender
Male
I’m talking with a man that is hung and thick. We’re both older and bisexual. He is a Top, and I identify as a bottom.

He and I are discussing a FWB situation with regular meetings.
Problem is I’ve never had anal with a man. I have worn plugs, and been pegged with various size strap ons.

It’s been a while since he has been with a bottom and has brought up breeding me.

We haven’t discussed Prep yet, we’re just in the talking and mutual interest phase.
However every time we talk and I think about being fucked by him I get hard.

Is this normal? I know the dangers of going bare. I think the FWB situation will be monogamous. It will be from my side for sure.

Basically I’m wanting any advice about taking a Dick for the first time? Best position to bottom for a hung Top? Especially any advice on getting bred. Thanks for any advice in advance.
 
Maybe ask him to wear a condom the first time and see where it goes? Maybe post in the Ask A Gay section? Maybe do some dildo workouts prior? Better yet, let him work some toys in you first! Then you'll be ready. Maybe just watch some good old porn vids of guys fucking as well?

As far finally getting the chance to be fucked... I envy you. In my area it's all bottoms!
 
Good advice by @WilliamG
If regular meetings are planned, then start slow and experiment. With well hung guys, I find using one of the cowboy positions good as you can control the depth he goes and the speed of thrusting. If you're used to plugs, then try one just before you fuck, it will help to get you relaxed.
Try this site out, which gives you some great gifs on just about every position known to man.
Gay Sex Positions Guide
 
We haven’t discussed Prep yet, we’re just in the talking and mutual interest phase.
However every time we talk and I think about being fucked by him I get hard.
PrEP is something you take. If you want to bareback and get bred, go to the doctor and get a prescription. Talking about it is nice, but only you control your sexual health.
 
I’m talking with a man that is hung and thick. We’re both older and bisexual. He is a Top, and I identify as a bottom.

He and I are discussing a FWB situation with regular meetings.
Problem is I’ve never had anal with a man. I have worn plugs, and been pegged with various size strap ons.

It’s been a while since he has been with a bottom and has brought up breeding me.

We haven’t discussed Prep yet, we’re just in the talking and mutual interest phase.
However every time we talk and I think about being fucked by him I get hard.

Is this normal? I know the dangers of going bare. I think the FWB situation will be monogamous. It will be from my side for sure.

Basically I’m wanting any advice about taking a Dick for the first time? Best position to bottom for a hung Top? Especially any advice on getting bred. Thanks for any advice in advance.
You mention that both of you are bi, the question about "prep" is do you know his sexual health every time you meet, so its an insurance policy for you if you want raw and to have him cum inside you. Any concerns use a condom

Regarding position it will be down to a bit of experimentation, I prefer doggie to start but when it cums to the main action missionary or better still laying in a swing.
 
As a virgin bottom, my advice is probably useless. But I’d advise using larger dildos before taking a big cock.

I started with 6.5” and 1.5” thick and it hurt a lot the first time. But after “resting” for a few minutes it felt great

I used that dildo a while. Then tried a larger one. 8.5” and 2.25” thick and it hurts like hell the first time. Much more than the first time with the smaller. However I love how it feels deep inside me.

All that said. I can’t imagine taking a big cock the first time without getting yourself ready for it. Unless he is just a good top who is gentle and patient. BUT based on home already wanting to “breed you”. I have a feeling he’s aggressive.

sounds like it might end up being hot either way.