The thought of first time anal sex can be daunting. A quick guide can be very helpful. Anal sex is often perceived as the ultimate type of gay love making.
First Time Anal Sex
Everyone has to start from somewhere. It’s best if you have the knowledge before you progress into anal sex, so you know what is going to happen!
Surprise…anal sex can hurt at first. It might well be termed as something uncomfortable at the beginning.
If you want to try it though, here are some tips on how to begin and how to experience it. You might think that if you’re not doing it correctly, or think negative thoughts like “You are not normal.”
Is Anal Sex Really for Me?
Many gay men have loving relationships and excellent sex lives without anal sex.
It is important for you to spend time on discovering your anus before having sex with others.
Have a relaxing bath and stay naked. Go to your bedroom and put some lube on a finger. Work it around the outer side of your anus, while relaxing, and start pushing it in. Sometimes watching a porn video, is the perfect sex education.
Tips For First Time Anal Sex
Here are some tips to help ease you into your first time anal sex experience.
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Relax
- This is key to anything anal. The sensations at the start might already be quite intense. If you want, use your other hand to masturbate. Allow yourself to enjoy all the feelings. Relax and feel free to fantasize anything you want.
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Explore
Explore the new experience and get a sense of the muscle inside you. Make sure your fingernails are trimmed if you are using fingers. Ensure all anal sex toys don’t have any sharp edges. Especially when using metal butt plugs or dildos.
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Use your fingers
When you’re comfortable, try inserting a second finger. Rest assured that your anus can certainly receive 2 fingers. Withdrawing your fingers might feel uncomfortable and that you want to go to the toilet. This is normal as it is just a reflex reaction.
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Experiment
You might also want to experiment with something more life size. If so, use a proper dildo and not homemade products or a cucumber. You don’t want to scratch the thin membrane of your anus or have something nasty break off in there.
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Use Lube
When using the dildo, begin again with your fingers and use a lot of lube. Silicone based lubricants are the best for anal play as water based lubricants are absorbed into the body through the rectum. As soon as you bring silicone anal toys into the equation you will have to stick with Superslyde. Most silicone lubricant’s will deteriorate silicone toys due to chemical interaction.

How do I Relax during First Time Anal Sex?
It can be a bit daunting. Stigma surrounding anal sex alone attached to anal play can be enough not to relax someone. Research and relaxation are the only things that will calm you down.
You need to find a relaxed position and relax the muscles of your anus.
Sitting with your ass to one side can work well. Try laying on your left side. Bring your right knee up to your chest. Keep your left leg straight. It will make it a lot easier for a sex toy or penis to slip into the anus.
If you’re standing, make sure your legs remain relaxed. Your sphincter will tense too if your legs are tense. Push it in slowly and let it slide.
When you feel resistance, pause and relax. Push your anus towards the dildo, as if you were pushing faeces out. You might find you open more easily.
Still, however gently you go, you can expect a bit of discomfort. There might be a moment of pain. After this, the rest will probably slip in a lot more easily.
Anal sex can have very intense sensations as if every part in your body and brain just started firing. Your instinct might be immediately to masturbate and cum in a way more exciting than you ever have before. Enjoy the experience of gay anal sex. It is a comforting and mature gay experience.
Exploring First Time Anal Sex Toys
With anal sex toys try the more intermediate toys over beginners. Your anus has the ability to easily take more than a small finger sized toy!!
Some people might disagree with my stance on going to intermediate rather than Beginner anal toys. But my reasoning is solid. Start with fingers. Warm up to it and then move onto bigger and better items.
For instance, I started on the Rocks Off “Naughty Boy” 7 Speed prostate stimulator. I thought this was the bees knees when beginning. Now I’m already up to our UR3 Straps and Hoodlums!
Tips for Using a Dildo
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Move the dildo slowly
Give yourself time to get used to it. It might be that’s enough for the moment. You might want to experience a faster pace for as long as it would take you to cum. If it’s the second, you want to be careful.
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A dildo feels different to a penis
A dildo can go as fast and as hard as you make it. It does not feel the same as a penis. Loose skin around the shaft of a penis will lessen the friction on the anus. Feelings may become intens. You might start groaning and moaning.
There comes a point when it is as if there is a barrier to cross. A feeling of being about to explode might make you stop. Or you can cross that barrier to find a further degree of elation.
Finally, there is the point where you finish at. It is as if a plateau has been reached and no further level is possible.
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Pause if you need to
You might want to stay there a little while, as it were to admire the view. Then pause and prepare for the final excitement, which is when you withdraw.
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Withdrawing the dildo
There might be a mess. In order not to feel anxious about this, have a towel down. Do it over a toilet or an easily cleaned surface. Keep in mind though that after the high, there is a downside.
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After using a dildo
Your anus might take time to close. Spend time sitting on the toilet relaxing and calming down. Mentally, you might feel unfocused and ‘spaced’ for hours to follow.
Will I Have to use a Douche or Enema Kit?
There is a massive array or douches and enema kits available.
You want to clean out as much fecal matter as you possibly can. This makes anal play feel a lot better. It will clean you out and remove the fear of poo or anything like that coming out.
First Time Anal Sex Discoveries
Be prepared to make further discoveries about yourself and your partner.
On the one hand, if you’re the bottom, you are showing something intimate about yourself. You are experiencing ecstatic sensations. Making those noises and faces with your partner watching you. You have to want him to do that.
Or you’ll be seeing someone else working his way towards orgasm totally different to what you’ve see before when masturbating or giving and receiving head.
Be prepared for the feeling of passivity if you are having anal sex with a lover. If you resist being passive and not wanting to be the bottom, perhaps thinking that makes you less of a man. Then no matter your preparation, you’ll be in for a bad time.
If you accept all the feelings involved in having gay anal sex, then it can be something unique. Exploring each others body is a personal and very sensual thing. Anal sex is fantastic when it comes to bringing that next level of intensity to a relationship. You will feel closer not only physically but emotionally.
Choose the right toys, the right partner, the right time and anal will be a blast!!



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