To answer the original question, for those who have not yet experienced it and are thinking about it - getting it up the ass for the first time may hurt if you don't take time to prepare. Preparation is key. Preparation will make it a thrilling, exciting, pleasurable experience that you'll remember for all the right reasons.
The coupling of two men, of cock in ass, is an age-old, natural, mutual pleasure that should be enjoyed by both receiver and giver.
My first time with a real penis was after a long time of playing with dildos and learning to relax, and the trick is to push gently (as though taking a dump) to relax and open the sphincter muscles. I also recommend learning to clean with a douche or enema, and for me, the process of cleaning also helps to dilate and relax me. For me, it's important to be confident that I'm clean so I'll give my top the most pleasurable experience. Being clean, for me, starts with diet and taking daily fibre supplements (Metamucil capsules).
For a happy first anal experience, I recommend finding a top who is willing to deflower you with some care and attention. He should be prepared to go slowly to begin with, and communicate with you on how it's feeling. When he first presses his knob against your hole, that's the thrilling moment when all your dreams are about to come true - at this moment, you don't want him to just ram it in like in a porn video. A good top should press firmly and allow you time to relax and take it. As for positions, good old fashioned doggy position is ideal as it allows you to push back onto the penis and take it at your own pace. The top should press firmly, but not force it in. Lube is important - use a good quality silicone lube, and I suggest an anal specific one that's thicker in consistency.
As you feel your ass dilating around his shaft, you feel that first stretching of your outer hole, there's an inner resistance to be overcome - your inner sphincter is an involuntary muscle that you can't consciously relax. It's designed to clamp shut to keep things out. Now is the time to remember what you did in your training, taking dildos- push gently as though taking a dump, and you'll relax and dilate.
You may feel that you can't stretch any more and you'll do some damage. Take your time, remember what you've trained for. Now is your magic moment and you can achieve your goal. Ultimately, you overcome all resistance and his shaft will slide in deep - it feels to me like I'm sliding over his shaft and enveloping it - at this moment, you've taken his penis and all your training has paid off and made this happen. Enjoy! Remember, anyone can fuck a pussy. It takes a real man, with dedication, to receive a cock in his ass.
With proper training and preparation, getting it in the ass will leave you feeling complete. Like yin and yang, cock and ass go together, always have, always will. It's the ultimate experience and will leave you wanting more. Once fucked, you'll never be the same. You will be confident, knowing what you've achieved, and you will always want more.
