I have been serving an extraordinary Jamaican Alpha for 4 months now. I can barely fit the tip of his cock in my mouth, but I use both hands and my tongue to make him cum and he calls me a good boy. Last night after he came in my mouth he said that he wants to fuck and breed me. I am 19 and I’m a virgin. I don’t know what to, brother.

I playfully asked him if he would hurt me, but he just said “I will, but it’s inevitable” with a straight face. He is a nice guy, but his cock is enormous, huge, gigantic, and he is very honest when he says that it’ll hurt.

I am about to turn 20 and I feel ready to lose my virginity. But I wonder if I should look for a smaller dick to be my first. What would you do, brother?

Thank you for the question!

Congratulations on the new Alpha! He seems to fit the stereotype of Jamaican Alphas I’ve heard about in the past! I love that he’s straightforward and honest about the size of his cock and what it will do to a faggot pussy. I’m sure he’s fucked plenty of faggots (and probably females) and already knows what his cock does to people.

It sounds like this Alpha is pretty interested in you, so maybe he might be willing to help you train for taking his dick. Respectfully ask him if he will help you prepare.

I’ve recommended two particular methods of anal stretching:

1. DILATORS – These medical devices are plastic cones of gradually-increasing sizes that help to open up and loosen the anus. I’ve written about them HERE.

2. THE CHOPSTICK METHOD – Famous chastity cage faggot CagedJock invented the method of stretching by using plastic chopsticks and inserting one at a time into the anus until it is slowly stretched open. You can see a video about this method HERE.

You can, of course, use a series of dildos to prepare yourself as well.

Just try these methods, then relax, use tons of lube, and enjoy fulfilling your purpose!

Have a question? CLICK HERE to ask!

Hi Sam!! I love you so much <3 your website is so amazing, I learn so much

So I am 19 Sam, and my bf is 29. I know I am a faggot and that’s what I want to be. He loves to dominate me and treat me like his personal hole to use and fuck. I cook for him, clean for him, do the laundry, etc And I am so happy!

But I have one question and I want your opinion… He fucks me every day and always hurts. In the beginning I told him to go slow or fuck just with the half of his dick but after some time I let him fuck the way he like (deep and hard). So is it normal to hurt all the time or it get better with time? I just close my eyes when he is fucking and wait to feel the cum inside me. I love the feeling of serving him but I never feel pleasure with the dick inside me because it hurt so much. I lost my viriginty with him and never saw other dick, so I don’t know what to do.

Faggots always feel pain and that’s normal, or I am doing something wrong? I really love to be a faggot and I understand if i need to feel the pain but sometimes I see bottoms enjoying so much, so I don’t know if it’s normal.

Thank you Sam!!! I love you a lot!

Thank you for your sincere question, little brother! I love you, too!

Certainly, anal sex can come with some amount of pain, especially when you lose your virginity. But it makes me sad that a young, genuine, heartfelt faggot like you feels resigned to a life of painful service when that is NOT true at all. 

First and foremost, you MUST be using LOTS of lube every time. Since you are having sex without a condom, you should be using SILICONE lubricant because it is significantly slicker and longer-lasting. The lube should be slathered on your hole and his dick before penetration. 

You also need to stretch your hole a little bit. You can use buttplugs of increasing size to help open your hole. Also, there is this amazing technique pioneered by CagedJock to very carefully open a hole: https://hierarchyuniversity.com/caged-jock-how-to-stretch-a-fags-hole/

And finally, you need to relax. Unfortunately, your Alpha has made that more difficult because he keeps hurting you without any consideration for what you’re going through. If he knew more about what he was doing, he might be able to improve to the point that he could cunt you, a moment you both should want. But he’s never going to cunt you by fucking you the way he is right now. 

I ask that you please talk to him about the pain you’re experiencing and how desperately you want to be a good faggot for him. Beg him to help you feel more comfortable with sex, because the pain is making it difficult to serve properly. If you need to, point him to my answer here. Whatever it takes. He must understand both your pain and your admirable desire to keep serving him.

I really hope you manage to correct this and find pleasure in your service, little brother. A good faggot like you is so rare to find, and your Alpha should be appreciative enough to try and help you serve him. You deserve it! 

I love you, sweetheart!

Have a question? CLICK HERE to ask!