What this chapter will talk about is being more intimate with your man. After all, you’re ready to move on and take your relationship to the next level. So what about the fun before the actual act of getting your cock in his hole? Here I will discuss all things to do with genital foreplay (because if you’ve got him naked and seen his dick, you should have kissed him and touched him all over by now. If not, what the fuck are you waiting for?)

1)      Cock-docking: For those with a foreskin, let’s start with cock-docking. To put it simply, docking is great fun, and if you have an intact partner, or you yourself are intact, what’s stopping you? Well okay, there may be a few tips first, and sadly, not all intact men can cock-dock. So how can you tell if you can? Simple. Give it a go and if it doesn’t hurt, then you’re on a winner.

Basically, touch cocks (make sure you are retracted or he is first) then roll his (or your) foreskin over the head of his cock. From there, massage the foreskin while over your head (or his) so you get a great feeling of being stimulated with another man’s sensitive skin. The definition of cock-docking is to insert a penis into the foreskin of another penis. In other words, using another man’s penis to help masturbate your cock. It’s as simple as that. Some things which may prevent docking are: Foreskin is too tight or the head of the guy being docked is too large. Without going into foreskin stretching techniques, whatever you do, don’t hurt yourself. If you split your foreskin. STOP.

How does docking feel? Some have said it’s like a tight kiss over their head, others have likened it to the sensation of a thick condom being rolled over it. However you describe it, docking is fantastic.

2)      Digital insertion: Let’s talk about putting your finger/s in your man’s anus. The number one rule here is NAILS! Make sure they are clean and, above all, well looked after if you want to do this on a regular basis. No rough edges, splintered bits, or anything that can cause damage to the anal wall. It is quite delicate and if treated rough, can cause bleeding. If you are one of those with long or fake nails, I suggest you probably only rub your finger around his rim with the soft pad of your finger and not penetrate. Not only is it an impossibility to trim/take those nails off every time you want to perform this, faecal matter can, and will, get trapped in the crevices which can lead to hygiene issues if not spotted. Sure, a nice clean arsehole is always recommended, but we are talking about the anus, here. Things happen. Laying him on his back is the best method here, too. It is comfortable and easy for him to raise his legs to get more and more relaxed as you explore him. 

With your finger you can most definitely rub his prostate. It is about a finger length in from the anal sphincter (two inches or so). It will feel like a small lump on the anal wall toward the front of him. Push your finger up, imagining you want to touch his penis from the inside and you won’t go wrong. Trust me, this is a man’s G-spot! It is like being taken to Nirvana, offered drinks, food, bed, and then waking up to realise it’s not a dream. Seriously, for me, when my prostate is stimulated I can’t even speak! I am a gibbering mess of ecstasy, and my partner can then do just about anything to me from there on in!

3)      Prostate Milking: Prostate milking is something that will give him an orgasm that will completely blow his mind. All you do is apply a ‘pushing’ pressure to the prostate. Basically squeezing it like a grape. The location of the prostate means that it has nowhere to go, so doing this is very effective. It is tightly packed in that part of his body. As he builds up to orgasm, the prostate will enlarge. By pushing on it, you are releasing this build up. The result will be an orgasm that can put out a fire with. Of course, there are men who will find this painful, so explore slowly and ask what he likes and what he doesn't.   As a tip, when you massage the prostate (with about the same gentle pressure as you would use to rub your eyes) don’t go for the central area. Rub the sides to mimic a ‘milking’ motion. When the fluids of the gland is released, that’s when it will give him an experience he won’t forget. Some say a prostate induced orgasm is about 400 times more potent as a normal orgasm and can last for 5 minutes. 

4)      Sex Toys: Which brings me to the dildo or any other type of sex toy. The anal sphincter is full of nerve endings, extremely sensitive, and when stimulated, it is a wonderful experience. Combine that with prostate stimulation and you can just imagine the euphoria your man will be in. First, and most important rule of any toy is to not ram it into your man like you’re wielding a weapon. He’s not a dragon needing to be killed, and you are not St. George holding that sword. Go easy. Start at the bottom part of the anal sphincter (the part closest to the back of the buttocks) and gently push with a well lubricated toy. Starting here will help relax the muscles and him, too. Also, tell him to ‘push’ with a gentle, ‘going to the toilet’ kind of motion. Of course, don’t get him to try and strain one out—that’s just nasty. Just a little push as you begin your insertion will be all that’s needed. It’s the first part that is always the hardest, but once you are clear, the natural, and strong, suction of the anus will make the rest easy. Again, I would suggest him being on his back. He can then control his movements better as you do your thing.

Don’t hammer away, pumping him with the toy like you need to inflate him as you would a bike tire or the like. He’s not going to appreciate such a thing, especially if it’s his first time. Again, gentle movements, building up to a smooth rhythm, going a bit deeper each time. The combined stretching of his anus and the prostate stimulation will be something he’ll never forget. You will know when you’ve reached the limit of what he can take, as there is a sort of second sphincter located about where the spine begins. Bashing away at that will just cause him hurt. Not good.

Hygiene is always an issue, and even the cleanest arse may still have some faecal matter. Sure, a trip to the bathroom is always recommended before any anal play/sex encounter. It’s common sense and is worth the effort for both partners. Don’t panic if you do withdraw and there’s some faeces on your finger/toy/cock. Always clean yourself up (cleaning under the foreskin if you are intact is a must) as soon as you can. For god’s sake, whatever you do, don’t then expect him to lick you/the toy/suck you off after you’ve penetrated him. You want to be intimate and sexy not make him run a mile because you’re a dirty pig.

5)      A word about protection: Condoms are a must if you are doing anything like this with someone who is not in a monogamous relationship with you. A trusting monogamous relationship. Even then, if you are fussy about hygiene, then slipping on a condom won’t hurt, will it? Plus, it makes the clean up easier. It also prevents any transmitted disease. Common sense.

Above all, with any foreplay, make sure you both have fun. Experiment and enjoy each other’s bodies on all levels. I have already discussed masturbation techniques so I didn’t include it in the foreplay chapter. Just use what you have learnt on yourself on your man. He’ll love it. Also, I will be discussing how to suck him off and give him a rim job in the next chapters, so again, I didn’t include it in here.