Advice on Anal Sex: How I Like it Up the Bum

Photo Credit: The Street Where I Live

Anonymous

Before I begin sharing my anal discovery, I would like to express that all of my advice is from my personal experience as a heterosexual female. That being said, however, I feel like men’s bums can’t be so different and so hopefully this will be helpful to anyone interested in “doing it up the bum”. It’s also important to mention that of course anal sex is not for everyone – this is my personal experience.

During my teenage years of sexual discovery I was up for bonking in various positions, however, anal was a far cry from anything I would try. This  dismissal of anal sex was affirmed whilst watching Jaime Winstone in Kidulthood proclaiming “you can put it in my arse as well, it hurts, but I don’t mind”. Unsurprisingly I was firmly put off, and to be honest, satisfied with my more conventional forms of vaginal penetration. This quote by Winstone solidified my misconception that heterosexual anal sex was a male fantasy that women endured to please their sexual partners. Aside from this assumption, myself and many of my female friends feared what was deemed to be complete humiliation – shitting on your fella’s dick, or equally as worrying, a bleeding bum hole. Surely a bleeding bum hole couldn’t be worth the pleasure anal might bring? How wrong I was!

After leaving home, I set out on my path to anal enlightenment. I met a gay guy in my university halls to whom I’m forever indebted for helping to challenge my preconceptions by sharing his personal experiences as well as leading me to a very informative YouTube video (https://www.youtube.com/watch?v=83lo7OqruJI) that guides you through the dos and don’ts of anal. Unfortunately my boyfriend at the time had a penis with the girth of a tree trunk which hardly fit into my vagina let alone my arsehole. After a single attempt to see “if it would fit”, I was confronted with an almighty shock – no, it did not fit. It could hardly pass the entrance to my anus. Tears streamed down my face whilst I desperately clung onto my tensed bum cheeks, my body convulsed across the bed as I moaned in agony. This really is no understatement of the pain I was in – it was unlike any log poo, it was searing pain in my arse. My then boyfriend lay there awkwardly wondering what to do or say. As you can imagine that was the only and last time we tried it. (I am giving you this graphic detail to warn those who copulate with a male whose penis is particularly large – be careful!)

My next sexual partner was casual – an older man with a little willy who knew how to use it! We spent our time together exploring the many wonders of sexual expression: domination, submission, role play, pain, pleasure and – you guessed it – anal. It was far less traumatic or even eventful as my previous experience of anal. When we tried anal, the small size of his penis and the excitement of sleeping with someone who was so compatible with my sexual expression overshadowed the actual act of anal penetration. It also didn’t last long enough for me to really gage how it felt. It was a success in the fact that his penis repeatedly entered my arsehole without a shock of agony, however, not much time was spent discovering the beauty that can be discovered during a loving session of anal play and so I was left with little to say on the experience. Despite the somewhat disappointing result, it proved to me that anal didn’t have to be an endurance test and could in fact be a fun addition to my sex life. 

Some years later, I met my current boyfriend who has a far more reasonably sized penis than the mammoth dick that first entered my arse. It in fact slides with ease into my back side with the help of a little lube (I use ‘Yes’ lube, it’s good for the body and the world).

How did I come round to having anal with my current partner? We had vaguely toyed with the idea and during a particularly curious evening one thing led to another and before I knew it, we were bonking up the bum. Was it what I expected and was it painful? No to both. It was far better than I expected and surprisingly there was not even the slightest bit of discomfort. The comfort and trust that I have with my current partner meant that not only was I relaxed when we first had anal, but also he understood that I needed to be in control in order for it to be pleasurable and, quite frankly, for it to work. The bum hole is so sensitive that sudden movements at the wrong time can be painful, this is not to say that the person penetrating can’t change speed of their own accord, but what it does mean is that there needs to be communication between both parties.

Since enjoying the new-found pleasures of my bum hole, anal play is a common activity in our sex life. Not only is anal sex quite an exciting alternative to vaginal sex, it also FEELS AMAZING! I have personally found that I can reach a far more intense state of pleasure at a greater speed than with vaginal sex. This discovery was a particularly important element to my journey to anal enlightenment as it obliterated my original doubts surrounding anal, and the idea that anal meant enduring pain in order to please a man. 

After realising the beauty of the bum, my partner and I have invested in some rather valuable sex toys, which include both anal beads and a trusty butt plug. A quick note on these toys: when it comes to anal beads, the insertion of the beads into the anus is quite a struggle. To uphold a straight face whilst you feed silicon balls into your partner’s rather tight, hairy bum hole is definitely character building, but not in my eyes particularly sexy. After this insertion, the toy will be hugged by the walls of your anus, and the delights that follow make the awkward insertion incredibly worthwhile. I should add that you get better over time, and eventually sliding a toy up your bum becomes second nature. The beauty of sex toys is that it enables you to do more things at once. The combination of vaginal sex, anal penetration and external clitoral stimulation might seem greedy but oh my god, it’s amazing! Be prepared to feel things you’ve never experienced before! The orgasms that I reach with anal play tend to be far greater than most climaxes achieved through vaginal sex alone, and I orgasm far quicker than with vaginal sex. The culmination of increased stimulation during sex, heightened pleasure and more immediate orgasms has meant that doing it up the bum has revolutionised my sex life.

My top anal tips:

• Before any penetration, apply lube to both your anus and the penis or toy.
• I would advise starting with a finger just to get used to the sensation of anal penetration and slowly building up to penetration with a toy/penis.
• Try not to think about it before and during, if you over think it your bum can become tight. Relaxing and feeling comfortable are key.
• Make sure that you are really turned on and relaxed.
• It sounds counterintuitive, but relaxing your anus actually involves slightly pushing out (as if you’re about to go to the toilet) – this makes penetrating your anus far easier.
• Whoever is penetrating you should know that the speed of penetration needs to be on your terms, this is in their interest too, as the whole experience will be far more satisfactory if you’re in control!
• Start super slow, speed up in your own comfort. If it is uncomfortable at first stay still, concentrate on your breathing, apply more lube and remember that you’re in control. If it hurts do not feel pressured to continue.
• Stimulate your clitoris (either yourself or have your partner do so).
• My favourite position is “doggy style” as in some other positions it can feel like all your organs are smushed together. It is also easier to control the penetration by moving back and forth yourself instead of your partner doing so.

What to expect:

• If it feels extremely painful straight away, slowly pull away.
• It might feel like you’re going to cum immediately, especially if your clitoris is simultaneously stimulated!
• If you cum and your partner wants to carry on until they cum, be warned it can be uncomfortable and I would advise that your partner cums in an alternative way.
• NEVER DOUBLE DIP, you will get thrush or spread bad bacteria, which you will regret. Only go from anal to vaginal sex if you are using condoms.
• If they do cum inside your bum, you will need to go to the toilet afterwards, expect to fart out shitty cum, no joke, not cute, but it’s worth it 😉
• Your bum hole may be quite stretched, expect some strange poos afterwards and also noiseless farts, like wind down an alley.
• Be gentle and don’t overdo it – your bum hole is very sensitive!
• If you have a penis and you’re penetrating a vagina whilst a sex toy is inserted into the woman’s bum hole, you might feel it through the vaginal wall, I hear that this is nice but I suppose you can only find that out for yourself.

I would have liked to further express the pleasures felt during anal play but I worry that I would get carried away and this casual article could quickly turn into a clit flick. 

Just as a final note on my personal experiences with anal play from a woman’s perspective:  the muscles react with your mental thoughts and feelings in a strong way. With this in mind, for you to reach anal ecstasy you must listen to your mind and body and guide your partner to engage with your body in whatever way feels right for you.

Please share and discuss the insights that hopefully you have gained whilst reading this piece, spread the word and stay safe folks.

Anonymous