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by Katie Peachesa April 10, 2020 3 min read

Easing in Gently - A Male And Female Guide To Losing Your Anal Virginity

By Ekaterina Mironova

For those who have never enjoyed anal sex there seems hardly a couple alive that haven't tried it. Now even men are expected to take it without question as women become aware that the prostrate gland (the male G-spot) holds wonderful sensations for them up there.

However, for first timers this doesn't help quell the nerves. It's all well and good knowing everyone's at it, but are you really expected to accommodate something so large up your own behind?

Anal sex is arousing for both females and males. Women feel a heightened sense of pleasure through this type of penetration as the slick friction brings many to climax. Men also adore the massaging of the walnut shaped nodule that is their very own G-spot, although some may need a little persuasion before trying it for the first time.

There are ways to make the first time a lot easier and more comfortable. There are also positions that allow the easiest entry until your muscles become used to housing something else. Men adore taking women up the anus, as the fit is much tighter and the experience itself leaves them feeling as if they taste the sweet forbidden fruit.


No matter what you intend to start with, be it anal beads, a finger, a small vibrator or even a penis, the trick is to relax. If you become tense your muscles follow suit making it almost impossible for penetration to occur. Deep breaths are all that are needed to ensure you feel completely at ease. Foreplay and massaging with lubricant before gently sliding in a finger will also help. Some find that their first time is helped with the addition of a glass of wine, as inhibitions drift away leaving you open to the possibility of this enjoyment.

Choose your Weapon

When losing you anal virginity it is best to start small. Once you have become used to a small object you will actually want to try something larger in a bid to increase the pleasure. For men, a finger will usually be enough, you can penetrate as you give oral making sure there's plenty of lubrication. Then as his groans increase, hook your finger in a come hither motion pressing firmly on the spot beneath your pad. Women don't need this hook to feel the pleasure of anal stimulation, instead any straight anal vibrator or finger will do. You can also try inserting anal beads yourself before sex, asking your partner to pull them out at the point of orgasm.

Position is Power

For a female the best position for first time foraging is the doggy position. This allows your muscles to completely relax and open up welcoming penetration. Make sure that it's taken slowly, as it can be quite tempting for a man to get carried away when he has your beautiful behind offered to him.

The missionary position is favoured by some as it allows the intimacy to remain. Slipping a pillow under your bum will make sure that you both feel completely comfortable. Once entered ask your partner not to withdraw fully, as it is this motion that can make it more uncomfortable.

Spooning is also an ideal way to try this for the first time. It doesn't allow for the deepest of penetrations so it can be a perfect compromise. The man can also reach around to tease the clitoris helping the woman to orgasm. Many men will declare that the feel of a woman climaxing as they enjoy anal sex is one of the most intense sensations ever.

Katie Peachesa
Katie Peachesa

Katie Peachesa is a sex and lingerie blogger based out of the urban chic Wapping in the heart of East London, United Kingdom. In her spare time, Katie enjoys photography, yoga and fitness, a bit of boxing, traveling, keeping up with the latest fashion trends and mudlarking and exploring pastoral settings. You are likely to find Katie in an artisan cafe in Brick Lane on a Saturday afternoon furiously typing her next article on her laptop whilst she is sipping on her flat white and drawing inspiration from the hustle and bustle in the heart of creative London. Katie runs the "Fashion Life Mag" and has been featured in Cosmopolitan, Allure, Grazia, Tatler, Evening Standard and other popular media outlets.

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