Ask Cara: Women’s beginner’s guide to giving a man anal pleasure (& helpful top tips)

Question

I’ve started a new relationship with a man and it turns out he wants me to give him anal pleasure. I’ve only ever been with one guy before who liked it and it was a very short relationship so we didn’t dabble that much. I know things like keeping my nails short and using lube but after that I am pretty clueless! I know how I like my ass played with but that’s me, and I’m a woman – I have no idea what I am doing with a man. Could you possibly explain how to give anal pleasure to a man, or some kind of beginner’s guide? Some helpful top tips would be really awesome! Hoping you can help.

– Anon

Answer

Hi there and thanks for your question. Anal play is a sensitive subject (pun entirely intended) for all parties involved. As you may be aware, the tissue and lining inside the anal area is quite thin and prone to tears and rips if not treated with the utmost respect.

 

  1. Always use lube. I cannot emphasise this enough. Lubricant is mandatory for anal play. I don’t mean a quick spit on your fingertips before shoving them in with a whispered prayer either; I’m talking about honest-to-goodnesssex lube. You can choose from water based or silicone, there are even thicker formulation lubricants available especially for anal sex and use with anal sex toys. They’re less likely to run too fast and dribble into a messy puddle beneath. You can also make sure it stays where intended and feel where it’s going – no matter what the lighting in the room is like.
  2. Work slowly. Rushing when it comes to anal pleasure does nobody any good – at least not until there’s a decent about of lubrication, little to zero friction and everyone’s passionate in the heat of the moment. This is especially true for newbies to anal play. Things in the bottom seem larger than they appear so start very small, smaller than you’d think. Edge the tip of a pinky finger inside to begin with, aided by lubricant (I may have mentioned lube already).
  3. In a similar vein, if you want to introduce anal sex toys to him then start off very small. There are various butt plugs for beginners and a static one first of all (as opposed to a vibrating butt plug) may be less intimidating and help him get used to the shape and feel inside him. Only use sex toys with a flared base for anal play as this will stop them from being ‘sucked up’ into the body. Other ideal anal beginner toys are multi butt plug sets which let you experiment with different sizes, as well as inflatable options which give you the versatility of a small or large butt plug and everywhere in between – as well as a quick release valve in case of panic.
  4. Give additional pleasure while experimenting with his anal region. This is quite tricky, as it’s natural to want to see what you’re doing. Extra and familiar pleasure helps him relax and allows you to explore his ass with your fingers if you’re giving him a fluid, well lubricated hand job at the same time, paying attention to his testicles as well as his shaft and penis tip, of course. In later sessions you might feel confident enough to kiss and suck his penis, giving a languid and thoroughly stimulating blow job while you probe his anal area slowly.
  5. When giving anal pleasure to a man, you would do well to be aware of a little something called the prostate. A little walnut shaped something, to be precise. This gland is located fairly deep inside the anal canal, on the upper wall if the man is laying face up. You should be able to just about stimulate it with a fingertip or two but it takes practice – and again, more lube. Use a beckoning motion with your finger and watch him squirm in pleasure. You’re right to keep your fingernails short! The prostate is the epicentre of a man’s anal pleasure. When correctly stimulated, the prostate can lead to full body orgasms like your man has never before experienced. For more on this subject and a great deal of in-depth, expert knowledge, I highly recommend Charlie Glickman’s The Ultimate Guide to Prostate Pleasure (here at Amazon.com:https://www.amazon.com/gp/product/1573449040/ref=as_li_tl?ie=UTF8&camp=1789&creative=390957&creativeASIN=1573449040&linkCode=as2&tag=carsut-20&linkId=IYPA6HZHSU3LTH3N). It’s a must-read for everything prostate and male anal  pleasure.
  6. A little housekeeping: don’t use sex toys from anal to vaginal (woman) or share sex toys between his anus and your anus and/or vagina. The anal area is loaded with bacteria which can cause nasty irritations, infections and other medical issues of a nasty nature if you introduce them to other areas on yourself or on another person. After anal play, always make sure you wash all items involved (sex toys, fingers, body parts) thoroughly and use an anti-bacterial soap (or relevant spray, in the case of sex toys). Use a nail brush to make sure you remove any nasties from under your nails.

I hope that this short guide to giving a man anal pleasure has helped – good luck and enjoy your anal adventures together.

In this day and age of sexual acceptance Anal Sex still remains a taboo sexual act. Although many couples thoroughly enjoy it, you don’t find many women willing to admit it. More times than not, when someone mentions Anal Sex it brings to mind gay or bisexual men, rather than something enjoyable between heterosexual couples. Yet, the truth is that more and more women are engaging in Anal Sex and loving it.

When I reveal my secret pleasure to other women, the response is generally the same, “How can you enjoy that?” and “Doesn’t it hurt?” My answer never changes, “It only hurts for a moment, but the pleasure is well worth a little cringe.”

Hubby and I have been enjoying Anal Sex regularly for a few years now. After I learned to relax and breathe when he enters my rear, I become rather addicted to it. Although I absolutely love the sensations when I feel him deep inside of me, I’ve never experienced a true anal orgasm. That is, until the other night.

That’s right, an anal orgasm isn’t just for men; women can enjoy them too.

As we all know, everyone’s body is different and experience pleasures uniquely. Yet for most women, the anus is very active during a PIV (penis in vagina) orgasm, you just might not know it. During an orgasm the sphincter muscles are clenching and relaxing, those contractions stimulate the sensitive nerve endings in both the vagina and anus and often times make your orgasm even better.

How can this be, you ask? The anus is flooded with nerve endings most of which move through the Pudendal Nerve, which is the same nerve that serves the clitoris. Further inside of the rectum, stimulation will be picked up by the same nerves that responds to stimulation of the inner vagina the cervix; the Pelvic Nerve. Stimulating these nerves can cause a deep and throbbing sensation inside both the vagina and anus. With many tiny branches of these nerves surrounding and connecting to the anus, it’s easy to see why Anal Sex is enjoyable.

If you haven’t experience an anal orgasm, extra stimulation is an excellent way to help you achieve one. While having Anal Sex, all of your erogenous zones are exposed and easy to access. Try stimulating your clit or even using a vibrator inside your vagina, since all of the nerves are connected it should help to send you into bliss. You can even enlist the help of your lover to help provide extra stimulation.

While having Anal Sex the nerves will fire and its muscles will contract acting like the vagina. However, the rectum isn’t self lubricating. Therefore, extra lubrication is needed while having Anal Sex for things to be more enjoyable.

Explore, be safe and have fun. I’m sure you’ll find yourself loving anal orgasms as much as me.

Your lover’s bottom is a playing field just waiting to be explored. An often over looked erogenous zone, the two cheeks like to be caressed, kneaded, pinched, spanked and so much more.

On way to entice your lover into opening up to its pleasures is a sensual massage. Massaging this area floods the pelvis with fresh blood flow which enhances sexual sensations. Not only the butt cheeks, but also the hips, lower back, and inner thighs are highly erogenous zones. Massaging these areas just might lead to other back door pleasures.

When giving a sensual massage set the mood for your lover to help them relax. Dimming the lights and setting around a few candles are only a couple of the things you can do. Aromatherapy is also a wonderful touch to help your lover relax. Sandalwood is one of my personal favorites. Its aroma is soft, warm and woody without a smelling like perfume or flowery. Best of all, Sandalwood has an ago-old reputation as an aphrodisiac. Another nice touch is wrapping your lover’s bottom in a warm towel for a few minutes while you massage their shoulder and back. Lastly, don’t forget the massage oil. When using oil, remember a little goes a long way and excess oil may not taste nice latter.

There’s no right or wrong way to give a booty massage. However, there are few techniques that can help to make it more enjoyable experience.

Blushing Cheeks is a wonderful way to help loosen up tight and over worked muscles. For this technique, cup your palms on each cheek and rub in slow circular motions until the skin warms beneath your touch. Also, you can kneading and squeezing their cheeks with your whole hand. Once the muscles begin to loosen a bit, make soft fists and slowly kneed and twist them towards the center of your lover’s cheeks.

Surfboading is another technique that works well to relax tight muscles. Straddling your lover’s lower back work their booty from the top down. With lubed hands, place the heels of your palms just above your their cheeks and on either side of the spine. With firm pressure slowly glide your hands down the cheeks to the thighs. Resist the urge to go fast; slow deep strokes are more effective and stimulating.

Pray for More is also an excellent way to relax the inner cheeks and warm up your lover’s booty for play latter. For this technique place your palms together with the pinkies at the top of your lover’s butt cleavage. Slide your pinkies down for a slow ride, nestling them deep in for maximum pleasure. Then glide back up and slowly repeat. You can also add a wave like motion for extra stimulation.

Crease Rider will help to relax their lower booty muscles. Nestle your thumbs into the crease where the legs and butt meet. With firm pressure glide your thumbs in small circular motions. Slowly widen the circle and press deeper as you run your thumbs back and forth across the crease.

After your lover relaxes, you can move onto more concentrated A-spot massage.

Taint Treat, is a nice way to warm their tight button up. For this type of massage spread your lover’s legs wide and place your finger tips on your lover’s taint. Next, slowly and gently move your fingertips in small circles, applying only light pressure as you advance up.

All Thumbs is also a fun and effective. For this, gently place both thumbs deep between your lover’s cheeks on either side of their A-spot. With soft pressure slowly glide your thumbs up and outward. Repeat as you moving down slightly each time until you reach the taint. Repeat the process from the top again.

There are even a few techniques for direct A-spot massage.

Thumb Roller is one of Hubby’s personal favorites. With both thumbs directly on the A-spot stroke up and down as you lift the thumbs in a twiddling motion. This stimulates the outer anal rim as you slowly glide your thumbs across it. Another fun technique is the Butt Buffer. Use one lubed finger to slowly glide back and forth across your lover’s tight hole in a windshield wiper motion. Light pressure can be applied as they relax underneath erotic sensations.

No matter how you choose to massage your lover’s booty, one thing’s for sure, it’s a great way open your lover up to back door pleasures. Take your time, help them relax and before you know it their booty will be yearning to feel more.

Do you have an erotic way to massage your lover or a something special that to warm them up? Don’t keep it a secret, share your kinky thoughts bellow.

The Icicles line of glass dildos is stylish seductive and designed to please. A line that I personally adore, Pipedream’s Icicles’ are my go to glass toys.

When Pipedream asked me to review the Icicles, I couldn’t resist. With its sleek blue glass, little nubs and anal safe base, it was love at first sight.

The Icicles is glass wand that can be used either vaginally or anally. With 3.75 inches insertable, its petite size is ideal for those who prefer small vaginal toys. Don’t let the petite size fool you, this Icicles is packed full of pleasure. With small bumps of texture throughout the shaft, it creates delightful sensations as you play. Also, equipped with a flared base and an o-ring handle, the Icicles is also wonderful to use anally.

Anally the Icicles is utterly amazing. Designed with a tapered tip it’s easy to insert, even those who are new to anal penetration should find that the Icicles slips in easily.

The pleasure bumps are arranged in rows five rows with three to each row. These bumps feel delightful as you play without being too much. Even anally, there’s just the right amount of texture.

Each of the Icicles is hand blown from borosilicate glass. Unique in every way, the Icicles us made to play long and hard.

Glass is a great choice for your sex toys. Not only is it firm and hard inside of you, it’s also fun for temperature play. Run it under warm water to heat things up or pop it in a glass of ice water to cool things down. Icicles hold the temperature for an extended period of time letting you play and experiment till your heart’s content. If you find that the desired temperature is getting low, just pop it back in the water and play again.

Made from non-porous glass, this wand is easy to clean and can be sterilized. Simply wash it with warm soap and water or your favorite toy cleaner. To sterilize it, place it on the top rack of the dish washer or boil for three minutes. When removing from the dishwasher or boiling water, use caution; it will be hot.

Quick Review

6" Hand Blown Glass Anal Plug With Blue Smooth Studs

Icicles is a glass wand that’s ideal of vaginal or anal play.

Use it alone or with your partner.

Made from hand blown non-porous borosilicate glass.

Designed to last a life time.

Created with a tapered tip, flared base and o-ring handle.

Safe to use with your favorite lubricant.

Length : 6 inches

Insertable Length : 3.75 inches

Width: 1.25 inches

 

41T9-nPnqjLSY450.jpg T2km6sXhdaXXXXXXXX49572729.jpg T2km6sXhdaXXXXXXXX49572729nNmKA.jpg T2vR8eXnW99tNXXXXX49572729.jpg

ADDITIONAL INFORMATION

SKU cd1102
Size one size fits most
Safety Features Anti-bacterial property,Hypo-allergenic,Latex free,Non-porous,Phthalates free
Manufacturer TryFm
Material Glass
Attention This device is exclusively for individual, please be careful to keep it clean before/after using; when washing it, keep circuit part away from water to avoid electrical fault; keep silicone cover away from dirty matter like ink; before storage, remove battery and reposition back to its normal site respectively in packing box for future use.
Material Components A glass is an inorganic non metallic material that does not have a crystalline structure. Such materials are said to be amorphous and are virtually solid liquids cooled at such a rate that crystals have not been able to form. Pyrex, a brand name for borosilicate glass, is made by adding boron into the mixture of sand, soda and ground lime.
Material Properties Pyrex is a hard material with a high chemical resistance and mechanical strength. The boron in Pyrex reduces any stress caused to the material due to temperature changes. It is less dense than ordinary glass, making it much more resistant to shattering and breaking as well, if it were to break it would not shatter or splinter into tiny pieces but instead it would snap or break in large pieces. It retains temperature extremely well and requires only a little lube for a super-slippery effect.
Hygiene And Maintenance Glass is extremely smooth and nonporous. Easy to clean, with soap/water or sex toy cleaner. Use condoms if sharing.
Lubricants Silicone, water, oil