First time anal

What’s the best position for having anal for the first time?

Does anyone have tips to make it easier/more enjoyable?

It kind of depends on the wider context but slowly, small, lots of lube is good general advice (I did none of that when I introduced myself to it and really enjoyed it)...when introducing others, in general, it's about comfort and not giving them a bad experience - I wouldn't expect to penetrate myself...

I like teasing and denial before and during...and not allowing an orgasm until they've asked convincingly (for anal) - this doesn't mean I'd penetrate though if they're not ready...I'd see it as a training session, one of many...with the ultimate goal of them craving it...

...as for position - on their front with arse in the air, support by pillows...better angle and gives you easier access...if you had a table or something you could stand between their legs...

From a mans perspective, giving to a woman, I would start with fingers while giving oral. Generally introducing anal play along with vaginal or clitoral stimulation is a good way to start. If your looking for a good position for that first penetrative anal sex, spooning or doggy is probably easiest and anatomically most comfortable for her but everyone is different. Just start slow, now pornstar thrusting (at least not unless she asks for it), you should both expect a little discomfort (not pain) and awkwardness at first but in short order it gets good.

I have only had toys and fingers anully so not the expert for what you are talking about. So based on toys I would say start small (a finger then two) and build up (penis, small up to large dildo), use lube a lot of lube but most important you need to learn to relax. When you are tense your anus squeezes up and nothing is going in there without you being in pain. So finger yourself one finger to start and add a few as you get that relaxation technique sorted. Take your time there should be no hurry and soon you will have opened enough for his penis. You'll get there but be patient

From the perspective of the person on the receiving end, I'd suggest spooning, or at least a position where your legs are straighter than a 90 degree angle in relation to your torso;

a lot of people seem to suggest doggy style but the fact that that position puts your thighs at about 90 degrees to your upper body can make anal painful, especially if the one doing the penetrating is going balls deep.

I know that pulling your legs up to that 90 degree angle/pulling them up close to the body has a shortening effect on the vagina and it might well do the same to the rectum.

I'd definately suggest spooning. It also has the benefit that you can cuddle at the same time :)

I would say that once you begin you will learn what suits you best very quick. What I would say is I would definitely start with a butt plug to ease the receiver open nice and gently, helps alot

Boomplus wrote:

I would say that once you begin you will learn what suits you best very quick. What I would say is I would definitely start with a butt plug to ease the receiver open nice and gently, helps alot

Indeed. Definately a good idea to work up to it size-wise to avoid damaging the delicate tissue there.