Double anal masterbation

Hi there! I have posted a few times before about my journey of not only anal only but also denial of clitoral orgasms and stimulation.

I have still yet to have a full blown anal orgasm but I have done so previously so feel it is definitely possible for me. As you can imagine I have been very horny due to no orgasm and have been masterbating my ass a lot.

I have been bringing toys into the shower with me, a silicone penis shaped toy with a suction cup and a bad dragon tentacle dildo. After about a week of this routine, showering and after cleaning myself, fucking myself on each of the dildos.
I love the shower because it washes away the excess lube, I’m only using a tiny bit of Walter based so I really feel the stretch of it, which is my favourite part.

I then had a brainwave to see how far onto the more graduated tentacle dildo I can go, with the head of the silicone dildo at the same time! I add lot of lube and it starts to go in very easily, to my surprise.

I don’t orgasm but it feels amazing so I fuck myself on them for a few minutes and realise I’m half way down the tentacle now and it’s not even uncomfortable feeling.
I want to be able to play again the next day so I finish up then and put in a plug for the night.

Can I ask does anyone have experience with double anal? Either with partners or toys, and if it’s toys can you recommend? Doesn’t have to be an exact, just curious what works for you!

Thinking a double ended dildo long enough to fold over and use both sides together in my ass could be fun but if there are better toys for same idea I’m all ears!

When I made the decision to join the AO Crew I found clitoral denial very difficult initially however I got used to it and then out of the blue came my first anal orgasm. I was not expecting it but when he moved a certain way, I felt it, told him to hold it there and go for it. It blew my head off. We can easily find the spot together and based on advice from other forum members, clitoral denial played an important part in that.
I love Double Anal and my it gave me the most incredible orgasm however it only happened once the men got their rhythm and worked opposite each other. Now I’m lucky that the 3 men (including my boyfriend) are absolute pros at getting it right. If you can get at least 2 men who give anal to focus on your pleasure then you will always feel let down when you resort to toys!

Interesting perspective. Personally, I’m in a long term relationship with a woman so all my anal is currently with toys.

We have discussed the idea of sex together with others but not seriously yet, but we are both bi and like receiving. I find it interesting that lots of people not only like double anal but are able to practice it with multiple people.

Can I ask if you are open to sharing- what are the practicalities of having double anal with 2 people, 1 of whom is a partner? Are they part of your relationship or something else? Did you always do this together? I’m curious as I have been more and more drawn towards this recently and wondering the connection here.

You are starting from a good place in my opinion. Having the conversation and sharing feelings is essential. My advice is, if you are inviting other people into your sex-life be very careful. Respect and trust are essential before doing anything plus both of you have to be 100% committed. I don’t believe you can go into this with uncertainty and be clear of boundaries that cannot be crossed without discussion.
My boyfriend and I have a sexual relationship with 2 other couples who we know well. It wasn’t something that we planned to do. It was a chance conversation at uni while having a vape! Our little ‘menage a six’ works well. There is no jealousy although one of the blokes has a huge penis and I’m pretty sure my boyfriend is a bit envious!!
Practicalities, we all know each other well so its pretty intuitive. The boys are very gentle starting off. It was a bit weird for the boys having their cocks rubbing off another cock during double anal but that soon passed lol. All 3 girls at one point have done double anal with their partner and a dildo but nowadays we crave the weekend! For all of us it remains fun and pleasurable although we acknowledge it will not last forever so enjoy it while we can.
I hope you enjoy your anal journey and find the path that works for both of you.