Probably 10 years ago.
Started with small plugs and prostate massagers and got hooked instantly going bigger and bigger each time.
I can now comfortably take the Doc Johnson Titan Intimidator right down to the base (10" +) but better still I get pegged 2 or 3 times a week with 8" or 10" extra girthy dildos.
Probably about 20 years now. Started in my late teens with some fingers, it wasn’t until years later when I purchased my first toy and it really became a regular thing for me.
I love anal ,loved it since i was a legal beagle and i tried it with a guy for the first time , it was different to using fingers or a “toy” although i say “toy” loosely i tried lots of things .
i love wearing my plugs , i love offerinng it up to hubby to have his fun with …but its not the hole i want to stretch and i cant do anal everyday …it gets sore
I can’t believe it’s 15 years this year since I bought my first dildo from lovehoney
I was having lots of gay anal sex in my late teens and early 20’s, but then “went straight” and got married, it wasn’t till my mid 30’s I started solo anal play and then a few years later my ex agreed to pegging. My solo anal has moved on to large toys. Unfortunately my new GF isn’t at all interested in my anal play or pegging so it even more of a solo venture for me, she was horrified when she saw my Biggest butt plug!!
I actually had anal sex before having vaginal sex, funnily enough. I used to (and still somewhat do) have pretty bad Vaginismus, I found it a lot easy to use lots of lube and give anal a go. It felt weird the first time but after some practice it became like second nature, I’ve found that small buttplugs help with easing me into it too!
Only just started with anal play but it hurts and it’s really tight.
Does it get easier the more you practice?
If it’s hurting you’re trying something too big or with not enough lubricant.
Yes it does get easier as you practice.