Your first time with a sex toy into the anus

For me it was my 22 years, a more lovers aged 12 or 15 years ...

After an introduction to sodomy few weeks with his fingers in my ass during oral sex and enemas ...

She made me get on all fours and massaged me long anus before sodomizing me with her vibrating dildo, small model ...

Then she used a bigger before deflowered me anal penis with a belt ...

I don't recall exactly, but age 8 or younger

The "toys" were candles.

As a youngster, maybe about 7-8 I found some crayons and a little spit, just about the right size for me back then

Handle of a plastic hairbrush, when I was around 12 or 13 years old. It was tapered, perfect with Vaseline.

But an actual sex toy, it was my gf's small buttplug, she would fuck me with it. We also tried the larger one which her ass could take but I couldn't. Too painful.

For me it was Q-tips with soap when I was 11 or 12 ... not especially special but the soap did the stimulation quite well ...

It was around age 8 or 10. My parents had thrown away an empty plastic medicine bottle that had contained an oral anesthetic. The bottle had a long applicator tip to apply the medicine to gums in the back of the mouth. I got the wild idea of cleaning the bottle out and putting it in my anus. The sensation was amazing and awakened a desire that has lasted all these years. i have used it to squeeze air, water, etc in my rectum. Shortly thereafter, I got our old aquarium air pump and a length of air hose to pump air into my rectum. Another great sensation.

I have a vague memory of playing with my older brother and one of his friends and we looking for something to insert in our butts. My memory goes no further and I really can't remember if we actually did any butt play but I think I would have remembered that if it happened.

So my clearest memory is finding my parents enema kit and started playing with that at age 13. I used the douche nozzle and became hooked on anal stimulation and enemas all at once.

12 ish king size sharpie.

1st real toy dildo at 17.

Probably the nozzle from the family enema bag. It would hang in the shower drying for days and when left alone it was just too tempting. As for other toys I remember inserting crayons at about age 6 or 7.

I was about 12 I used highlighters screwdriver handles and ice cream scoops

Ps I am playing with my ass right now God it feels so good ?

The first thing I remember putting in my butt wasn't a sex toy, they were smooth hard plastic balls that went to a skittle board game. I'm guessing they were about 1" in diameter. I was probably between 8 and 10 or so. I took them into the bathtub to play with. We had a huge claw foot cast iron tub and for some reason I found it entertaining to roll them around the back wall of the tub to see how far they would travel before dropping into the water.

One time, after I had tired of playing with them and was just laying in the tub daydreaming, I pressed one into the crack of my ass and held it there. There was a naughty feeling about it that really captured my attention. It wasn't long before I was pressing it against my butt hole - lightly at first, then harder -then a little harder. Suddenly my sphincter gave way enough that the ball made it about halfway in and stayed there for a second before it popped back out. This felt so deliciously naughty that I repeated it several times. I remember that the feel of it stretching my sphincter was very enjoyable - though I don't remember if I got an erection - or if I even associated it as a sexual thing.

Each time I pushed just a little further to get more of the stretching sensation - when finally, the whole ball slipped in and my butt hole clinched shut behind it. At first I panicked, but with just a little pushing it popped back out and made a little clank as it hit the cast iron tub floor. Confident that it would come back out, I repeated it several times - sometimes leaving it in for some period of time. It wasn't long before I was shoving two, three, and eventually all four of the smooth balls into my ass and then "pooping" them back out. I don't know how many times in a row I repeat the process during a session - but for quite a while, the balls were part of every bath time. I always played in the tub until the water was cold and my fingers looked like prunes - so with my new found toys, I had plenty of time to play without raising suspicion.

The practice of inserting the balls and expelling them, led me to another discovery more along the lines of my enema fetish. It wasn't long before I figured out that I could relax my sphincter and draw in with my diaphragm muscles - and suck bath water into my ass. Man, bath time was becoming my favorite time of all. Of course this led to a few unexpected accidents in the tub - and I learned that the first couple of times I needed to expel - I needed to step out of the tub and use the toilet.

Great memories of early anal pleasures 😃

I started putting found around the house objects up my ass when i was just a little girl. At first I would just stick them in , and pull them out. Nothing sexual about it. At maybe 10 or 11, I stuck my hairbrush handle in my butt, and it caused a sexual stirring. No orgasm, but I knew I was onto something. By 12, I discovered both lubricating the hairbrush, and masturbating. A momentous occasion. I still wasn't orgasming, but WOW, did it feel good.

My first store bought sex toy was one of those horrible hard plastic vibrators. I bought it in a dirty book store. I think the guy behind the counter was so surprised by a girl buying a vibe, that he never questioned, or maybe even noticed I was about 15. First off, I hated the vibrations. To this day I will not use a vibrator. It was also stiff, and would bottom out quickly, maybe 6 or 7 inches.

The first flexible toy I got was made of rubber, it smelled like an inner tube. (Remember this is the late 70's) It didn't flex much, but with some practice I got it into my colon. It was a great moment, that I discovered I didn't need any clit play. The dildo breaching my colon caused instant orgasms.

All in the path down the road to perversity. I never looked back, but i have questioned my sanity, as I sat down on a plug the size of a fire extinguisher.

The first time for me was when I started dating this girl who loved anal. Of course it was before I was into enemas. I had tried anal twice and it hurt like hell. This girl kept trying to finger my ass and I kept saying no. Anyway we talked and decided that I didn't like anal because I thought it was dirty and gross. She told me that she did enemas and all I could think about was the one I had when I was nine and hated it. After giving her enemas and seeing her having great orgasms I decided to try. I know this isn't about enemas. I have already told that story. But I was afraid anything back there would hurt. She was cool and in no hurry to introduce me to anything large. She used thermometers, then fingers and then she used a vibe that had a sleeve on it to which there was a long part about the thickness of a finger. That felt good. That was my introduction to toys back there.

I started very early to explore my anus. I was used to play doctor with a friend of mine - we were both 6 or 7 at that time. We had one of those doctor's cases for kids - it contained a toy thermometer that we both liked particularly. (Of course the temperature had to be taken rectally!) Later, after I had discovered masturbation, I often spiced things up by inserting pens, candles or other suitably shaped household items. Sometimes, I would even fuck myself with an unripe banana. I bought my first "real" sex toy at age 26. It was a medium-sized butt plug which I still like to wear!

I used to house sit for a family down the road when I was 13 and they had a plunger with the handle end shaped essentially like a dildo. Something randomly told me to take a bath at their house and put a finger in my butt..I then tried the plunger and found that if I eased down on it and pushed the plunger down, it would eventually pop back up and thrust deep into my ass. I was a nosey little shit and found the lady's dildo in the bedroom after the bath, it was a biggy. I knew I'd have to work my hole first, so in the same day found out that I could fit 4 fingers inside and then take a 2" diameter dildo. First time I ever came, too!

An old friend who introduced me into the world of sex and sex work as a teenager was the first person to introduce me to anal sex and to start with anal toys.

Quite bluntly she explained that if I was going to be doing sex work, and I would be having sex with men, then I really needed to get used to having penises and other items inserted into my bum.!!!

We went to Amsterdam for a weekend, she took me around the red light area, and we visited many sex shops.

We both purchased many toys. It was impossible to buy many of the items in the UK at that time, and the Internet had not been invented then.

We were both scared coming back home through customs with all of these items in our suitcases, but we didn't have any problems.

It was then onwards that I started to wear and get accustomed to having things in my bum.

Since then I have always enjoyed anal sex and anal toys

When playing with a friend, after giving me several enemas she made me get on hands & knees and spread my legs wide. After I was in position she inserted her vibrator with one hand and stroking me off with the other. It was fabulous.

I used to stick the enema nozzle up my ass on the enema can that hung in the washroom at home when I was 7 or 8 years old.

It was with an ex. We dated about 10 years ago. Let's say I was vanilla until my first anal adventure and I hated anal at first!

In my case, it was the day, well evening really, that I was being given an enema by my parents to help relieve stomach cramps. I was maybe 6 or 7 or 8 years old at the time (I am 66 now, so the memory is just a little fuzzy), I was kicking and screaming, and fighting it all the way. Then all of a sudden when the enema nozzle penetrated my rectal orifice, I felt this sensation of pleasure. I was confused by this so I kept up the kicking and screaming for the rest of the episode. Then a few days later, I was left alone in the house for a couple of hours, and decided to experiment with the enema again. This time it really felt good, and I have been hooked on enemas and anal erotica ever since.

I was eight when I started experimenting with anal play. First I tried a toothbrush handle and was surprised at how easily it slid in. Then came pencils, blunt end in. Eventually popsicle sticks became the item of choice. I'd lie face down and peek over my shoulder, admiring it as it stuck out. This went on for several years until I acquired my own rectal thermometer. Four years later I found a discarded cigar tube and easily took it right in. I've settled on dildos now. I haven't tried deep insertion; I can accommodate a 10-inch dildo 8 inches in and that's plenty. It's sliding in and out as I write this, as a matter of fact.

Not really sure, but I think it was a syringe plunger I had found. The shape of it seemed to suggest experimentation. I was about 13 and I was shocked that I could have a hands-free orgasm.

I was with a women that i used to fuck her only in the ass,when one day while doing 69,and me sucking her ass hole,she put a finger in my ass hole,then 2 ...and the rest is history...when was finish between us,she was fisting me like nothing.....2 loose ass holes......

Boring. Old style plastic douche nozzle from a drugstore kit at about age 15. But it was my first time, so I enjoyed it until I learned about other bigger toys.

Eric

I started experimenting with a rectal thermometer and my mom's douche when I was about 9 or 10. Then I started using these sea shells that my mom decorated a bathroom with when I was 11 or 12.

Fast forward into my mid-20s before I got back into anal stimulation when I bought my first actual sex toy - a battery operated dildo shaped like a cucumber.

I was 18 or 19 and I had for some reason ended up with a cigar. A cigar that came in aluminum tube. I was a little buzzed and alone in my room and it seems that it might like to be put in my ass.. That is a foggy memory, but was the first time anything broke that barrier.. Unremarkable event at best...so the first time was not the charm.

I got into it really late. I was in my thirties.

It was with my fingers, maybe when I was 13,14 years old. And later with some house stuff, and veggies......and later with vibes and dildos.

I think I was about 18 when i first lubed up a moderate sized cylinder and inserted it. was only about 4 inches but boy did it make jerking off feel so much better.

For me it was very young, probably 6 or 7, with my fingers. I told my mom about it and she was aghast. lol I played around like that once in a while for a long time, just occasionally fingering. My first real, intense session was when I was a freshman in high school, went to a party where a guy had a Zip disk full of early days internet porn. I looked at all of it and was so turned on I couldn't think straight. I went home and, with a lot of work and a lot of lotion, put my Salon Selectives conditioner bottle inside myself, more or less all the way, all the while masturbating Furiously. It was intense. Then it was a candle I carved and shaped as best I could, and more fingers and bottles until I was old enough to buy real toys, the first being the most basic, standard vibrator you can imagine, then on from there. I can't imagine why I didn't ever use vegetables and such. Ah well, who knows...