When was the first time you put something up your butt and what was it?

When I started getting in medical play and play exams, my first play doc did a rectal temperature and prostate exam. Back then, I wasn't as open with myself, and I sort of initially shunned it as "awkward" and didn't really give it too much a chance. It wasn't my specific interest in the play exam, but still let it happen as it was something they enjoyed. As time has gone on I have found prostate play to be very erotic; just took me a bit to get there!

Probably around 11-12 years old I developed an interest in inserting things back there. I used some child size suppositories from the bathroom cabinet to begin with, but was worried my mum would notice their disappearance. Got a bit more adventurous with hazelnuts, fingers and the smooth handle of a brush (quite a stretch!)

My fingers when I was around 12 years old making sure I was nice and clean up inside, and it felt so good 😊

When I was 5 years, old a boy I sometimes played with asked me “It feels good when you play with your butt. Want me to show you?” I declined but I was already imprinting on my mother’s black nozzled red rubber douche bulb. Later as a horny Catholic raised teenager I had an “aha” moment and took my 1st enema with, well, mom’s Davol Comfy” bag with a white douche nozzle ( the bag died in the nineties ) but I still have that classic😍I read about enemas in Penthouse Variations and that’s when my enema and anal play journey began😜😍😜

I was around 17 yrs old when my girlfriend made an off hand comment about some guys liking a finger in their ass while masturbating. I said I would be willing to try it. We had talked about anal sex and she had said that she was not ready for it so I figured if I went first, maybe she would be more willing. She ended up sticking her finger in my butt while jerking me off and I had an amazing orgasm! We never did have anal sex!

It's how my interest in enemas began - by sticking the douche nozzle up my butt when parents were working... My age? - just when puberty was beginning.

I don't remember exactly, but I was probably about 6 years old. I saw my younger brother or maybe a cousin get their temperature taken rectally and a little later while coloring with crayons in my room I got an idea. I took a crayon color I didn't like and peeled off the paper. I was totally surprised how good it felt as I slid it in and out. I may have slid in a finger in the bathtub before that, but that was the first time I used an object.

I was 13 and it was a vibrater that I was given by one of my moms friends.

@ilovetosub I'd like to know the circumstances under which this lady donated you such an object at that age…

Our 1950's era home was that of ' enemas and rectal temperature taking ' from my infancy , according to my mom , through my university grad-school days so ...... I did not have ' far to go ' for object access for my budding rectal pleasures . All was from my boyhood and all was long ago . My mom understood and she often indicated to me that ' all you have to do is ask ' and ' ask ' I did . How I wish that I could again receive one of her loving , caring and ever so well administered enemas . As I matured , the home enemas became most erotic as to anticipation , experience and desire especially as I returned home from my studies @ our state university after a much to long abstinence from my mother's ' TLC ' enemas and ' RT ' activities . Yes ...... I really miss those days . As to the thread , the first self-insertion I recall as a young kid was that of the ' adult rectal ' pipe attachment in our home enema - douche combination syringe .

Nothing exotic enemas and suppositories

Then moved on to multiple glycerin suppositories

Enjoyed that feeling then made a home made toy

Small votive candle that I put a piece of paracord through to prevent it from getting too far up

Age 11. I became fascinated by rectal temps and a memory of a rectal exam I'd received a year before. I tried the plastic thermometer from my old toy doctor kit - not very effective, esp. since I didn't know about lube. Then I braved a finger, though not very far. It was, nonetheless, fascinating. A year or so later I thought to look up how to take a rectal temp properly and then started using the old rectal t thermometer. Also recall using some q-tips.

I must have been around 11 or 12 when I somehow found out that q-tips dipped and covered in half-dissolved soap gave quite the pleasant sensation.

I have no idea what gave me the idea, nor did I use other obvious things like candles or rounded pens or such. I guess I wasn't adventurous enough back then or maybe just happy enough with what I did do in the way of anal play.

I was a bit naive and a late bloomer so I was 20 year old and a sophomore in college, I was dating this cute little guy when he asked me if he could stick his finger in my butt. Sure but be gentle, he was I liked it, he liked it and so for the next couple of weeks he fingered me up the butt. Then I asked him, will you stick your dick up my butt, but be gentle. He was, I liked it and so did he.

@soundcurious

Was it the king size sharpie with the metal barrel or was it the wider plastic barrel chisel tip type? Inquiring minds want to know.

Other than my mother giving me enemas as a child, the anal desire was planted.

I first started watching anal sex porn around 20. Was scared to try anything anal, but the desire was too strong.

I finally purchased a dildo. It wasn’t any dildo. It was huge and a special dildo. It had a suction cup on the end, so you could attach it to a wall. It was long enough so you could back into it with enough room left so your feet didn’t touch the wall. I’m 5’8” so you can imagine how big it was.

I remember the first time I used it. I’d never had anything larger than an enema nozzle in my ass. This thing was so big, I couldn’t get it in my ass. I started with just rubbing my anus against it. After a while I got it to stretch a little.

I put a mirror on the floor so I could watch it going in. That turned me on. I figured out real soon, the more aroused I was, the more I could take. The pain felt soooo good, and it would make me cum.

It took me a good month before I could fuck the whole dildo over and over. I was in my early 20’s. I was fucking the dildo daily. Sometimes up to three times a day. Strictly in my ass. Always with the mirror. It wasn’t the only way I masturbated.

To this day I love big dildos in my ass.

I’m only capable of orgasming anally. Not vaginally.

I feel very backward here. With my mom’s instructions given through a closed bathroom door, I gave myself my first enema at four. Then I had a long latent period until I was ten and stuck my soapy finger into my anus. I didn’t like the burn from the soap but I loved the anal stimulation!

My first time having something inside my rectum was when I was 10 or 11 and being evaluated for IBS; the provider had to do a rectal exam. I don’t recall too much from that visit. It wasn’t fun, but not super bad either.

The first time I actually purposefully had something inside my butt was my first medical fetish play exam. My play doc ended up masturbating me while fingering my prostate. Definitely more fun, though at first a little weird since I didn’t really have anal experience prior to that.

I cannot recall precisely when but as long as I can remember I have been obsessed with enema nozzles; small normal size enema nozzles at first then as I got older I graduated to straight douche nozzles.

Sometime between the ages of nine and eleven, I started secretly sticking my parents' clinical thermometer up my bum. It felt good, but I couldn't always get it when I wanted to. So I came up with the idea of trying out other things. Felt-tip pens, paintbrush handles, candles and things from Dad's toolbox.

I was putting things in my butt young enough that I can't remember a first time. Something I remember though is being maybe four or five and sticking a bobby pin up my butt and loosing it there. I got scared and told my mother. Her solution was to give me enemas and have me expel into a bucket until the bobby pin came out. I am sure that wasn't the first thing I put in my butt nor was it the last.

I remember when I was a little boy sitting on the toilet and pushing my finger inside my anus. I remember wiggling my finger around in there, but not really feeling much against my finger. Later I asked my father if we are hollow inside like the chocolate bunny I always received at Easter. He asked me why I asked and I told him what I had done. Oh the innocent naivety of childhood.

My childhood memories say that the first time I inserted something into my butt was when I was about 6-7 years old.

Continuing with my previous message. I had a swab taken from my anus and it interested me a lot, I experienced some unexpected feeling, it was a mixture of something unknown and bliss. I remembered this feeling, and a few days later I decided to experience it again. I crawled under the bed so that no one could see me, pulled down my panties, licked my finger and first stroked my hole with it, and then inserted my finger into it

@PW1912 I did likewise..

Probably around the age of six or seven. Don’t even remember what the first thing was but know that it felt good and have been enjoying putting things in there ever since - longer and bigger!

Probably around 7 or 8, and I think it was a toy thermometer I snatched from a cousin's play doctor kit, basically making me an anal addict and a thief at the same time. ¯\_(ツ)_/¯

Around six or seven, a glass medicine dropper from ear medicine.