The first time you were plugged.

I played with all sorts of things long before I got my first plug, but when I ordered it and I knew it was coming, I took the day off work to relish the experience. It was quite a large plug, larger than most people ever achieve, but I had plenty of stretching experience by that point. It was some effort to get it in, and when it popped in I got a little scared and jumped right off of it, but then put it in again and wow the experience was amazing. I rode it in and out a few times, challenging my hole to accept it before I was satisfied I had mastered it. Eventually I wore that plug out and replaced it with the exact same and added larger ones over time. It was really a turning point for me, where I went from regular toys to very large toys. I became a serious size queen after that, with a footlocker filled with all sorts of enormous toys that only a few people can experience.

The first time I was plugged was after my aunt inserted sedative suppositories, she followed with a glass plug that had a larger head, then a smaller shaft, I had to lie still on the bed as it was uncomfortable, giving me a very full feeling. She pushed it in and out slowly, so I could adjust to it. While I was waiting, I thought about her using it on my cousin, as she has a lovely figure, it was so erotic! but I had to keep still all the time and she checked several times that is was still in me. When she finally pulled it all the way out, it was amazing to have the relief, and I could see what it looked like.

I was 18 years old and already very anal. I drove 30 minutes to a town big enough to have an adult book/toy store and I bought a doc Johnson medium plug. I stopped a few minutes down the road on the way home and went into the rest area bathroom and went into a stall and closed the door. I ripped open the package, lubed my ass up with spit, and slid it inside. It felt enormous and hurt a little but my cock was rock hard and dripping. Then I went and got in the car and drove home. When I got home I had my first orgasm where you feel all your muscles contract around the plug and I've been hooked ever since. Have a nice tantrums silicone plug in my ass right now - just did 45 minutes on my elliptical with it inside :-)

My first time I was on the younger side my cousin had one so one night while I was over I got up in the middle of the night took her plug, went to the bath room and worked it in. That was quite the magical feeling

My first butt filling came when i was a young teen by my friends Shepherd. I have inserted all kinds of things after that, and all my life. Anal is amazingly wonderful.

First time I did it myself with a hairbrush handle, and I was probably 13.

Havent used my prostate massager in months. i think i am due for a good session though. my beginner plug really doesnt do much anymore.

My first actual butt plug was purchased mail order from a catalog. It was essentially the older classic style doc Johnson style medium butt plug, flesh colored. That was 30 years ago. My room mate, and older woman, presented the box to me one evening, saying something like: "Here's a package for you that arrived this morning". I was a little scared that she might have figured out that it was an adult toy, but was so excited to receive it that I almost didn't care. I went into my room, opened the package and admired it. I thought: "Oh, this is a perfect size, and won't be any problem at all", but I was surprised by how big it felt going in, and once it was past the bulge, and my muscles drew it in up to the hilt, it was very, very surprising, almost a little painful. Perhaps I was rushing it a little too much in my excitement, and began to have a little "respect" for it after that. I enjoyed wearing it around the house a lot, when doing chores and socializing with my room mate and especially when the house was full of her lady friends over for visits. I also took it with me when I went out dancing, and would insert it in the bathroom, then go out and dance.

Yesterday the package arrived, I read so much I was tingling with antisipation. Strait away I lube the big feller up and falsed him up WOW until then I'd only taken cock.

I walked round the house no knickers surprisingly I kept him in .

I couldn't wait to show my reserved boyfriend as I bent over he didn't seem that impressed little did I know.

All night I couldn't sit still.

At bed I pulled him out and the chat began.

I said I was ready for some real cock and the reserved mr went mental I was fucked hair pulling slapping gagging amazing. Seemed he was majorly excited but his filfy bitch.

Thinking I'll be wearing the plug every day.

I went straight for large as I'm already high on anal but I'll be buying more and accessorising daily.

Can't wait for tesco trip with the little fella in later.

Already wet just thinking of it x

The first thing I used was a plug I found in a box in moms basement and a thing of ky so I went to the bathroom and put it in later on I had a friend stay the night and he found it and asked if it was mine and I told him yes and he asked what it was for so I told him he wanted to watch me put it in so I did I guess it was a turn on to him cus he asked if I was gay and ever had a guy in me and I told him no I left it in and put my pants on we took sum beer from the basement and got to drinking he talked me into letting him fuck me and I loved it it was the first time I got off I was 14 then and never had sex with a chick now I'm 30 and have a plug in all the time my gf thinks it's a way of control she doesn't know I'm bi

My first plug i bought on the internet. It is thin then curves into a wide base. I struggled at first to get past the last flare but after lots of patience and loads of lube i managed to get it in. Now i plug myself and come onto zity. Love the feeling when your muscles release and let the last notch inside, then clamp into place holding it in... delicious

My first plug was simply eye opening. Amazing. I had the house to myself, the wife at the time having gone away over night. I was up all night after partying and felt like getting into some serious porn. I got into watching some porn girls plugging it up, and I decided to try. I drove down to the sex shop, almost cock in hand in anticipation. Bought a beginners plug and went home and spent the next day just working the plug into my arse and stroking my cock. To think how tight that small plug was. Now I wouldn't even feel it go in. My plugs and I had love and first sight. We're inseparable since.

Interesting to note that there are over 1445 enema items for sale on Amazon.com today. More toys for pleasure.

My first time with a butt plug hurt! Being an anal virgin I was not stretched out much and couldn't insert it. Took several week before my anal muscles would accept it.

For a virgin ass there are some tricks like,

the receiver must be relaxed and arroused

take your time, lube generously, massage the anal muscle sensually, insert one finger, then when accustomized insert the thumb, when confortable insert two fingers, some asses are more flexibles than others.

Arthur thanks for your advise. My ass is virgin. I insert one finger today. After that i insert my thumb. its incradable. I like it. I want buy a butt plug.

The method I just proposed is to make confortable your partner.

If doing solo, begin with anything who have a smooth surface and a no thicker than a finger or a thumb. They are thin plugs and a lot of other "options" you can use. If using something else than your finger, warm it up before to play with, the warmth relaxes the muscle.

My first butt plug was a thin pink one that a special friend bought me after we had talked about it for a while. Then one evening I went round to his and it was sitting with some other presents on the table. After dinner we used it and it was extremely enjoyable as he used lots of lube and prepared me with his finger first.

My first plug was the typical pink plastic on too. Boring. It wasn't very comfy and just put it in for a wank off session. It was nothing like the glass plug that I have in right now. It will be there until its time to go home from work. Rather addictive! I must say!

The first plug I ever had was actually a potato I carved into a plug shape and then put a condom over. It wasn't great but it served a purpose as a young guy with no access to a sex shop.

The first plug I ever bought was an inflatable vibrating one. Te first time I used it I was so horny at the idea of it I didn't take the time to warm up properly and ended up forcing it in too quickly. I'm pretty sure I pulled a muscle in my sphincter (I that's even possible!), I was so sore for a few days after. It was an uncomfortable experience to be honest and not that enjoyable as a result.

Since then though I have learned my lesson and am actually onto my third version of this plug, having worn two out through heavy usage. I love it. The feeling if fullness, the vibrations. The was my sphincter closes around the narrow neck and keeps it in.

A few times I have actually reached such a heightened state that my arse has actively and involuntarily fucked itself with the plug as the sensations caused the muscles to spasm. Heaven!

My first Domme, after filling me up with a nice warm two gallon SSE and shaving my crack for the first time in my life. This thing was probably only two inches across at the widest but it seemed enormous at the time. When it finally crested and slipped in, I knew it wouldn't be the last time...

First time I was ever actual plugged was actually pretty recent. It was with a colt inflatable plug. Inflatables have always interested me, I think it's the whole concept of being stretched from the inside. Anyways, I can not get more than about 10 full pumps without feeling uncomfortable. It does not hurt, I just get the urge to poop, even though I don't even remotely need to because of my enema. Any tips on how to get over this anyone?

Pantherz--Then maybe you should quit at 10 pumps. I do not think that I ever did that many myself.

hankb

My first plug was as a teenager, there was one of those upside down shampoo bottles with a rounded end in the shower and while I was jerking off in the shower it found its way up my ass, ever since I have enjoyed all sorts of plugs bought and home made there's nothing like that feeling of cresting the widest part and being held open.

I remember it so well. I was feeling kinky about five years ago watching porn and bought a beginner plug. It took forever to get in my arse and felt so intense, it was magical.

That started a five year habit turned lifestyle. Now I rock large steel plugs daily and effortlessly. I still have that original plug though. It's useless to me now, my anus too loose and slutty to even notice it was there, but for nostalgic reasons, I hold onto it 😃

The first plugging adventure is truly eye opening!

My first time was about 3 weeks ago. Just went to the local sex shop and picked one up. It was a titanmen "the hitch". It was too big... Got it in but it hurt too much going in and coming out. I did love it tho. Couldn't keep it in more than a couple hours. I gut the urge to get a new one, so I ordere a "worlds most comfortable butt plug" from Mr. S Leather. Got it 2 days ago and put it in yesterday morning and didn't want to take it out! Kept it in from 9:30am and all the way through work only having to go #2 once. I had to take it out before the gym... It was leg day lol. I am now sitting in my truck in the gym parking lot and we are doing shoulders... I'm gonna keep it in. Wish me luck that no one notices and I don't have an accident!!!

The first time was a little over a year ago (November 2014). I had jokingly told a friend we should go butt plug shopping for her birthday and she actually took me up on the offer. I ended up with the Anal Fantasy Collection Classix Prostate Stimulator by Pipedream. After I got home, and a couple beers later, I decided to give it a go. It took a lot of lube and effort, but when it finally slid in it felt amazing! I was immediately addicted to the sensation and had the most intense orgasm that night in years. Unfortunately, I rushed it in during insertion and bled a bit, but I've since learned my lesson and enjoy plugging immensely.

As a teen I put anything that looked fun. I always had my eyes open for something to stick in my ass. My first real butt plug was an inflatable, vibrating plug. WOW, did that open a whole new world of anal play. I have worn out several of these. Now more than 45 years later I have maybe 8-10 plugs, I especially like the large e-stim plugs that I have. My latest is the extra large nJoy plug, highly recommend this for all day plugging esp. at work

I enjoyed a plastic prostate massager and have now progressed to silicone butt plugs. I have a larger inflatable plug, but struggle to inssert this fully. Work in progress!

Too long ago to remember, in my 20's, but I do recall feeling like a) I loved the feeling and b) I was going to have to get much wider, thicker enema nozzles from then on, which I did. I still have some of them, including a heavy black plastic one from Tyler years ago that I just posted about using this week. It's about 2.5" diameter, thick enough to hold in over 2 quarts this week without leaking even during an orgasm. Later this week I hope I have time to get up to my usual 4 quarts which I think it will still effectively keep inside.

Eric