What was it like to use a butt plug for the first time?

I wore my first butt plug in my house the night it arrived with the help of my very good friend, I applied a lot of lube, I was a little bit scared at first and it hurts a little bit at first but at the end it was fun and erotic, the feeling was amazing. It was a great experience. I felt so good that I had to sleep with that night, pulling it out and in all several times to make it more comfortable.

Since then I have been sleeping with my plug every night. I feel empty when I don't.

I bought my first butt plug in June, 1983 At a seedy little ABS in southern Indiana. I was nervous as could be, and I am sure the counter lady recognized my first time activity. I was about 45 minutes from my hotel. while driving I opened the package and examined my new little flesh colored toy. At the hotel, check-in seemed to take forever with my new first sex toy in my suit pocket. Once in my room, my only thought was to get naked and lube up my toy. It felt huge that very first time, but I quickly adjusted to it. Next road trip, I was in the market for a bigger plug.

Was amazing! The first toy I ever bought for my ass was a Dildo (I did write a blog about it…) however I soon discovered butt plugs were really my thing. My first one was a medium Doc Johnson, was amazing to put in and i have been hooked ever since.

My first but plug was inflatable and had so much fun with it and guess it started me on the journey of increasing stretch and gape in my ass to eventually leading on to self fisting and double fisting by female playmates.

I was very slow in my play at the first stages and enjoyed the feelings of pumping up and releasing over and over.

I have wanted a butt plug for as long as I can remember.

I had a girlfriend in college who would stick her finger up my butt while giving me a blowjob - which is probably when this desire started.

Sadly -- my marriage is pretty much sexless -- and what little there is -- is very vanilla.

My wife would freak if I suggested any anal action to be performed on me.

With that in mind -- everyone in the family (except me) went on a 1 week road trip.

I decided -- this is the time to do it.

My wife has location tracking enabled on my cell (mostly to know when I leave work, and will be home). I can't leave my cell at home, because I am an escalation point at work -- and this is a work phone. If I disabled location services -- that would seem suspicious.

With that in mind -- I couldn't easily go to a sex shop to buy one, nor order one online (credit card charge history).

But Walmart now sells a small selection of adult toys -- so I drove up to Walmart - cash in hand, to buy a Hello Cake Tush Toy.

I went through the self checkout (it didn't flag for any verification -- so no interaction with store personnel).

I came home -- ripped open the box -- read the instructions, and was crestfallen when it said "step one: charge for two hours" -- that was the longest two hours of my life.

121 minutes later -- I lubing up that toy, and sticking it in.

I cant remember the last time I was ever this proud of myself (for both the purchase, patience while charging, and insertion).

To answer the original question - what was it like the first time.

Bliss . . .

It took more effort going in than I thought it would. Getting around the flange at the bottom was more difficult than I thought.

It thought I had plenty of lube on it . . .but alas I needed more.

I waited till it was inserted -- to turn it on.

I loved the vibrations.

I edeged for about 20 minutes - then finally came.

When I did come, it was the largest volume I have ever had.

Family will be back tomorrow -- guess I need to get one last day of play in before they return.

My ex-wife and I used to take turns playing doctor and patient. When my turn to play patient I was given an open back exam gown and told to strip naked and put it on. She changed into green scrubs top and bottoms. I was called into the exam room and told to bend over the exam table. With her feet my legs were moved very wide apart and she untied the middle exam tie and the gown opened completely. She took the exam gown front and hiked it up on the table out of the way. At that point I knew she had a completely perfect view of my spread ass and my dangling stiffening penis and balls. She announced it was time for my prostate and penis exam. With a very lubed finger she entered my tight anus and went straight for the prostate gland rubbing it caused my erect penis to leak pre-cum some. She grabbed a surprise for me and it was a Doc Johnson Butt plug that was 5.5 inches long and 1.75 wide and said that was the final part of the exam. She ordered me to spread my bum cheeks wide apart as she lubed my anus with gobs of Vaseline and lubed the butt plug too. She inserted the tip and kept advancing forward to the point it was at the widest point 1.75 inches. I said it couldn’t possibly go any further in and she started masturbating my penis like downward milking a cow with the big butt plug still in my anus part way. She stunned 😧 me and shoved the rest of the plug in with one hard quick shove. The pain of it going in shocked me but that stretching pain caused me extreme pleasure too as she was jacking me off causing me to cum violently all over the floor. I was ordered by her to kneel down and clean it up with my tongue 😜 till she was satisfied the floor was spotless.

Exiting. Just the thougt of having a plug inside was cool. The first i tried was a medium size, remember it sort of pop in place after some work to get it in, then the feeling of it stuck in place by the bace, while my rectum kept clenching to get used to it.