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.