This happened a few years back and was the first time I had a vibrator in my ass. Since then I’ve had it a few times and once with a strap on.
My gf at the time was not keen on anal, she had never tried it but just didn’t like the idea. I tried to persuade her so many times and it was a hard no. So I tried one last role of the dice. I said what would it take to let me fuck your ass, and she said ‘you know my vibrator how about I use that in your ass and if you take it all you can fuck mine’. I had no experience of anything I my ass at the time and it looked pretty big but I really wanted her so badly. I said yes.
So we went out one Saturday night and had a few drinks and when we got back it wasn’t long before we were kissing and cloths being torn off. I was hard instantly looking at her cute curves and shaven pussy and just had to taste her. She lay back on the bed and beckoned me between her thighs and I worked my tongue around her sensitive clit and then down dipping first into her pussy and then her tight ass.