First time was with a girlfriend. She loved it and wanted met too as well.
She was very gentle with me. She told me this was her treat to me and she took her time. She teased me with her tongue, licking and pushing into me, alternating between my pussy and my ass bringing me close again and again. In between she would kiss me and hold me. I was a bit tentative when she slid her fingers into me, it was so erotic, the intimacy, the way she fucked me with her fingers. She kept talking to me, asking what I liked, and caressing me.
Next she used a vibrator on me. It wasn’t much bigger than her fingers. I remember her fucking me with it teasing my clit. I started to beg her to cum I was so turned on. I remember pushing myself onto the vibrator, moving my hips wanting more. Still she teased and kept me on the edge.
When she got her dildo, it was much bigger. I remember thinking it was going to hurt and being worried. It was big. She told me to lick it while she fingered my pussy and kissed me. Then she took my hand and guided it into my pussy. I was soo hot I almost came right then, but she told me to be still and described what she was going to do next, whispering into my ear, kissing and slowly fucking me with her fake dick.
When she finally placed the head of that cock at my ass, my worries were gone and I would have done anything! She started pushing that cock into me and I remember it now every time I get fucked in the ass. The way it slipped into me, spreading my muscles and then the “pop” as my ass gives way. The sharp, quick gasp of breath and the way it slid deep into my ass.
I’ve been hooked ever since.