I have been enjoying your gallery together with my girlfriend for a few weeks now so I'd like to give some back by sharing my first strap-on experience.
 
A few months ago, I was taking a bubble bath with my girlfriend (I’ll call her Maria). We started fondling each other and I ended up laying under her with my legs spread open. She rubbed her clit against my ass, as if we had traded places. We both laughed about it, but it was quite a turn on for both of us. She told me that she knew many men have this fantasy of being ass fucked by a woman and that if I wanted she would fulfill that fantasy. I had already downloaded many strap-on pics from
the usenet so the concept was not new to me and it really turned me on. I had already experimented anal penetration with the usual objects, like bananas and cucumbers, so I knew I would definitely enjoy it.
 
Since her birthday was coming soon, I decided to treat her with a vibrator set together with some anal lube. She had never had anal sex and was keen to try it with me. At the same time however I also purchased a strap-on 6 inches dildo and a butt plug. Once she had been properly introduced to the other toys I showed her my strap-on. She was so excited that she put it on immediately... and what a sight. Her beautiful and shapely body, with nice big tits, looked even more sexy with the rubber dong. She moved behind me, as I like to do with her and started kissing me while rubbing her “cock” against my ass. I had a huge hard on and shivered as she started kissing down my back all the way down to my ass.
 
She then made me stand on my hands and knees and began licking my crack, caressing my butt hole and then licking it and thrusting her tongue in my hole. I was so excited I felt I could come any second. Sensing this she let one finger slip into my ass and after a while a second finger was drilling my hole, driving me wild with pleasure. She said - I see you are ready - and after lubricating my ass and her dildo she pressed it into my ass. Feeling that first thrust and knowing I was being ass fucked by my girlfriend was so incredibly hot I moaned and groaned and asked for more. After teasing for a while, pushing it in and then slowly pulling it out again, she shoved it all the way in. Since I had already enjoyed self-anal penetration, I knew how to make the most of it and started thrusting my hips back and forth, feeling every inch inside me. I wanted to come but she made me turn around to face her with my legs spread open. This reversal of roles even managed to get me more excited and I came all over my stomach and chest. Then she cuddled up behind me, her dildo still between my legs and fell asleep.