Update
Thank you Emmyred for your added time. I decided to complete your and justhetip dares together.
My girlfriend tied my hands behind my back and unlocked me. She then put my cock ring on and made out with me for a while stroking and teasing my body but avoiding my cock.
She then removed the cock ring and iced my penis until I was tiny again and locked me up. She then inserted my butt plug and put the vibrator on while I ate her out timed. It took me about 25 minutes to make her cum as she resisted the orgasm for a long time. I then bent over her bed and held my ass cheeks apart. She slowly removed the plug and then used the strapon to fuck me for 25 minutes. I didn't manage to orgasm (but it doesn't matter because that wasn't part of the dare). Afterwards she put the plug back in.
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