My lover insists that I wear a chastity “cup” at night and I oblige. I woke up at about 3 AM with a semi-erect cock and just wanted to chill. So I start listening to a nice track: “Erotic Lounge & Luxury Chill Out Collection Vol. 1”. It was very relaxing and put me in the mood for what was to follow.
While listening, I had fallen-into a “living fantasy” and had a strong desire. My lover wants to arouse me within my “cup” and wants to use my anal and prostate vibrator on me. So she takes hold of it and before I know it, I have fallen-into a most erotic fantasy…….
My hands are now tied-up and I cannot see what she is doing to me (but I am not blindfolded). Before long, I feel the intense vibratory pleasure on my “cup”. Suffice it to say that it was an intensely arousing“session”. She stimulated me all around the cup, including my perineum and external prostate. Then she maneuvered the vibrator around my anal depression and arranged it in a way that when I relaxed, I could feel the vibrator “drilling-down” into my anus and I was getting hard all over again. It was a wildly erotic feeling and I couldn’t bear much more. I heard her whisper: “I want to know you are leaking inside your cup”. My moans were uncontrollable. I had relaxed beneath my cup just long enough for her to start-up all over again…..and again…. And then that is when I must have lost it………
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The next thing I know is that the track has changed to Volume 2 and I came back to my senses. I am again in my cup; my hands are untied and I am not hard. Yes, I feel wet inside the cup. I am now enjoying the relaxing yet erotic sounds, alone again. Looking back on the timing, I must have been “out-of-touch” for over an hour! This type of fantasy I can re-live again. I don’t know where it will lead me but I am up for the adventure! I love male chastity!
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Source: https://www.aneros.com/blogs/male-chastity-fantasy-i-want-you-to-leak-again-and-again/