Andy went a whole year!
So, it's been ages since I updated :-)
You'll be pleased to know that Andy made the big one. A whole year in chastity! After a year, I gave him the biggest teasing handjob ever and he came in my mouth. I held hid cum there for a few seconds, whilst he calmed down, and then we kissed, his cum flowing between our mouths. It was so sensual and wonderful. He told me it was the best orgasm of his entire life!
Other than taking a 3" butt plug (too adventurous, he can just about take 2.5" at the moment and we're still stretching him), getting "slave" tattoed on him (he was just too hesitant!), we've pretty much done everything else. We didn't go to a nudist beach, but he did strip naked on a regular beach and show off his chastity device whilst sunbathing. We had lots of strange looks and I had to explain what it was a few times! He also didn't quite manage the 10" dildo, but he managed to deepthroat about 9" I think. It was certainly near the hilt.
The hardest thing for him was the cuckolding and, more specifically, being my fluffer. As soon as we shared that first cock, I was hooked. I wanted him to suck off my lover(s) every time they came round. It's so hot! Sometimes I didn't even fuck them, they just came round so I could watch Andy blow them and cum all over his face. The collar really helped, though. It made him feel very submissive and if I fucked him afterwards with a strapon, he'd be happy and content again, knowing he is mine and mine alone.
Anyway, Andy has had no further orgasms. He's back in chastity again. For the whole year again? Who knows...
You'll be pleased to know that Andy made the big one. A whole year in chastity! After a year, I gave him the biggest teasing handjob ever and he came in my mouth. I held hid cum there for a few seconds, whilst he calmed down, and then we kissed, his cum flowing between our mouths. It was so sensual and wonderful. He told me it was the best orgasm of his entire life!
Other than taking a 3" butt plug (too adventurous, he can just about take 2.5" at the moment and we're still stretching him), getting "slave" tattoed on him (he was just too hesitant!), we've pretty much done everything else. We didn't go to a nudist beach, but he did strip naked on a regular beach and show off his chastity device whilst sunbathing. We had lots of strange looks and I had to explain what it was a few times! He also didn't quite manage the 10" dildo, but he managed to deepthroat about 9" I think. It was certainly near the hilt.
The hardest thing for him was the cuckolding and, more specifically, being my fluffer. As soon as we shared that first cock, I was hooked. I wanted him to suck off my lover(s) every time they came round. It's so hot! Sometimes I didn't even fuck them, they just came round so I could watch Andy blow them and cum all over his face. The collar really helped, though. It made him feel very submissive and if I fucked him afterwards with a strapon, he'd be happy and content again, knowing he is mine and mine alone.
Anyway, Andy has had no further orgasms. He's back in chastity again. For the whole year again? Who knows...
12 years ago
