16 Comments

1. Peter on June 23, 2014 at 8:07 am

   To Ms Delia it matters. She said I need to be locked up in chastity along with wearing bra/panty all the time along with hairless girlish smooth smelling skin. She said no real man wears bra/lipstick pumps to get off. Her Ms Melanie and Ms Cindy all say that’s my punishment for wearing their clothes and getting hard and off. I told then I just wanted to see how wearing soft silky sain fabrics felt again my soft smooth skin one time. But they told me I have to wear bra/panties chastity all the time. They won’t let me get off since all 3 share key and I’m chronic masterbater. :(Please Ms Olivia help me in talking to them so I get get off.

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   • olivia on June 23, 2014 at 12:39 pm

     Thanks for your comment peter!

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2. jim on June 23, 2014 at 2:43 pm

   I think I want to believe that penis size does not matter. As a younger guy, of course, you think about it a bit (ok, alot). I recall hearing girls begin to talk about it (also alot) in HS but then even more in college. I think what finally made me know it mattered was when I would hear (even) the more demure (less party type) girls talk about it. Girls (and women) seem to have a lot of respect and even some admiration for well endowed guys. I don’t know how other guys react, really, but when you over hear girls talking you just sort of “get quiet” if you are less endowed. I wonder how often girls notice that?

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   • olivia on June 23, 2014 at 2:53 pm

     ~laughs~ ERM……yes we do notice and later, when you leave we giggle … one of us will invariably say, soooooo didja notice that so and so got really QUIET? And we’ll all start to laugh. Oh yeah, we notice and we know exactly what your silence means. Poor guy.

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3. marlowe on June 24, 2014 at 8:17 am

   I need it, my favorite is “is it in yet” gets me ever time

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   • olivia on June 24, 2014 at 8:45 am

     hahhahahaha…….such a great line, isn’t it? SO SAD to actually say it! ~laughs~

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4. princess on July 7, 2014 at 6:06 pm

   Dearest Ms Olivia, I can’t wait to listen to the audio when I get a chance. As I’m sure I’ve told you, I’ve had plenty of experience feeling like the little snake entering the big cave! At least my big balls make up for it. ;->

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   • olivia on July 10, 2014 at 2:53 pm

     hahahahhahahahahhaha
     oh wait, I should really give you a solid answer. Okay, here you go:
     hahahahhahahahahahahhaha

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5. alex on July 8, 2014 at 12:24 am

   You know things are bad like the time I was gonna get freaky with my wife. I told her hold on a minute while using the penis pump.

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   • olivia on July 10, 2014 at 2:54 pm

     ~laughs~

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6. Nikki on July 10, 2014 at 10:18 pm

   Olivia,
   If size doesn’t matter the why are there not 3 inch dildos? For me, size can be both length and girth. Depending on how I am going to have sex with a cock (or dildo) decides what I want, I love length for oral and girth for anal. Overall, bigger the better
   Nikki

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   • olivia on July 11, 2014 at 6:04 am

     OMG Nikki! hahahhahahahhaha … you know what? I never thought of that! PRICELESS and you point out something so *simple* that I missed it! Oh YEAH, the only really small penis in dildo form is maybe a penis gag ! hahhahahahhahahhaha Ohhhhhh thank you m’dear for making me laugh and think at the same time 🙂
     ~lipstick kisses~

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7. Jake on July 17, 2014 at 8:00 am

   Mistress, I’ve always found myself turned on by the idea of ‘humiliation’, having lots of beautiful woman watch me stroke my cock, laughing, prodding, slapping my large cock and then totally denying me for hours, even leaving me in chastity! Oh yes! the idea alone makes me rock hard!!!! You’re totally perfect when it comes to dominating me and my cock in just the right way, Mistress! 🙂

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   • olivia on July 18, 2014 at 6:32 am

     ~grinz~ Thank you soooo much Jake! You are delightful and I thoroughly enjoy hearing you gasp and BEG to cum …. and then saying, “Awwwwwwww NO Jake. Mistress wants you to wait to cum.” And you DO try to wait, don’t you? ~laughs~

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8. Cum_Filled_Balls on July 18, 2014 at 10:18 am

   Dear Mistress Olivia,

   I think that this question can be answered in different ways. I think that it does matter to those women that prefer to have a larger cock inside of them. On the other hand, a dominant woman can humiliate a guy and his cock, regardless of cock size.

   Even though I do have a cock, which is a little over 8 inches when hard, I am very aware that I need to have this piece of meat controlled. My in-person mistresses do not “humiliate” me because of its size. Since my penis does have a slight curvature to the left and because one of my cum-filled testicles hangs much lower than the other, that provides “good material” for their amusement.

   I am a nudist, and I have been to many nude beaches and resorts, and I have seen all kinds of cock lengths and thicknesses. I have seen what looks like a clitoris connected to a ball sack, and I have seen some huge cocks. There is LOTS of variety out there! Since I am an exhibitionist, I do not mind being naked and showing off – and even getting hard sometimes – at those beaches and resorts and seeing other naked people.

   Thank you for this post about size!

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   • olivia on July 19, 2014 at 11:40 am

     Oh YES on the variety of sizes … there’s a lot of diversity of penis size AND what needs to be done to (and with) that penis! ~smiles~

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