Male cucumber bitch in chastity

Conradsdroom
2,859
A girlfriend of mine loves to use cucumber to get herself off. To please her, I mailed some pictures of myself playing with a cucumber while in chastity. She wanted me to share them with the world. She loves the picture with the cucumber between my legs with my cage on top, as it shows how thick, hard and long the cucumber is compared to my small soft locked penis. Couldn't fill myself up with it (yet), which she thinks is a shame as it gives her so much pleasure. If you agree, please comment. Each comment or mail will add one day to my chastity duration. Those additional days will be focused on ass-stretching-training, so I will be able to take the cucumber in my ass the next time I'm ordered to do so.
Posted in: Gay Tags: cucumber, chastity, anal, blowjob, orgasm, denial, slut, slave
Comments (40)
Conradsdroom
Thank you for your reply Kyra! I'll inform mistress about the two additional days. And yes, the stretching routine continuous. I'll message you an update.
MsKyra
oh... I know you'll love two days of chastity extension! :)
MsKyra
I remember you!!! Grappig Conrad, lees ineens mijn eigen reacties hieronder. Geil dat je mannenpoesje nu komkommer klaar is. En kickte op dat anale orgasme filmpje. Alleen jezelf mooi scheren en geile lingerie aan... en jij bent de droom voor iedere hitsige man :)
Conradsdroom
Thank you Joyaandkenny for your comment. My ass is currently trained to take a cucumber, as provided by the picture I sended to you. I'll communicate with my keyholder what to do about the extended chastity duration. I don't know my next release date yet. However, rest assure that my release date will be extended with a day.
Joyaandkenny
You're not training hard enough. A cucumber op the ass is easy... Work on it harder!! -_-
Conradsdroom
Thanks all of you. Thanks for the compliment, gaycock. It's easy to try chastity, shorty41, these devices are pretty cheap on ebay. Dank voor de extra dag erja, al is dit een post van een tijd terug. Thanks for saying it's hot hnd92, love to hear that! I'm in lock up ãgain since yesterday, but I'll be in for a while if I read the signs correctly...
jnd92
So fucking hot
shorty41
I'd love to try chastity
gaycock
Lovely pics
Conradsdroom
Thank you for your reply Bibo. My release date is now 17th of September. Some rules are classified. Be sure to know that when I orgasm by stroking, my ass will be filled, clamps on my nipples and I'm always, always licking up the mess. (been doing that for years...) Orgasm frequency is dropping, from a few times a week to much, much less. Loves to have me horny and desperate. Most of the time, breaking her rules do not have consequences for lock up time. More often, I will have to do (photo) assignments or engage in bisexual activities.
bibo
mmmh, you lucky, lucky boy.
I wonder if you have to obey any other rules and if so, what happens if you break them? would your lock up be prolonged?
Conradsdroom
Dear bibo, I'm in my second day of chastity lock down. 16th of september is my release date
Conradsdroom
eight days it is, my Mistress let me know.... Thank you Bibo. Unfortunately, this covers my vacation, so I can not respond the next three weeks (not online). But I'll reply afterwards. And I hope you'll post those cucumber pictures!!!
bibo
that is lovely to hear and i hope she meets your desire to be locked up an extra week
oh well with this post it might even be 8 days dear...
but with that time i guess you will be able to finally manage the rest of your green friend.
i keep my fingers crossed for you.
at the moment i train my ass myself to be able to make some new kinky pictures for this comunity, but without a Mistress/Master i guess i am a bit slow ;)
Conradsdroom
Thank you for your replies Bibo. I'm still training and I am able to take the cucumber up my ass for about 4-5 cm. Still can't get the full width, but that's just a matter of time. I'll ask about a new extended chastity duration... She might extend my current lock up period with a week...
bibo
I hope it isn't too late to add some days to your chastity duration...
bibo
I know how hard it is to get a cucumber up that tight hole...
bibo
But believe me, it is absolutely worth the training...
bibo
You will be proud of yourself when you can show your Mistress your success...
bibo
I wish I'd be able to help you with your task...
bibo
Your pictures look lovely by the way...
bibo
Kisses your caged cock
Conradsdroom
Thank you MasterLex, I hope you enjoy the pictures! My release is now scheduled for February eleventh.
MasterLex
Nice cucumber:)
Conradsdroom
Thank you MsKyra for your comments and the added days. My release is now scheduled for February tenth.
MsKyra
Ofcourse I won't deny myself the same pleasure. Fuck You, bitch boy! Drive that big fat cucumber up you ass for me, or you'll be so sorry. Four extra days to train that pathetic excuse of an ass. Now thank me, loser
MsKyra
We can't forget Eveline, can we? a nice 'Fuck You, bitch boy' from her as well. That's three extra days...
MsKyra
Jackie says 'hello' and a lovely 'Fuck You, bitch boy' from her as well.... that's two extra days....
MsKyra
An orgasme tomorrow? Not If I can help it! I encourage every one who reads this to add a comment with a nice 'Fuck You, bitch boy'. Let's keep him in chastity till Christmas, all the time training his male pussy for cucumber fun. So this is one more day....
Conradsdroom
Thank you koko2edge. I'm currently plugged to stretch my fuckhole (and in chastity ofcourse), but still can't take the cucumber yet. My release and (highly anticipated) orgasm are now scheduled for February sixth! One more day!!!