Installment #5 – A Day of Freedom and of Control and Pain

i had mixed feelings about an upcoming supervised release – I enjoy being under Mistress Ayn’s control in chastity but desperate for a release.

After two weeks of chastity, the freedom was quite nice – it all starts out nice.  BUT, there is always a pain element too.  Ordered to wear pink panties was agonizing as they rubbed against Her now unencumbered cock and balls, excruciating stimulation.  Plus, i was ordered to take a Cialis.  i was so intensely aroused.  i followed Mistress Ayn’s orders to watch porn during the day but no touching.  The erection was very hard and caused me to shake with desire for relief.  i wanted to touch myself so badly but was obedient.

After a very long day, evening arrived and the next order = an orgasm.  Ah, but not so fast slaveboy, a RUINED orgasm.  Yikes!!!  And, slapping Your balls – hard, as ordered – as i came.  Double yikes!!!

As ordered, there was photographic evidence on Twitter of the discharge before i licked up every drop.

Despite the freedom, watching porn, and an orgasm (albeit ruined and with painful ball slaps), i felt little pleasure or satisfaction, and it was back in the cage.  The ED pill continues to stimulate for days, so the chastity restriction was particularly painful. i craved an orgasm, a real orgasm.

So many questions as i tried to sleep: How long in chastity this time?  Will i EVER get a real orgasm in 2019? Is there anything that i would not do if ordered by Mistress Ayn?  How could the pleasure of a release be made even more painful and unsatisfying?   Will i actually survive being Mistress Ayn’s chaste slave?  Why do i have just a huge smile on my face (hint: i have pleased my Mistress, which makes it all worth it)?