Iku moved very carefully now.  She decided to switch things up, shifting her right hand down to handling the front and using her left for the back.  She was especially gentle whenever she caressed Hima's testicles, so much so that she did not deliver the first slap to Hima's ass until her right hand had left her balls and teased the base of that monster cock.  Someone whose hands were so skilled would probably have fine control, but at least she knew better than to run the risk of getting herself confused and being too rough with her superior's balls.  She made sure both cheeks got their fair share of open palmed strikes, continuing her gentle teasing of Hima's penis as she did.<br/><br/>She very carefully and quietly spat on her left pinkie as she finally left that monstrous cock alone.  While her right hand caressed, her left hand began feeling for that hole that she both dreaded and knew she was fated to fill.  First, she simply traced around it with her left index finger, before very carefully starting her pinkie into it.  Her cautiousness would pay off here with someone less used to the attention, as Hima probably had enough experience with overeager lovers who thought the anus was ready to go from the start.<br/><br/>Eventually, she grew bold enough to let the pinkie's partner join it.<br/><br/>After a few minutes of feeling those buttocks and feeling her from the inside, Iku finally withdrew and began caressing Hima's backside.  She began shifting her body, rubbing her whole length between both of those cheeks.  That sent a heavenly shudder down her form, and she abandoned it after a couple of passes.  It would not do if she lost focus and dirtied her squad leader's back.<br/><br/>Instead, she took in a deep breath, let it out.  Using both hands to spread those cheeks, she guided her length toward the goal and, true to orders, was gentle as she made her first attempt at penetration.<br/><br/>"Captain, I...I have no regrets.  I hope this is good," she said as she made to carefully 'breach' Hima's defenses and to feel out the first inches of Hima's insides with her once pure penis.