Correctional Officer spirals out of control
I always wanted to be a cop but I didn't have a college degree which most departments require these days. So I found a job that was as close as I could get, that was a correctional officer at the local prison. I was hoping that maybe one day that experience will help me get into a department without having to get my college degree.
I was on the job for 2 years, being a correctional officer is pretty boring, albeit, not as boring as it is for the prisoners but we are basically babysitting them which is the ass end of the legal system. Probably no surprise but the inmates lacked any respect for the officers and would routinely call us names, swear, and in some cases even spit or throw feces on us. Again, not the kind of stuff they tell you about when you are interviewing for the job. But our training required us to be professional, not to take things personal; they were simply trying to get under your skin and if they are successful they will continue to bully you, it was their version of having fun.
And it should be no surprise to anyone that you get some femboys in prison, the ones that sway their hips, that have a "daddy" within the prison walls, what most would call a prison wife. Even though it's illegal to have makeup they somehow were able to smuggle it in to try to make them look more girly (some were better than others).
I worked the midnight shift so it was typically quieter while the inmates were sleeping. Actually, it never really gets quiet in prison even at night, there always seems to be a low rumble of noise from toilets flushing, bars clanking, people yelling, etc...
I was getting to the end of my shift just before 7am (I worked 11pm - 7am) when my supervisor asked if I could work a couple hours of overtime as one of the guards called in sick. I always welcomed the extra money so I obviously agreed to work. They needed me to do a prisoner cell move, this is relatively common as there's prisoners constantly coming in and getting released.
I showed up at cell 122 and there sat Yolanda, one of our more "convincing" trans prisoners to be honest. Her actual name is Ty Williams but no one ever called her that, to everyone here she was simply Yolanda. Even in her orange prison jumpsuit she had this aura of sexuality that surrounded her. She was tall, thin, yet curvy, black woman with a sexy smile and flirtatious stare. She had become very adept at using her sexuality to get what she wanted, similar to a hot girl on the outside that never pays for a drink or when she gets pulled over can bat her eyes at the cop so he won't write her a ticket.
All the guards were well aware of Yolanda's tactics to try to flirt with them to try to get favors, it didn't often work but that never stopped her from trying. She still had her male parts because if she didn't she would have been transferred to a woman's prison but you couldn't tell at all, I guess tucking it really does work.
As I approached her cell Yolanda sat sitting with her legs crossed swinging her shoe back and forth with her belongings all bagged up laying on the floor next to her.
"Okay Yolanda, looks like you're moving today, do you have everything ready to go?"
"Oooh, Officer McCarthy, they always send me the most handsome ones. I'm ready to go anytime you want"
She makes a gesture of riding me as if she was on top getting fucked. Of course I was used to the sexual innuendos from her and simply smiled politely and shook my head no. You get desensitized to this type of tak and behavior very quickly while working in a prison so it didn't phase me one bit.
"Grab your things and let's go," I said.
"Oh honey these bags are so heavy I'll only be able to grab 1 so we'll have to make 2 trips, is that okay?"
Shit, that complicates things as I would have to call for another officer because we can't leave her belongings unattended however, we were already short-handed otherwise I wouldn't have been working overtime in the first place. I consider my options...shoot, I might as well just grab her other bag, it will save me time and a big headache.
"I'll take your bag, we can do this in 1 trip," I tell her
"You would do that for little ole' me? I'll have to find a way to thank you...I can think of a few ways...if you are interested?" She teases.
I ignored her comment and grabbed her bag and escorted her to her new cell. On the way Yolanda keeps up with the flirting...
"You must work out, you look so strong, I can see your biceps ripping through your sleeves. You must work out a lot...I like my men strong. I feel so special to have my own personal security...will you protect me from all those big bad men?"
She says with pouty lips and face.
As we arrived at her new cell I step aside to let Yolanda walk in and she sits down and says to me,
"You can put my bag over there,"
she says as if she is a guest at a hotel and I'm her bellhop carrying her luggage to her room.
As I placed the bag down her stuff fell out of her bag and onto the floor.
"Sorry about that, let me gather that up for you," I say.
"You are so sweet, my very own maid to help clean up my room...lol," she jokes.
As I'm down on one knee putting her things back into her bag just slightly off to the side of where Yolanda was sitting. Her leg is swinging back and forth and then out of the blue her foot lightly brushes across on my dick. It was gentle and appeared to be accidental but it was just hard enough to get my dick to slightly harden.
"Mmm...looks like someone is happy to see me," Yolanda jokes.
Whether it's the fact that my girlfriend broke up with me 3 months ago or that I haven't got laid since but I didn't immediately move away from her foot brushing back and forth across my crotch. If I'm honest, it felt good and Yolanda notices I'm not making any attempt to move out of the way of her foot.
"Feels good doesn't it, officer?" She whispers sensually.
"That's it, let Yolanda take care of that little problem between your legs...no one has to know"
Now I could get in real trouble for having any sexual activity with an inmate...not only getting written up but most likely fired. I couldn't afford to lose this job but my cock was rock hard now and I closed my eyes and let you a soft moan.
"You like when I take care of you?" She teases.
Surprisingly I start to feel myself involuntarily moving my hips to the rhythm of her bouncing leg, basically thrusting up against her leg like a dog in heat. I continue to hump faster and harder...I'm getting super horney and need that release...at this point, I could care less about being written up or even losing my job, it just feels sooo good.
I start to lose my balance on the 1 knee and grab ahold of the bench Yolanda is sitting on, I drop to 2 knees as I shift slightly to keep my dick rubbing up against her foot, by now I have my hands on the bench with my arms pressing up against her hips as I straddle her leg some more.
Yolanda starts to run her fingers through my hair and down my face. Then she rubs her thumb across my lips where I instinctively pucker my lips to kiss. She continues rubbing her thumb on my lips similar to how a guy would rub his dick across the girl's lips during a blowjob. Then she applied a little force onto my lips with her thumb and in it went, I started sucking on it feverishly while still humping her leg with my cock on the verge of exploding. I must have looked like some prevert the way I was kneeling, humping, and sucking all at once, but at the time I didn't care. I have one thing on my mind and that's to cum.
Unbenoticed to me Yolanda pulled out her cock with her other hand and started jacking off..
