The Jail Guard Gets Her Turn

something sinister. On the report all of the names were blacked out, so I could not see if it was her and two men, or her a woman and a man, or all three were girls. But in the end, it seemed that Debbie went to the local pool hall in her town one night, grabbed a Que Stick and walloped the hell out of someone with the stick, causing that person to have multiple injuries, broken bones and needing stitches. I was almost floored! How could this tall, beautiful, almost sensual woman, get so involved in something like this? To lose her composure enough to go down to a crowded pool hall and beat the hell out of someone?

I didn’t sleep much that night. Thoughts of the pool hall brawl rambled through my mind. Question of who was involved raced through the night. Was she married? Was He? Was she the other woman? Did she beat the hell out of the other woman? Or the man? Was it a lesbian lover triangle, with a cheating girlfriend? I was enamored by this and as I later came to realize, by her.

A few days later I was escorting Debbie to the Library and as we walked, I finally got the courage to ask her.

“Debbie. What did you get in trouble for?” I asked.

Of course, I somewhat already knew, but I wanted to hear who was involved and what led up to this action from her. Debbie looked at me and at first and I don’t think she wanted to answer, but since we had a decent repour, she gently bowed her head and replied, “I beat the hell out of this woman.”

“Wow.” I replied. “That surprises me. You seem like a very quiet reserved person. If you don’t mind telling me. Why, did you do it?”

“Long story,” she replied. As if to just keep it to herself.

I didn’t push the issue and changed the topic as we finished our walk. Debbie complimented me on how gracious I was, how sweet I was and what an attractive person I was. I was actually flattered to hear that from someone who could be a model, when I’m an ageing jail guard, whose coming up on 40.

As for me, I am of German and Italian heritage. I stand all of about 5’6 inches on a good day. I have long brown hair that I usually have up in a pony tail. My frame should hold the ideal weight of about 140 to 160 pounds, yet I run 195 on my best day. I do have a big set of double D titties, but after the kids, coupled with my age and with my weight, once the bra comes off, they rest around my belly button. I have thick thighs and short little feet with a FUPA (fat upper pussy area — for those who don’t know) and couldn’t tell you the last time anyone told me I was sexy or attractive. So, I was warmed by her words, but just took it as kindness.

I didn’t get to see Debbie after she had her time at the library. My shift was over and I had three people at home waiting for me.

A few days later I was walking the corridor along the cells, when Debbie called me over.

“Car.” She spoke. “Come here.”

When I got to her cell, she said, “If you really want to know, I’ll tell you what happened.”

“Sure.” I replied.

“But not here. Not with people listening. When we are alone.” She mumbled out.

“Okay.” I replied and kept moving.

A few days later I escorted Debbie to the Library again. While walking she said, “This is embarrassing, but I’ll tell you the truth.”

“I was in a bad marriage with a drunken abusive man who used me as a punching bag. The only friend in the world I had was a co-worker named Lydia. Lydia helped me pack up and sneak out of my house and let me live with her while I was going through a very rough and tumble divorce.

While I was living with Lydia, I fell for her. She was more than a confidant, she was my best friend, my strength, my wisdom and my life. One night a few weeks after my divorce was over, her and I were home alone, drinking some wine, watching a movie when we kissed for the first time. The kiss got more and more heated; and more and more passionate. And shortly after, she guided me by the hand to her bedroom where we made love. It was the first time I had been with a woman and as wild and weird as it was, I was absolutely in love with it and felt that maybe, this it was where I was supposed to be.

We dated for a while, with her being the aggressor and me the paramour, the naive little girl, the one being taught. And the more we had sex, the more I felt I was changing teams and wanted to be with her more permanently. But then her attention started to become withdrawn and cold and I just knew there was something going on.

One night just after she left to go see an “old friend,” which I knew was bullshit, I jumped into my car and followed her. I watched her pull into a dark back area of a parking lot and jump into a car with someone else. After a while I snuck up on the car and saw her fucking a man in the back seat. My heart sank. I felt devastated and I felt like she betrayed me more than my ex-husband had.

I was so devastated that I went home, gathered my stuff and left. Having nowhere to go and no one to turn to, I went to the bar and started drinking. I polished off way too many drinks as I felt the rage boiling inside me. I went driving around until I saw her car at the pool hall. I walked in and saw her arm in arm with the guy she was fucking earlier. And without thought, I grabbed a pool que, walked up behind them, whacked him over the head with it knocking him down and then turned my attention to her.

I beat her until the pool que snapped into pieces. I broke her nose, damaged her eye socket, cracked her head open and left her with many bumps and bruises. It took 4 people to pull me off of her and shortly after I was in handcuffs in the back of a squad car being arrested for battery and bodily harm. I took the plea deal, because I did it and it was my way out. I figured it was some time away, time to heal and a time for me to start my life over.”

I was practically in tears, as was she, when she finished the story. I have never felt bad for anyone who made poor choices, but her story pulled at my heart strings. I gave Debbie a big hug before she walked through the library door and walked back towards my wing.

Later that night I laid in bed after hubby fell asleep thinking about her. I kept hearing her words in my head. How bad she was hurt, how betrayed she was. And I kept thinking to myself, she was in a lesbian relationship. That’s something I had never done, nor even considered. I’ve never known a woman, who had slept with another woman, let alone experienced a lesbian relationship. I began wondering what it was like. How she felt? Clearly, she was tuned on by it because it was an on-going relationship. Was it because her husband was abusive? Was she always a lesbian and just needed someone to show her the way?

The more I thought about it, visualizing her eating her lover’s pussy out the more aroused I became. I started wondering what her pussy looked like? What it must have looked like with her face between her lover’s legs pleasuring her. Before I knew it, I was overheated and feeling sensation running through my body like I never had before. I tried to push the erotic, tingly feelings away, but I couldn’t stop thinking about it. I was getting wet and I was becoming curious! I ended up softly and quietly rubbing my clit. My eyes were closed, deep in thought, with my tongue licking around my lips.

I could see her face between my legs licking my pussy, her long legs spread out across the bed as she laid flat on her stomach. My loins ached and my senses reeled. It wasn’t long until I reached orgasm, shook and released, catching my breath as quietly as I could as not to wake the hubby. As I laid there sweating, coming down from my orgasm, I couldn’t stop thinking about her. About it! What control does this woman have over me, that I am lying here next to my husband pleasuring myself thinking about her.

The next morning, I tried to put the night behind me. I chalked it up to curiosity and fantasy. But oddly enough when I stopped for my morning coffee, I bought Debbie a pack of cigarettes and a donut that I snuck into her. After last night’s fantasy and the fact that she’s always on my mind, I had to see her and I had to talk to her. We have strict rules at work about bringing in “contraband” to the prisoners, but I had to make sure she was getting what she needed and I figured it; it was some smokes and a donut. What’s the harm? Right. What’s the worse that would happen?

When I gave them to Debbie I whispered, “Shush. This is a gift from me to you, for your trust with your story.”

Debbie held my hand between the cell bars cupping the items in her other hand. “Thank you,” she whispered. “You are amazing!”

Debbie was such a role model prisoner and had kept her mouth shut about the gifts I’d given her, that I recommend her for Kitchen detail. In there she would be out of her cell longer, free to walk the halls more and to have more time to learn a new skill. She was overjoyed with my recommendation and hoped I would be the one escorting her to and from the mess hall.

The more we talked, the more we saw each other, and the more I got to know this beautiful woman, the more involved and attracted I became. I couldn’t fight it anyone. I was interested in her. I didn’t know why. I had never been interested in any woman before. Hell, I don’t even like watching lesbian porn, but she had a hold of me. Countless days I spent in the shower, or late nights in bed masturbating thinking about her kissing me, touching me and making love to me. It even got to the point that I started shaving my vagina again, as to make it feel sexy and clean.

One late night I was tasked to escort Debbie from the kitchen back to her cell after she cleaned the mess hall. Several of the other women prisoners who worked there had finished their tasks and headed back off to their cells leaving Debbie and I alone. I watched her as she finished her tasks and was just about ready to turn out the lights and close up, when Debbie said something, I’ll never forget.

“Car” She spoke. “I wish I had met you outside of here.”

My heart leapt. I felt a rush of emotions come over me like nothing before. In my mind I was screaming I wish to, but I had to be clear on what she meant.

“Why do you say that, Debbie?” I asked.

“Because your kind, gentle and understanding. You have an amazing personality; you are way friendlier than any other guards and I think you are absolutely beautiful.” She replied.

My heart melted and I wanted to scream to her, I feel the same way, but I had to be cautious. I didn’t want to do anything that would put my job or my marriage in jeopardy. I stood here frozen. My heart racing, my legs trembling. I wanted her. I wanted her badly.

Debbie walked over to the door, pulling it shut and flicked the light switches off. She walked towards me, slowly and deliberately, starring deeply into my eyes. I was speechless as she got face to face with me.

“I haven’t been interested in another woman since Lydia.” She spoke. “But I find myself overly attracted to you. Do you feel the same way?”

“Yes.” I mumbled out.

Debbie leaned downwards and placed her soft lips onto mine. My knees buckled and body quivered. Her kiss was soft and long, as she left her lips pressed against mine. When she pulled away, I could feel her breath as she asked me, “Was that okay?”

“Yes, it was.” I stuttered out.

Debbie drew in closer to me and when she came in for the second kiss, our lips parted and our tongues touched for the first time. I felt her hand slide up along the side of my cheek resting around my ear. Our tongues danced and swam inside each other’s mouths, as we kissed passionately. My heart was still racing, but my fear and concern was releasing. I reached up and slid my hands along the outside of her arms, touching her skin as we pulled in tighter. Her tits pressed up against mine as she continued seducing me, in the back of the mess hall.

When she pulled form our kiss, she kissed along my neck, up around my ear whispering to me, “Car, I’ve wanted this for a long time.”

“Me too.” I replied.

I felt Debbie’s hand slide down and cup and caress my breasts over my work shirt, her touch was exciting and liberating as she turned me on even more than I thought she could have.

“I wanna taste you,” spilled form my mouth, as my arms wrapped around her back.

Debbie nudged me down onto my knees as she stood over me. I went down and knelt powerless against her. Today she was the teacher and I was the student. She leaned down and kissed my lips again. She looked around and pulled the draw string of her DOC pants letting the loose. She used one hand to slide the off, side by side, until they were down past her knees. She wasn’t wearing any panties and in the dim light of the hall, I could see her shaved pussy with stubbly hair around it. Her white legs and knees reflected the ambient lighting.

Debbie managed to kick her pants off of one leg and stepped in closer to me. She grabbed me by the top of my pony tail, atop my head, pulling my face forwards and right onto her pussy. My nose landed at her clit and my lips at her pussy lips. I was frozen! I didn’t know what to do. I had never eaten a girl out before and I was so scared and nervous about what was happening I couldn’t think straight.

“Just lick my clit,” she moaned out. I felt my mouth opening and my tongue start protruding out as it touched her stubbled haired clit. I licked back and forth, getting a sense of what I was doing.

“Yah, just like that baby.” She whispered.

My nipples hardened and my pussy was pulsing and getting wet, knowing she was being the seductress and I was her paramour. I started licking more and more, hoping I was going to get her off. I began to taste her juice as her pussy got wetter and wetter. Before long I was licking from top to bottom, beginning to enjoy the experience. Debbie was trying to moan quietly, but the more I was licking and swirling my tongue all around her pussy the louder she became.

It wasn’t long until I reached my hand up and was using my fingers to feel my way around her slit and teasing her entrance while I continued mouthing and tonguing her clit. I was such an odd, yet exhilarating feeling to be feeling her wet pussy.

My heart rate had come down and I wasn’t scared or nervous anymore. I was horny and willing to eat this woman out until she came all over my face. I had fantasized about her eating me out and now I was on my knees face deep in her pussy, pleasing her. I unbuttoned the buttons of my shirt and slid my free hand inside my blouse, felling up my tits, as I watched Debbie playing with hers. I brought Debbie to her first orgasm as she shook and squeaked like a mouse. Her legs shaking and bucking like a horse as she expelled her pent-up sexual release.

After she finished cumming I looked up at her and asked, “Did I do it right?”

“Oh yah.” She replied. “Just use your tongue more around my slit and slide your fingers into me.”

Without her guidance, I willingly lunged my face right back between her legs and onto her sexy hot pussy, as she spread her legs further apart. I cocked my head as far and as back as I could to make sure I was getting my tongue all the way up inside of her. I licked and sucked and swallowed down every bit of her wetness, as I knelt before her. I slid my fingers up inside of her, feeling the warmth and wetness of her pussy. My hand tingled with the sensation of entering her. I was so overwhelmed; I had to stop and catch my breath for a second. I was licking her clit and fingering her and I fucking loved it.

I unzipped my zipper on my pants and slid my hand down into the hole. I was rubbing up and down on my pussy over my panties, feeling how wet and how tingly I had become. I was eating out the women I had been fantasizing about for weeks, here in the mess hall, while playing with my pussy. And I couldn’t get enough.

I wanted to rip my duty belt off, slide my pants down and finger fuck myself, but there was no way I was going to pull that off, here in the hall. I wanted her to rip my pants off, pull my panties down and dive her tongue deep inside me. I was over the fear and I was enjoying being on my knees — her servant – sucking and fingering her pussy, while I played with mine. My moans increased as my tongue swirled around every inch of her. I was dripping wet and throbbing, as I watched her hands cupping and grasping her tits and nipples while I pleasured her gorgeous pussy. OMG, how I have wanted this for so long, and now I’m eating her out. Debbie what have you done to me???

“Fuck yah Carly,” she moaned out. “Oh god, your tongue is amazing.”

Carly! She called me Carly, by my real and full name. Hearing her whisper it, sent chills down my spine.

I licked and sucked her like I had been eating pussy for years. The more she moaned and talked dirty to me, the more turned on and excited I became. I was rubbing my clit over my panties while my head was deep in between her legs, lapping her pussy. Debbie grabbed my head and pushed my face in further, deeper and closer for the start of her second orgasm, as her legs began to shake.

“Carly, I’m going to fucking cum.” Spewed from her mouth.

“FUUUUUCKKKK.” She moaned out, as I felt her body release number two.

Seconds later I brought myself to orgasm, rubbing my clit, while my face sits soaking wet between her legs. My body trembling and shaking, along with hers. Debbie pulled me up from my knees and we kissed passionately and deeply. My hand sliding up and under her DOC shirt feeling those gigantic, large supple breasts, as her hand began rubbing in-between my legs.

“I want your pussy,” She moaned out.

“Okay.” I replied.

Debbie started to unbuckle my duty belt when we heard a large noise and voices coming our way.

“Shit!” We both cried out.

I zipped up my zipper without haste and was fumbling to get my shirt buttoned back up. Debbie was hopping on one leg trying to ger her pants back up. We both wiped our faces and hand brushed our hair trying to make ourselves presentable as we headed towards the door. Our hearts raced and our hands shook as we walked out of the mess hall and back into the main corridor of the prison. We walked together slowly, but deliberately as I retuned her to her cell.

My legs shook from fear and disbelief of what had just happened. Debbie’s face was fire hydrant red as she stepped into her cell. She turned to look at me as I closed the cell door behind her.

“Thank you.” She said, “I have wanted that for a long time.”

“I have too.” I replied.

I composed myself even more and went back to my station where it took more than a half hour to cool down and stop trembling.

I was hoping no one saw us or caught us and that this night would be ours for the taking, As I sat at my desk, I could still taste her pussy on my lips. I could feel how wet my pantie were, and I knew how badly I wanted her again.

But I had to go home to my husband and my kids. And that’s when reality hit. I had just had sex with a female inmate, while employed at the DOC, while married and while on duty. Holy fuck!!! What did I just do???

That night, and several other nights after that, upon arriving home, I usually “had a headache or didn’t feel well”; because I just couldn’t face what I had done. But in my heart of hearts, I knew it was something I had to do. Something I needed to do and something I wanted to do.

And truth be told, it wasn’t the last time with her either…