Pegged as a Cheater

"Who Gets Fucked in the End?"

Font Size

My stomach lurches as I read her text:

This is Felicia, you fucking cheater. Yes, I know you are married. Unless you want me to tell your wife, meet me tonight at my apartment, to fulfill the fantasies of my choosing. Then, I will free you. Maybe.

I keep reading and rereading her text as if it will somehow suddenly change. I am profusely perspiring. This can’t be happening. How the fuck did she get my phone number? Of all the women in the bar last night, I pick up the blackmailing bitch. Okay. Think this through. The sex was good last night. I hadn’t planned on seeing her again, but how bad could it be, right? It’s not worth calling her bluff and possibly ruining my marriage. But, blackmail never ends!

My wife and I have our issues, but I don’t want a divorce. I still love her and we have a long history together. I just feel rejected by her and went looking for someone to meet my sexual needs and make me feel wanted again. I didn’t think anyone would get hurt. I guess that is the point – I didn’t think. My cock was doing all the thinking. Sigh.

I text back:

What time? And one night and then we are done.

~~~

I phone my wife to tell her I will be working late again. She sounds a little concerned but doesn’t question me further. I pack up my briefcase and head to her apartment. I am annoyed as fuck at her blackmail attempt, but can’t help feeling a little excited at having sex again. She is a beautiful woman, with long dark hair and a gorgeous body. Last night she wore this arousing red glossy lipstick. She had a very sexy mouth and I couldn’t help but think about the talents it might possess. And we ended up fucking like animals in the back seat of my car.

On my way to her apartment, I adjust my growing cock in my pants as I relive last night. It was pretty damn hot. We were in the booth in the corner of the bar for a long time talking and flirting, before she suggested we go to my car. Oh God, I hadn’t had sex in my car since I was a teenager. Man, I was hot for her!

She said she wanted us in the backseat and as soon as I shut the door, her hand was on my cock. We mashed our mouths together and hands roamed everywhere in lustful heat. Her breasts were large and soft, with these amazing big nipples and very responsive to my touching. It was just nice to have a woman respond pleasurably to my touches again. Made me feel like a man, you know? Her ass was her best feature though. She wanted me to fuck her doggie style and I loved the magnificent view.

She raised her skirt, proudly presenting her perfectly rounded mounds – no panties. Perching her ass up high, she allowed me back access to her wet, juicy cunt. Her vaginal lips had several pierced rings. They shook as she wiggled her ass making soft sounds.

She wanted a rough fuck too. I can’t remember the last time I pounded a pussy that hard. She kept yelling, “Harder! Faster!” when I already felt like I was splitting her in two. Her pussy had to be sore today but yet she wanted me again tonight. She is obviously a tough woman. So, I am still annoyed by her text but nonetheless aroused at the thought of fucking her again. However, she scratched my back like a cat in heat.

As I arrive at her apartment, my annoyance has completely disappeared and only pure lust remains. One more fuck won’t hurt anything. Then, hopefully, she would do as she said and peacefully move on. I don’t want a messy long-term affair.

~~~

Well, I am lying face-down on her bed naked. My wrists and ankles are tied to restraints attached to her head and footboard. I have zero wiggle-room. Needless to say, things have not gone as I expected. The last hour is a blur as I struggle to comprehend my situation. This is not the same woman I fucked last night as she walks around the bed dressed in her black stockings and garter belt, continuing to demean me and make threats. My only thoughts are escaping.

I am growing a little more concerned with each passing minute. She can’t reach my cock in this position. I can’t fuck her in this position. What in the hell does she have planned now? My question is soon answered as she returns from her dresser grinning and cutting the air with a wicked-looking black leather riding crop. 

Snap! She pops it against the inside of her palm with a loud cracking sound. Okay. Now I am very concerned.

“What are you doing? You are not going to hit me with that!”

Snap!

Quick as lightning, she strikes my naked ass cheek with the crop … and it stings … like really badly. I am pretty good with pain, but this is a special kind of pain. 

“Fuck!” I howl.

Snap! Snap! Snap!

“Fuck me, that hurt!”

She bends down with her face inches from mine and hisses, “Do not speak again unless Mistress orders you to speak! Say, ‘Yes, Mistress.'”

Seeing no other choice, I respond through gritted teeth, “Yes, Mistress,” while screaming, Bitch! in my head. I am feeling a tad bit afraid, but refuse to let her see my fear. 

“Tell Mistress how long you have been married?”

“What? Why?” I answer angrily.

Snap!

“Damn it, woman!” I bark, desperately trying to raise up off the bed.

“Call me Mistress and answer!” she commands.

“Twenty-one years,” I sputter, giving in to her.

She leans her wicked mouth close to my ear and whispers, “I will now give you twenty-one strikes because you are a dirty cheater. Consider these from your wife!” She moves away only to pause and return saying, “And you will get one extra stroke for each time you cry out.”

Snap!

Snap!

Snap!

Damn! My ass is on fire and I always thought I was pretty tough – until now. This shit hurts and it is taking everything in me not to yell, but my tears wet the bed with fears of what is next.

She continues striking my ass with her crop. I lose count, trying to focus on something besides the tremendous aching in my ass. Then, she sits up by my face, draping one leg over my head with the other stretched out on the bed. Her pussy is less than an inch from my mouth. 

“Eat me out,” she orders. I don’t respond quick enough, so, Snap!.

Fuck, woman! This shit hurts!

Obeying her command is proving a little difficult as I have never tried to lick a woman’s pussy while tied face-down on a bed. My head is turned to the side, cheek pressed into the mattress, and my tongue shoots out and starts licking her wet lips up and down. She moves forward mashing her pussy against my face, almost smothering me. I keep licking and sucking and am thankful for the reprieve from spanking. I hate to say it, but her scent arouses me. Her bare pussy tastes good – really good. I feel my cock betraying my anger at this situation and hardening against the mattress. 

She continues to buck her cunt against my face. Her juices smear all over my face until I resemble a glazed donut. Reaching down to her lips, she parts them for my tongue. I probe her leaking pussy, with her moaning and groaning, and optimistically believe my tongue talents are convincing her to take this evening into a different direction.

“Tease my clit with your cheating tongue. Rock my cunt all night long, bitch.”

Snap!

Make me cum now!”

Or not.

I turn up my tongue torture and give her all I’ve got – tasting, licking, sucking with all my might. Her legs quiver around me and I can tell by the increase in juices flowing into my mouth she is about to cum. One last push with my tongue against her clit and she is gone. Now it is her turn to holler.

“Fuck! Fuck! That’s good,” she yells. “So good.”

Her cum covers my face as she presses against me, fulling releasing her orgasm. She falls over for a few minutes panting before she slowly climbs back off the bed. 

“Good boy,” she says, breathing deeply. She stares at me for a few minutes and I think she might be reconsidering her actions. Then, raises her arm and Snap!

I suck in my breath and bite my tongue hard. I know she had to draw blood on my ass with that one. Pain now spreads across my entire backside and I can’t imagine taking much more of this. I try to press my hips into the mattress to escape the crop. It doesn’t work. Damn it to hell!

Snap!

Snap!

That has to be close to twenty-one. She pauses – just to let the pain sink in more – demon bitch! Damn, this woman is evil. A special kind of evil. I saw her face on the first several strikes and she was smiling as she drew her arm back behind her to give me the fullest swing of that crop possible. I see her drawback again now and cringe.

Snap!

Oh, fuck! Fuck! Fuck! This is the worst one yet! Fuck! My ass has to be bruised and welted. It has to be. One more time – I see her pull the crop back and hold it in mid-air – then Snap!

I have to go into the deepest parts of myself to keep from yelling out. I can’t help but shake my ass as best I can to try to dissipate the stinging sensations. Damn! 

When I think it can’t get worse, she sits beside me on the bed and rakes her long, red-painted fingernail down my swollen, burning ass cheek.

“Twenty-one,” she says.

I close my eyes and try to quietly absorb the pain. If you are wondering if I now regret cheating on my wife, my answer is, “Yes. Hell yes!”

She once again walks to her dresser and comes back with a very intimidating looking dildo strapped to a belt. My breath catches and my stomach clutches. I am ashamed to admit, I almost cry.

“Why? Why are you doing this?” I can’t help but ask, stalling for time to think of a way out of this mess.

She lies beside me and says, “I need this. I want this. And I can’t find enough men who will let me. So, I look for married men to … umm, well, entice into submitting to me.”

“How did you know I was married?”

“You have a tan line where your wedding ring usually sits. A benefit of living in sunny Florida.”

“You have had your fun, now let me go home. You are NOT going to fuck my ass with that thing!”

Smack!

Fuck! Her hand spanks my swollen ass cheek.

“You will do as I say until I am fully satisfied or I will follow you home and tell your wife,” she says wagging the monster dildo in my face. “This is what is going to happen. I will fuck your ass and if you cum I will release you and our night is over. If you do not cum, I will continue with the other things I have planned.”

I close my eyes in disbelief. I will never in a million billion years cum with that thing shoved up my ass. 

She releases my legs from their restraints and pushes them up underneath me so that my ass is raised.

I beg one last time with the knowledge I will be spanked for it. “Please, don’t do this.”

Smack!

I hiss but don’t utter another word. She walks away putting on her strap-on dildo and returns with a tube of lube. Small blessings, I guess. She climbs on the bed behind me and lightly strokes my punished ass. I have to admit, her caresses are soothing. Her soft fingers lightly trace the raised welts on my cheeks, and it feels good. But, all good things come to an end, and after squirting some lube on her fingers, she parts my ass cheeks. Soon, I feel the liquid around my tight asshole. Her finger smears it all around and then dips inside pressing against my clenched hole. I admit she is being gentler than expected so far. 

“Are you my bitch?” she asks.

I know what I am supposed to say and feeling defeated respond, “Yes, Mistress.”

And with that, she presses her finger all the way inside my ass. It stings but it not too painful so far. I just try to keep my eyes opened and focused on a picture I see hanging on her wall. In and out. In and out. In and out. Her finger fucks my ass very slowly. I am embarrassed to say my cock betrays me again and hardens.

“And now I will fuck you, my bitch,” she says with calm resolve.

My heart races and my ass tightens.

She lubes up her monster cock moves in pressing it against my tight asshole. Then, she stops, holding it against my opening. Oh my God, just do it already!

She must have read my mind and plunges past my tightly-clenched opening with one push. I don’t know enough expletives to adequately describe this previously-unexperienced pain. My eyes lose focus and I pant out the pain. 

“Try to relax, bitch,” she says. “The pain should subside.”

The first semi-supportive words from Mistress Bitch. I try to take deep breaths and concentrate every fiber of my being on relaxing my tortured ass. It is working – a little.

I feel her pull back a little and then push in again, deeper. Again there is pain, but not as much as before. My deep breathing is helping. Then, her fucking begins in earnest. Slow, but deliberate thrusts with her cock. It still stings, but there is something else. Other sensations I have not felt before. My cock hardens once again. It is quite fickle tonight. 

I think my mind leaves my body. Despite the physical sensations, it is hard for my mind to comprehend my being taken by this woman in this way. I consider myself a strong man – a bit of a badass if you want to know the truth. Yet, this woman has managed to fully dominate me in every way. Her thrusting increases in intensity and speed which snaps me back to reality. Fuck!

I can’t explain what happens next. She has not touched my cock at all tonight. But, I feel my balls tighten and my cock suddenly explodes cum all over her bed at her next thrust. It doesn’t feel like my regular orgasm either – instead of quick bursts, it is more like long waves hitting me. It feels as if my balls will never empty. I can only growl into the bedsheets as my body quakes all over. I hear her shrill laughter in the background and don’t care. She pulls out her cock and I straighten out my legs, gasping into the mattress.

She unhooks my wrists from their restraints and says with a smirk, “Good boy. You came so you can go home now.” And with that, she turns and walks out of the room. Simple as that, it is over.

I quickly dress and leave her torturous bedroom, seeing her on the couch with my peripheral vision, I continue walking to the door without a word to her. I don’t fully breathe until I have shut the door behind me. I can’t imagine what my ass looks like and my asshole still feels like it has something very large stuffed inside of it. Did I learn anything from this, you ask? Yes, I did. I learned a lot of things. 

Bye, Felicia!

~~~

It is a long reflective ride home. I feel like I am dreaming. Did this just happen to me? If it weren’t for my stinging ass, I wouldn’t believe this shit had really happened. Probably one of the most disturbing things is that I came. How the fuck did I cum while she was fucking my ass? And after I was beaten with that wicked crop. At one point it was pleasurable, I guess. I had to admit that to myself, as troubling as that thought was.

Arriving home, I creep up the stairs trying not to wake my wife. After the evening I had, I really can’t handle an interrogation right now.

When I open my bedroom door, my eyes pop out of my head. Never in my wildest dreams did I expect this – I guess I should have after the wild night I have experienced. Oh, man. My wife is sprawled out on the bed in a slinky black nightgown with her voluptuous breasts spilling out over the top – very different from the normal flowery body-concealing pajamas she usually wears to bed. What the fuck?

“Hi … honey. What are you doing up?” I say, trying to wrap my head around what I am seeing.

She props up on an elbow and pats the bed beside her saying, “I know I need to try harder to meet you halfway. I have neglected you, and you are working later and later, and I want things to get better between us. So, I waited up for you hoping we could start working on our relationship tonight.”

Kill me!

Karma is truly alive and well in Florida. She can’t see me naked tonight. How would I explain my bruised ass? And I doubt I could cum again after what I have been through. Subconsciously, my hand rubs my tortured ass as my brain struggles to find a way out of this new mess.

I am truly fucked – again.

Published 5 years ago

Leave a Comment