Nate’s 18th #13: Prom Date's Mom

Nate's prom date's mom, who is also the Mayor of the town, gets blackmailed by her sister, the Police Chief, into riding Nate's cock so she can have a Polaroid. All characters are over 18.

(This story is a continuation of the events in #12: Lesbian Police Chief)

The Mayor was the first one to speak, or, to be more accurate, scream. "My daughter's prom date just came on my face! And on my clothes!"

The Police Chief, the Mayor's sister, burst out laughing. She was lying back on the bed, her blonde hair a mess, big tits jiggling, her blonde bush damp with sweat, her legs splayed because I had just pulled out of her, or, I guess to be clear, because I had been pulled out of her by the Mayor, who had jerked me by the arm while I was cumming. The Police Chief hiked herself up onto her elbows, her big jugs settling on her torso, and looked at her sister with a smirk on her face. "Your clothes? He came on your tits, you fat cow!"

Calling the Mayor a fat cow was apparently like waving a red flag at a bull. She jumped on the bed without saying another word and began slapping the Chief and pulling her hair. I scrambled off the bed, my cock still hard and swinging around, slinging cum around the room, while the women went at it.

The Chief was at a disadvantage in the wrestling match, since she only had one good hand. Even with a dose of morphine on board, with her finger dislocated when an 18-wheeler had sideswiped her and her cruiser, she could not defend herself very well against the fury of the Mayor. The women fought for a couple of minutes, pulling hair and tossing sheets, pillows, and the Mayor's shoes until they came to a rest in the center of the bed.

The pair of women lay still, exhausted by the effort, with the clothed Mayor underneath the naked Chief of Police, the Mayor holding her sister in a rear choke hold. The Mayor's skirt was around her waist, and she had her pantyhose-clad legs around the Chief's waist; the Mayor's heels dug into the Chief's inner thighs. The Chief's pussy gaped open, with my semen draining out of her onto the waterbed beneath them. Both women were red-faced and breathing heavily, their ample breasts heaving.

My hard-on had not gone down at all, and in fact had been reinvigorated, thrilled by the sight of these older, attractive women, fighting, more or less, about me. That cat-fight had to be the coolest thing to happen in an already epic summer. Middle-aged women fighting over me meant I was so cool, I was like Fonzie of eastern Pennsylvania. Ayyyy!

Chief Zimmerman broke me out of my reverie. "Stovall, quit staring at our tits and pussies, and get this fat bitch off of me!"

The Mayor shook the Chief in the headlock and spread the Chief's legs even wider. "Who are you calling fat, you hairy dyke?" Then the Mayor looked at me over her sister's shoulder through her hair. "And don't you think of getting anywhere near me with that fucking Billy club you have for a cock you are swinging around, Nathaniel! How in the world did you manage to stick that thing in my waif of a daughter?"

The Chief answered for me with a snort. "He said she was sporty, and since she was 18, I guess she knew her own mind. OW! Don't bite me, you damned moo-cow! And quit pinching my titties! Get her off me, Stovall, now!"

I moved closer to the pile of women on the waterbed. "Sorry, your honor." Leaning over, I took the Mayor's wrist in my hand and tried to pull her forearm away from the Chief's neck gently. The Mayor was not happy about that and let me know it with every vulgar obscenity I think I had ever heard. She had a mouth on her that I cannot imagine her constituents were aware of.

She screeched, "Don't you touch me, you motherfucker! You asshole, I will kick you right in the dick, and you will see how you like that. I am going to gouge your eyes out, and fuck your skull with one of dear sister's dildoes!"

I tried to ignore her relentless, imaginative foul mouth while I worked to get her arm off the throat of the Chief. The Mayor was fighting me, but her grip on the Chief started to relax, then suddenly, things went bonkers.

My hair was not long, but as soon as the Mayor let go of the Chief, the Mayor grabbed a handful of my hair and pulled me down onto her and put me into a reverse headlock, my head between her tits, and the head of my cock jammed up against the gusset of her pantyhose.

The Chief proved pretty nimble herself, even with a sprained ankle and a dislocated finger, once the hold was broken. She ended up on my back, reaching past me to get at her sister, pulling the Mayor's brunette hair out of its perfect arrangement with her good hand, while she wrapped her swollen hand around my waist to stay in the saddle.

Her pressure on my back shoved my cock even more forcefully against the gusset of the Mayor's pantyhose. The Mayor stopped struggling, and she yelled at her sister. "Get off of him, his cock is pressing into my pussy. This 18-year-old is fucking me through my pantyhose!"

The Chief patted me on the back and said, "Keep her held down, Stovall. She just gave me a great idea. These Leggs Pantyhose she wears have gussets that are like paper."

Holding the Mayor was easier asked than done. Mayor Snyder let go of my hair, so my face was not pressed down between her breasts, but she went crazy, trying to throw me off, twisting, batting at my back, cursing at her sister, cursing at me. I was unsure what the Chief was doing, tunneling between my legs, as I held the Mayor's arms and kept her legs spread.

Then it became clear. The Chief's face was pressed up against my cock, and she was tearing at the gusset where my cock was straining, using her good hand and her teeth until the paper-thin crotch of the pantyhose gave way. She yelled "Ha!" between our legs as the pressure was suddenly relieved, and I sank balls deep into the Mayor.

The Mayor relaxed in my arms and grunted, "Oh, Fuck, that is big," as I settled all the way into her, bumping her cervix with my balls resting on her anus. Her eyes were closed, and her face showed discomfort, mixed with arousal, since her neck had flushed red. I was not sure if I had the go-ahead to start rocking her, so I lay there, holding her, enjoying the sensation of her tight, slick pussy.

The Chief scrambled out from between my legs, saying, "Hold onto her, Stovall, keep your cock in her!" and reached over the Mayor and me to take the Polaroid camera off the shelf built into her headboard. The Chief stood, suddenly showing much less concern about her injured ankle, probably thanks to the street morphine called Miss Blue she had taken earlier, and set herself up at the end of the bed, off to the side. She looked through the camera's lens at the Mayor and me.

The Chief started giving stage directions. "Ok, Stovall, rip her blouse and show those big titties. I am going to get a picture of your cock in her pussy, her big tits, and her face.

Mayor Snyder's eyes opened, and she began struggling again, then she suddenly stopped fighting. I was not sure what was about to happen, but I leaned back a little so she could not bite me or something.

But I had not needed to worry. The Mayor began speaking in a measured tone, as if she were reading one of those public service announcements about drunkenness in the parks that had been playing on the radio all summer. Her calm speech was especially remarkable, you know, because my cock was in her, and her sister was holding a camera.

"No, Allison, I know what you are doing. You want a compromising picture to blackmail me. So wait a second. I will give you a compromising picture, but there is no need for this boy to rip my clothes and make me explain those ripped clothes to John." I was pretty sure she was talking about Mr. Snyder, her husband, but since I had never heard his name, I was not certain.

The Chief snorted. "You think that fruit would notice? Susan, your daughter, she would, oh, yes. Our Mother? Of course. But your husband? No chance."

"Just shut it about John, Allison." The Mayor looked up at me and smiled. She was calm. "Let my arms go, Nathaniel. I will take off my blouse so my sister can take the picture."

I looked back at the Chief, and she nodded. Pushing myself up onto my hands, I released the Mayor's arms, and she began untying the bow that had been tied in a shoestring knot under her collar. She pulled the ribbon out and laid it aside.

The Mayor unbuttoned her blouse, and she looked up at me as I stared at the operation. "You like what you see, Nathaniel? My sister and I are quite different body shapes from my daughter, I think you agree." She unbuttoned the last button and laid the sides of her blouse on the bed under her, exposing her white bra, which looked like the same model and probably the same size as her sister's.

The Mayor looked past me at the Chief. "So what now, Allison? You want me to pull the cups up and take out my tits?"

Without waiting for an answer, that is what she did. Digging her fingertips under the cups, lifting the underwire, her breasts spilled out, large, firm mounds, with pink nipples the size of the last knuckle on my middle finger, surrounded by areolas the size of coffee cup saucers. The cups of her bra were up by her neck. That seemed like the cue for the Chief, as a flash from the camera's flashbulb lit up the room, and I heard the camera's motor grinding.

The Mayor looked like a wreck. Her perfectly coiffed hairdo was all over, her blouse was open, her bra still attached but lying across her chest exposing her huge tits, her pantyhose ripped, and her skirt was pushed up around her waist. But I did not care about any of that since she still looked great to me. I was overcome with the need to get some friction going, so I pulled my cock back and pushed it in.

That brought an instant reaction from the Mayor. Her eyes flashed, and she said, "Don't you dare. I may have to go along with the picture, but I don't have to lie still and let my daughter's prom date get his jollies in my pussy. Once Allison has the picture, we are done here."

The Chief had been studying the developing picture and had a change of mind. "This won't do, Wilhemina. You look like you are being forced."

The Mayor's anger flashed again. "I am being forced, you blackmailing dyke cunt! Do you think I would have let one of my daughter's boyfriends rut me like an animal if I weren't forced? What do you think this is? A date?"

The Chief waved away the Mayor's words and put the lanyard for the camera around her neck. Then she looked down and addressed the Mayor and me. We had both turned to watch her.

"Take two." She laughed. "It is like I am directing one of those peepshows in the porn store on Route 38. The ones with the strung-out druggy fucking the used-up whore."

The calm Mayor disappeared, and the angry sister was back. "Fuck you, Allison. This is going to come around on you. Maybe not right away, but it will."

The Chief winked at the Mayor and went on. "Wil, you are going to strip all the way down, fix your hair and makeup like you are going for a photo shoot for your reelection pictures, and you are going to get on top of Stovall here, cowgirl style. And you are going to smile. The exact same smile as in the picture hanging over my fireplace. There is no way you are going to claim anyone forced you into that picture if you look like you are enjoying yourself." The Chief patted me on the butt. "Unplug, Stovall, and let the Mayor get herself squared away."

The Mayor had a scowl on her face and was saying, "I may smile, but there is no way..." as I began easing out of her. She ended her sentence with an involuntary, "Holy fuck, that is good!" as the head of my cock slipped past her labia.

I climbed off the bed, my dick still hard. I held out my hand to help the Mayor off the sloshing waterbed, and she thanked me as she slipped into the bathroom.

Chief Snyder took a Japanese silk robe out of the closet and put it around herself as she said to her sister through the door. "No funny business in there. Don't try sneaking out. There is a bush full of poison oak beneath that window, and we know how allergic you are."

The only response from the bathroom was the sound of running water and a muted, "Fuck off, Allison."

I was not sure what to do, standing there naked in the Chief of Police's bedroom, so I got on the waterbed, lay back, and put my hands behind my head.

The Chief had hobbled out of the room, shaking the developing picture as she was going. I had an idea where she was heading since I had found an album of her Polaroids under the coffee table when she had left me in the living room while she took a shower. The Chief had taken photos of various women she had brought back to her bedroom. I figured she had gone there to hide the new one of her sister.

Indeed, Chief Zimmerman limped back in without the picture, and when she saw me lying on her bed, she shook her head. By the time she got back into the room, my cock had deflated some and was lying along my stomach, pointed toward my belly button.

"You look pretty proud of yourself, Stovall, lying there with a dick the size of the town water tower. You fucked Susan, and her mother and her aunt. Who is next in the American Top 40? You going to fuck my mother?"

She cackled at her joke. "Momma is what, 75 now? Had ten kids and probably weighs 250. Even with your fat cock, there is no way she would feel it! She would probably go for it, though, the horny old bitch." She cackled again, then looked down at her camera, amused at what she thought was some absurdity.

But it was not so absurd to me, though. Mrs. Zimmerman, the mother of the two sisters, sounded a lot like Mrs. Bondra, my high school debate coach, whom I had fucked a couple of weeks prior. Mrs. Bondra had a dozen kids, and she was a pretty enthusiastic bedmate. And her pussy had felt just fine to me both times we did it. Thinking about that encounter started to get me horny, and my cock began to rise.

The Chief looked up from her camera and said, "Are you shitting me, Stovall? I talk about my fat-ass, ancient mother, and you get a hard-on?" At that moment, the Mayor walked out of the bathroom, wrapped in the Chief's pink robe.

The Mayor's hair was back in picture-ready shape, looking very much like she did in all those portraits posted in the businesses around town, and her makeup was done to perfection, with light blue eye shadow, light rosy rouge, and red lips, which really set off her light blue eyes under her dark hair. I think they called that look, "Black Irish." She was a knockout. Politicians knew how to put themselves together, even under trying circumstances.

The Mayor asked the Chief, "What are you saying about Momma?"

"I was asking Stovall since he has fucked all the Zimmerman women, was Momma next, all 250 pounds of her, with a stretched out pussy from having 10 kids. And look at that!" She pointed down at me on the bed. "He's got a fucking raging purple hard-on!"

The Mayor put her hands on her hips, and the robe fell open, revealing her breasts that were almost identical to her sister's, with her big, turgid pink nipples pointing off at angles like Yosemite Sam shooting up a bar.

"I am not sure who is more depraved. My orgiastic lesbian sister, this 18-year-old with an erection for women older than his mother." She wrapped the lapels of the robe back around her. "Or me, since I agreed to do this thing." She looked at the Chief with an even expression. "Where do you want me, Allison?"

"You are going to be on top, Wil. Stovall, come down to this end so your head is at the foot of the bed, and Wilhemina, you are going to straddle him. And that cock is going in, Sis, all the way, none of that R-rated simulated nonsense. X-rated. Hell, triple X rated!"

The Mayor shrugged off the robe, allowing it to drop to the floor. "Fine, let's get it over with." Her torso was lily white, except for a tanned V between her breasts. Her arms and legs were tanned, indicating she had spent time in the sun while wearing her one-piece swimsuit.

I made a mental note to myself; I had to find out which pool she hung out at. She had womanly hips, a huge, black V-shaped bush that had been trimmed so no hairs were outside the white that marked the edge of her swimsuit, and she had a couple of rolls on her belly, but she was incredibly sexy, especially when made up like she was going to some formal event.

When I managed to arrange myself on my back at the end of the bed, my hard-on was standing perpendicular to my groin, straining, and purple, and my balls felt as full as they had ever been. I needed relief. I could not wait for the Mayor to slide herself down on my cock. I wondered to myself if I should just let myself blow as soon as she was on me, or if I should wait to see how things worked out.

Mayor Snyder climbed onto the bed at the head and worked her way on all fours toward me, her breasts hanging, brushing my legs as she got closer to my cock while I was still thinking. As she moved, I was jostled on the waterbed, my cock waggling obscenely back and forth in front of her face.

She stopped, straddling me, her thick, motherly, tanned thighs on either side of mine, her hanging breasts brushing my abdomen. She pushed herself upright, onto her knees.

The Chief was behind me with the camera. I looked up at the Chief; her eyes were bright, staring at her sister's swaying breasts that were brushing my abs and knocking together. I could smell the arousal coming off the Chief's pussy just beyond my head. Was the Chief turned on by her sister, the Mayor?

Mayor Snyder addressed us. "I know he has already had that thing in me, but it is so fucking big. I am not sure I can maneuver myself..."

The Chief cut her off. "Shut it, Wil. Scootch yourself up, get the fucking head wet with your dripping pussy. Uh-uh-uh, don't try to deny it! You are leaving a snail trail on that boy's legs! And get it in there so I can get my picture."

The Mayor looked outraged, with her eyes, but a smile peeked out before she could squelch it. "You are gross, Allison! I am only doing this because of your blackmail!"

"Whatever, Wil, get up there and start fucking so I can get my picture!"

I had been watching this fascinating back-and-forth with great interest, seeing how these two powerful women interacted. Still, none of it was quite as interesting to me as my need to get my cock into the Mayor's pussy to unload my blue balls.

The Mayor gazed down at me with an almost apologetic expression, but that was probably not everything in the look I was seeing. She was the Mayor of the town and my prom date's mom, after all, so she was trying to maintain some dignity. And she was staring down the barrel of my loaded cock that she was going to have to ride.

But here is the thing...Even though her ruthless sister had manipulated her into a compromising position, there was no denying that she was aroused. I could feel the dampness of her pussy on my thigh.

She smiled a little. "I was going to ask if you were ready for this, but that is a silly question, is it not, Nathaniel?"

Shrugging and smiling at her, I reached down and grabbed the base of my hard-on, holding it steady for her.

She patted my fist that was holding my cock. "No, Nathaniel, let me, I need to control this so we go slow. I want to ease this beast in."

"Yes, Ma'am." I let go, while she took control, holding me about midway up the shaft with her middle and index finger and thumb with their red painted nails, rubbing the head of my cock between her labia. Her eyes were closed, and her mouth was open.

She had a red flush on her chest that was most apparent on her white skin next to the tanned V between her breasts. She stopped rubbing my cock between the lips of her labia and eased down on it, the head passing into the depths, then she stopped.