Alright, so last I left off I had just taken Cheryl, my mother in law, over the desk in my office and pumped her full before sending her on her merry way.
We went downstairs and it was just the dog mooching around. Cheryl went to the bathroom to get cleaned up and then left before anyone else returned home. That was the initial story she gave, so it was just as well she had the time to clear out. I went back to bed and Stranger Things. Something something nothing is stranger then having a cock wet with your mother in laws pussy juices.
Cheryl texted from the road that she had to pull over and “deal with an issue” — along with a pic. Looks like I had really pumped her full.
In the coming days we developed a protocol to talk via a texting app, with fake names for each other. That way, if one person got caught (read: me) it wouldn’t implicate the other. This enabled us both to be more free with our language.
In that regard, I informed Cheryl that her punishment was coming, and she knew what it was. She told me that she still had a “virgin ass” — which I didn’t believe. She told me her ex-husband (my FIL) had pressured her to give it up for some time, but she was always afraid and secretly kind of enjoyed holding it back from him. He was the first guy she slept with, while he had slept with other women both before and during the marriage, so she always liked that she was able to keep something back and not give it up to him.
“Cool, but you’re not giving anything to me that I don’t already own. I told you you’re mine.”
“Yes Daddy.”
We made arrangements for Cheryl’s punishment. During this time, she also told me her ex-husband had been texting her wanting to get lunch. He had recently broken up with his girlfriend and she figured he was looking for some. He was also very concerned as to whether or not Cheryl had slept with anyone else yet. I guess he wanted to make sure his pussy was still on the shelf where he left it. She assured him she didn’t have time to date.
In terms of metering out Cheryl’s punishment, and finding time to meet up without a fear of getting caught, we worked it out this way. I was heading upstate on a business trip that would have me staying two nights in a city about 2 hours from my house, about 1 hour from her’s. Cheryl arranged to take a week off of work and head a few hours beyond the city I was in, to do some winery tours with an old friend of her’s. We decided we would meet up, get a room, and she’d get what was coming to her.
Once the room was booked, she started with the excuses. First it was about the punishment itself. She asked why she deserved it — she started this, she knew why. She asked why I wouldn’t rather a nice striptease, she offered to cover herself in chocolate and let me lick it off, she offered anything and everything to get out of the ass fucking she knew was coming to her. Then, she told me she had heard from her ex again, and had gone out to coffee with him. He was going to be in the same general area at the same general time as us, should we call it off?! What if we get caught?! I told her there was no way he was going to be hours away from home, checking random hotel parking lots for cars that look familiar. If she was concerned, she could check in first, I’d come in and punish her, and leave. She could stay in the room and leave an hour later. I didn’t care, unless she was really “out” — this was happening.
The weekend of the trip came and I told her she was to bring her own lube. I told her what color her underwear should be and what she should wear. I made her bathe first and told her she wasn’t to drink or take any prescription medications ahead of time. This punishment was not to be dampened by chemicals. She was clearly in to my ordering her around.
We met up at the hotel and she checked in and went to the room. I waited and went in a few minutes later, and began preparations.
I informed her of the ground rules. She was now mine. She was my slave. She was to do as she was told or she would be punished. In terms of punishment, I improvised — I told her if she didn’t obey, she’d get a binder clip on her left nipple. If she didn’t obey again, she’d get one on her right. They would remain on until my cum was leaking out of her ass. If she disobeyed a third time, or if I felt that her disobedience was especially egregious, she would be made to lick me clean when I was done with her. She was horrified at this and clearly intended to comply. Good.
I opened her bag of supplies while she went to the bathroom to put her lingerie on. Duct tape (wtf?), numbing lube (strike 1), and a change of clothes. Fine.
Cheryl came out of the bathroom sauntering. She was wearing a lace black see through top with matching bottoms and a sort of cardigan of lace wrapping her arms and shoulders. She looked amazing. I told her so. She came over and dropped to her knees, her nails scratching at my jeans. I stopped her.
Me: “Unfortunately you’ve broken some rules so preliminary punishments are in order. Numbing lube? I don’t think so.”
Cheryl: “Okay, but that is the only lube I was able to find! I don’t have any other!”
Me: “Well then, it looks like we’re going in dry.”
Cheryl: “No, no, no. Its okay, we can do something.”
Me: “Shut up. Take out your tit.” And I clicked the binder clip.
Cheryl: “What?”
Me: “You heard what I said. Do it.”
She reluctantly and slowly pulled her left breast out of her lingerie. I cupped it in my hands and licked her nipple, long, deep and slow. She put her head back and closed her eyes with a long exhale. Around the time her breath was about out, I snapped the clip on and grabbed her arm as she instinctually raised to protect herself. She let out what was first a howl, followed by a gutteral sound with a gyration of her hips against the bed.
Tears streamed down her cheeks but her sounds returned to something sounding like pleasure. I was relieved.
I must have paused for a moment, because she looked at me and said “I’ll do what you say.”
I gestured down towards my pants and said “Suck it.”
“Yes, Daddy.”
Cheryl dutifully unbuckled my belt and slid my pants down, pulling my cock, springing, from its prison. I let her lick me long and slow, directing her to lick my balls and swirl her tongue on my head. She began bobbing her head up and down, taking a decent amount of my cock down her throat, and on one of the up bobs she said “Choke me.” Initially I thought she meant with my hand, but I realized what she needed quickly enough. On her down bob, I grabbed her by the back of the head and and jammed her down against my pubic bone. I felt resistance between my cock and her throat and then a pop, and I was down. She was gagging and gasping pretty good, but I wanted to stay in character, so I said “If you can’t take any more of this cock you tap me on the leg and I’ll let you breathe, I don’t let my sluts pass out.” It wasn’t the greatest, but it was improvised so give me a break.
She nodded her assent and started bobbing, taking me deep down her throat with each down stroke. I grabbed her by the back of the head and held her down on my cock, wrapping my legs around her back and holding her in place. I hissed “you fucking choke on it!” and she did. Her hands continued to rub my legs, not tap, and I kept her down. I felt her wriggle, and struggle, and her strokes on my legs got slower. Her eyes fluttered and I saw her chest convulsing as she tried to breathe. She wasn’t tapping. I’m not about to choke my mother in law to death with my cock, so I waited a few more seconds and just before I let her go her hands fell to her side and her eyes rolled back in her head. I took my legs off of her and she fell to her side, my cock making a POP sound as it came out of her throat.
It seemed involuntary, but she gasped and hit the floor, the clip snagging on my jeans and pulling off her nipple. Her eyes blinking wildly, she asked “Was that good for you Daddy?” Christ, this woman is crazy.
“Get the fuck up” I said, picking her up by an arm and slinging her on to the bed on her stomach. “Mmm I know my punishment” she said, handing me the bottle of lube. I took it from her and threw it across the room, pinning her arm behind her. “You want to be numb and you want to pass out so you don’t feel this,” I said. She giggled and said “Spank my ass before you fuck my ass, Daddy.” I pulled my jeans down, took off my belt, and snapped it hard across her ass through her lingerie. Then I tore the lingerie panties down and did it again against her bare skin. She moaned.
I let go of her hand and told her to spread her ass. She slowly did, clearly still nervous.
I moved behind her and aimed my cock at her pussy instead, and pushed myself in. She gasped and moaned, still holding her cheeks spread. “I think I found some lube,” I said, grabbing a hand full of each of her cheeks and thrusting myself deep in to her. I felt my cock bottom out against her cervix and she let out a little “Yip.”
I began thrusting faster and faster, and I knew what I was going to do. I’d lull her in to a false sense of security, maybe he was just going to fuck my pussy and cum in me and that’d be it, and then I’d take her virgin ass. She moved up to a doggy position on the bed, me standing behind her, one hand on her ass and one on her shoulder pulling her back and up. She put her arm out ahead of her to push back hard. I knew it was time, I was close. In, out, in, out, all the way in, all the way out, all the way in, all the way out, in to her ass.
Her head shot back and her mouth opened, she yelled from somewhere deep inside of her. She almost yelled on the inhale of the gasp. Kind of a “Ahhhhoooohhh.” I took my hand that was on her ass and hooked her open mouth and pulled back. “Your pussy, your mouth, and now your ass.” I said, pulling back, “Mine!” and slammed back in. I started thrusting in and out and waited for some indication from her as to her state of mind. She started moaning, and slowly began to return her arm to the bed, just her fingertips could reach, and was pushing back. She was sucking on my finger in her mouth. She was in to it. I slapped her ass hard “Good girl!”
I felt it coming and asked her where she wanted it. “Oh my face,” she mumbled. Too late. I blew my load deep in her ass, pushing her down against the bed and continuing to thrust as she laid flat. I wanted to keep up the facade. “I’ll cum wherever I like.”
“Yes, Daddy.”
Her phone buzzed. She reached over and picked it up and looked at it, my cock still in her ass. It was her ex.
To be continued.
Source: reddit.com/r/gonewildstories/comments/c1qlaq/i_guess_i_just_love_older_women_part_3_cheating_mf
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