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My affair with Judy lasted almost a full five years. We were never caught and no one ever suspected anything about us. The only two people that knew were my wife, who Judy confessed to last summer, and Judy's friend Jennifer, who Judy told a long time ago and who I hooked up with separately.
Had we wanted to, we could have kept going. Even today, we could still be hooking up once a week and having an amazing affair but it got to the point where neither of us really wanted to continue it. I think Judy confessed to my wife to make herself feel better. Almost as if confessing would ease the burden. It didn't. Not for her at least.
I remain shocked that my wife was cool with it. The truth is that she was very okay with her mother and I hooking up as long as A) she never caught us and B) her mother was the only other woman for me. Those conditions were super easy to stick to but, like I said above, months after the confession, the affair became less fun and we just kind of lost the desire to continue it.
We both realized it was over this winter. My in-laws as well as my sister-in-law and her husband were down in FL visiting our place because my FIL wanted to go to the tennis tournament in Miami. I stayed back due to work obligations and Judy stayed back because she hated sports. The other four went. They would be gone overnight. Judy and I hooked up in the afternoon and, to be honest, it felt forced.
It felt like we had to do it. It wasn't fun and there really wasn't any passion. We ordered delivery for dinner and kind of just stared at each other while we ate.
Finally, since it felt awkward, I said, "So, I guess this is it, isn't it?"
She said, "Oh, thank god you said it."
I continued, "Yeah, that didn't feel the same today. Felt forced. Do you agree?"
She said, "I do. This was fun when we were worried. When we were nervous and eager.
You're great but this isn't the same anymore."
I said, "I know. I've felt this way for a couple weeks, what about you?"
She said, "I started to feel this way when I came over a couple weeks ago while (my wife) was away and you took a couple minutes to get hard. That's never happened and I was worried you were starting to lose interest."
I just shook my head in agreement. We continued talking the rest of that night and amicably agreed that we'd tell my wife together that we were ending things.
About two days later, we finally had the chance to tell my wife. I did the talking.
I said, "Hey, since it's just the three of us, I want to let you know that you don't have to worry about Judy and I anymore. We've decided to end this."
My wife said, "I'm happy to hear that but can I ask why?"
I said, "To be honest, it wasn't fun anymore."
My wife shook her head a couple times and then said, "Well, I'm happy to hear this but you guys need to be honest with yourselves and me. If it's over, it better be over. For good. We've all lived with this secret for about a year now. It needs to be over for good if you're telling me it's over."
I looked at Judy, looked at my wife, and said, "We wouldn't have come to you if it weren't."
That was it. It didn't end in some explosive way that damaged lives or reputations. It ended because the passion was gone.
Thanks for reading this series and for all of the comments for each story. I swear this is 100% true and not falsified at all. My MIL is one of the most attractive, sexual women I've ever met and I will never forget any of the times I spent with her. Thankfully, my wife is the most attractive woman I've ever met while also being one of the coolest, most mature, women ever put on this earth. She let me have fun when she could have put me in a financial, personal chokehold.
As those who've read my previous posts know, I had a torrid affair with my ex-mother-in-law for over five years. We ended it when we both realized that we were over it and needed to move on. Not too long after, her daughter and I got a divorce after months of fighting and a realization that we both needed changes. That divorce completely changed what was a positive relationship between Judy and me.
That was to be expected but part of me did feel hurt that she so adamantly decided to hate me in spite of everything she and I had been through together. That divorce was finalized in 2017 and, until a few weeks ago, I hadn't had any contact with any of my ex's family members.
A few weeks ago, during that time in-between Thanksgiving and Christmas, I was driving home from a client meeting, when my phone rang. It was Judy. My gut told me to answer it, but my heart told me to let it go to voicemail. So that's what I did. Surprisingly, a voicemail was left.
It said, "Hey honey, I know it's been a while, but I wanted to talk to you about something. I won't blame you if you don't call me back but I'd love it if you did. Thanks honey."
I called her back, it rang twice, and then a text popped up that said, "I will call you in two minutes. Promise."
She called back, I answered, we awkwardly exchanged pleasantries and then I finally said, "So, what's up?"
She said, "You have a birthday coming up, right?" I replied yes and she continued, "Remember mine is right after yours?" Again, I replied yes, and she said, "I turn seventy this year. It's a big deal."
I said, "Happy birthday! I didn't realize this was the seventieth. wow!"
She said, "That's why I'm calling. I want you. One more time. One night. In a hotel, your house, somewhere. I'll never get the chance again. I can't think of anything else I want. Will you?"
I was shocked by this and stuttered for a second before I said, "That actually sounds really fun. When?"
She said, "Next Wednesday. Peter is travelling. I have the night without any questions."
I said, "Ok, but if we're going to do this, it has to be right."
She said, "What do you mean?"
I said, "You're going to send me all your current sizes. I am going to buy lingerie for you. And, this one is really important to me, you're not allowed to say no to me that night. I won't do anything weird like piss on you (she laughed) but I don't want to be told no."
She said, "Get a pen so I don't have to text you." She then proceeded to tell me her current sizes. "I'm a 34C now, remember when I was a 32B? I'm still a small in panties but, honestly, if you're buying a G-string, get a medium so I'm more comfy."
I said, "Ok, noted, one more thing though."
She said, "What?"
I said, "I want a naked mirror selfie sent to me tonight."
She said, "No, you've seen me naked already and you're going to have me naked for an entire night next week."
I said, "Yes. Tonight. Listen, I won't show anyone the picture. I've never shown anyone the nudes from you, but I want proof that you asked me in case you lie and talk shit about me like you did during my divorce. You actually told people I cheated on Liz! You were telling a version of the truth but it's strange that no one knows who I cheated with. Isn't it?"
She paused and said, "You're right. Look. I want this. Can I send a pic with underwear on?"
"Deal. Tonight though."
We wrapped up our conversation shortly after and I waited for my picture. Finally, around 9pm, a notification from my Gmail pops up. I opened it and there she was. She wore a bright blue push-up bra and had on white panties. Her body still looked good. It was different than before, her tummy was a little looser, her arms had some extra on them, but she still looked sexy and ready.
I decided to return the favor and sent her a picture of my dick with the caption "See you soon."
She must've seen the email because thirty seconds later, she texted me a heart emoji, a blushing emoji, and a sunglasses emoji.
Fast forward to the day since we had made our plans, figured out what time she'd come to my house, and what we wanted.
She arrived about ten minutes early. I'll admit, I was nervous. The last time I had seen her in person, she berated me for being a bad husband and I had to keep my mouth shut. I greeted her at the door and closed it behind her. She wore workout pants and a sweater. She looked comfortable. She carried in a small night bag and I
took that from her.
I said, "Well, let's have a drink to cure some of the jitters and then we'll get started."
She said, "Ok, great. Wine please. I haven't been in your house yet, can you show me around after we get a drink?"
I agreed and poured our drinks. I showed her everywhere and then took her upstairs to the finished attic which is my lounge room. I had already prepped for her arrival. There's a bed, two couches, a small bar, a big TV, a nice table, and an awesome bathroom that I did myself after I moved in (post-divorce).
I said, "This is where we're going to hang out tonight so feel free to make yourself comfortable. Also, since you agreed not to tell me no, I'd like to start by asking you to remove that bulky sweater." I smiled at her as I said it and she winked at me and did so. She was wearing a black, padded, lace bra that was elegant and sexy.
She took a big slug of her wine and said, "So, what are you going to have me wear tonight? I'll admit I am a little nervous."
I said, "It's actually hanging up in the bathroom. I'll let you look in a bit. First though, let's grab a seat and have a drink."
We sat, we sipped, we actually kissed a few times and then I whispered, "I'd like a blowjob please."
She smiled at me and handed me her glass to put on the end table. She then slid down to the floor, so she was between my legs. She freed my cock from my pants, kissed the tip and said, "Hey buddy!"
We both laughed for a second before she took my dick in her mouth. She focused on the head at first and swirled her tongue around in circles before slowly inserting more and more of me in her mouth. I watched as she bobbed up and down and leaned my head back while she sucked away. It was not long before I had that tingling sensation and was ready to bust. As she cupped my balls and worked her lips on my shaft, I finally let loose and filled her mouth with cum. She kept her lips wrapped around me as she swallowed and then lifted her head up with a smile and said, "it was always such a turn-on when you cum. There's always so much. I love it."
I kissed her on the lips and moved her head back down so she could clean me off which she happily did. When she lifted her head the second time, I said, "I missed that."
She said, "I did too."
I helped her up and said, "Want to have a snack? I ordered some food and put it in the fridge."
She said, "I'm ok with the wine for now. Can I go look at this outfit now?"
I said, "Sure, but one quick thing, take your pants off."
She smiled at me and did as I said. She had on a black thong that was clearly purchased as a set with the bra. She placed her pants on the nearby chair and entered the bathroom. From there, she exclaimed, "You must be fucking joking?! I can't wear this. I couldn't pull this off thirty years ago let alone now! No. I'm not."
She walked out and I just glared at her.
She said, "Listen, it's about feeling confident. I'm not wearing it. I know I said I wouldn't say no but I'm saying it now."
I said, "Well... that's not going to work."
She said, "I came prepared. Give me two minutes."
She closed the door to the bathroom. She reappeared in the same bra and undies but now she had on thigh-high stockings and heels. She said, "Approve?"
She looked fucking hot. She knew it too. I said, "Approved."
She said, "Good" and came over to kiss me again.
With my hands on her ass and another erection, I brought her into me and whispered, "What would you like now?"
She bit her lip and said, "I'm either going to suck your dick again or you're going to go down on me. I'm really good with both." I said, "My turn."
I walked her over to the massive loveseat I have in the room and set her down in front of me. She laid back and lifted her legs as I reached under her to remove her panties. Then I kissed the soft nylon stockings from her feet all the way to her thighs where I met her bare skin and worked my way towards her vagina. I kissed and nibbled around as she subtly rolled and swayed her hips to mimic my moves. She was freshly shaven and waxed. I missed her terribly and was more than happy to be reunited. With one giant swipe, I made my tongue as wide as I could and slowly licked from the bottom up to her clit where I started doing short licks with my wide tongue. She was so wet. and willing for me to do whatever I wanted.
I continued eating her pussy until she orgasmed. I was determined to make her orgasm as I wanted her wetness on my face. I got what I wanted and was fulfilled.
By this point, we were both just so hot and ready that we knew we needed to pause for a bit and enjoy some wine and conversation.
It was largely small talk before I asked, "So, have you been fucking anyone?"
She said, "I had a fling, two times I think, with this guy from the club. You might know him actually. Peter was visiting Liz, and this guy found some reason to come over. He was fun but that wasn't going to be a long-term affair."
I said, "How old is he?"
She smirked at me and said, "A few years older than you. A few years younger than me. He had a great dick though."
I just smiled at her and said, "Well, I'm glad, because you need it."
She said, "You have no idea. I have had this plan, calling you I mean, for like a year,
I chickened out last year and finally decided I had the perfect reason with my seventieth birthday. I was so afraid you were going to ignore me, or worse, just tell me no. I saw your last girlfriend. Why did you agree to this with me?"
I said, "I wanted one more. That's all. There's a small part of me that wanted to anger-bang you for what you said about me knowing that I wouldn't blow you up, but that feeling went away when you showed up today. Now I just want to fuck you multiple times tonight so we both leave with great memories."
She said, "I am sorry. I really am. I needed to be united with Liz and, frankly, I did get carried away. I've admitted that much to Peter. He still has no clue about us by the way."
I said, "I know you are. I knew you were then too. It just hurt because you told someone we're both close with knowing that I wouldn't tell her the truth. That's why I was adamant earlier about you not saying no. That will make me feel whole again."
She said, "Ok, what do you have in mind that I can't say no to? Am I going to hate it?"
I said, "Probably. What's the one really popular thing that you and I have never done?"
She said, "I don't know. Can't think of anything."
I said, "We've never done anal. We're going to tonight at some point."
Her eyes got huge, and she said, "No. No way. I haven't done that in thirty years. Not happening."
I said, "We'll see how the night goes. Can I get you more wine?"
She accepted and we started making out again. Our make-out led us onto the bed
with me on top of her. We never did much missionary during our affair, but it felt right at that moment, and I entered her. As I braced myself up and humped her, I watched her lip quiver, and her tits bounce in unison. I watched as she turned her head side to side with every hump or two and loved it when she grunted and moaned at me.
I sat up on my knees to fuck her harder and pinned her knees back to allow me into her further. I knew I was going to burst soon and could tell that she was nearing an orgasm. Her eyes got huge, and her mouth opened wide as she let out this long moan into a drawn-out "Yessss."
That was closely followed by her saying "Cum for me honey. Cum. Yes honey. Cum for me."
I was very close. I pulled out and had my cock in my hand before she opened her eyes. Before she could say anything, I came all over her stomach
and tits. Rope after rope of cum just landed on her. She bit her lower lip and took both hands and rubbed my cum into her skin as she smiled up at
me.
She finally said, "I wanted that one in me. The next one better stay in me."
I bent down and kissed her and then I got up to get our wine glasses. I brought them over and then spooned her. As she sipped from her glass, I played with her right nipple while rubbing my dick between her butt cheeks. My dick was hard yet again and she looked back to kiss me and said, "Why do you want to fuck my ass tonight?"
I said, "When are you ever going to do that again in your life? I want to be the last one. And, since you've already called me your best one, shouldn't your best one be the last one to do that with you?" She bit her lip, smiled coyly, sipped her wine, and said, "You better have lube in that bathroom."
I said, "I do. Not to worry."
We began making out again and I rolled her over on top of me. She kissed me around my neck and slowly started to go down on me again. She eventually found my cock, put it in her mouth for a few pumps, and kissed her way back up so she could sit on me. I slid right into her as she threw her head back and began rocking her hips forward and backwards. It felt great.
She looked down at me, smiled, and said, "I want all your cum in me in this time. I love it when you cum in me. All of it."
I told her it was coming soon and continued to enjoy the ride. A few minutes later, I came inside her and she collapsed down on top of me. As she settled in on my chest, she gently kissed my cheek and whispered, "I'm warming to your idea."
I kissed her and whispered back, "I know."
We lay like that for a bit and then got up to get some snacks and drinks. She took a big gulp and said, "Let's do it. I'll get the lube in the bathroom."
She walked out of the bathroom, kissed me on the lips, and said, "Please be gentle.
I know you want this. I hope I can handle it for you."
We kissed for a bit and then I moved her into position by placing two pillows underneath her. I entered her vagina while on my knees and put some lube on her asshole and my thumb first. As I fingered her asshole with my thumb, she rocked back and forth and said, "Add a second finger."
I put my index and middle finger in next and again she was responsive. I pulled my fingers out and lubed my cock up so I could enter her. As I did so,
I knelt all the way down and kissed around her cheek and ear and onto the back of her neck.
I whispered, "How do you feel? Let me know if I need to stop."
She said, "Keep going."
I pressed a little harder and felt as her hand came around to stop me pushing more. She muttered "Easy, easy," a few times and I gently pressed
further.
When I was finally all the way in, I said, "There you go" and she said, "Yes honey. I like it."
I gently humped her as I held her hips and her moans became more audible and pleasurable. She muttered that I could go harder and I started to.
Then she grabbed my right hand, tugged on it to move it to the front of her and placed it on her vagina so I could finger her while fucking her asshole. She was loving this.
I knew I was going to cum and said, "I'm coming" and she said, "In me baby, in me. Now. Don't pull out though. I want this orgasm so bad. Oh baby.
Yes. do it."
I did it and managed to stay in her while she climaxed.
We both (finally) needed a rest after that.
After a few minutes, she said, "I'm going to rinse off and stand in the shower for a little bit. I'll be out soon."
I said, "Are you ok?"
She said, "Yeah honey, I just want to clean that area a bit. I feel kinda gross. I loved it! But I need to clean up a bit now."
She was in there for about thirty minutes but did come out with a great smile on her face and said, "I'm hungry. What do we have?"
I watched as she ate sushi in the plush robe I left her in the bathroom. We
chatted more. It was getting really late too.
We made our way back to the bed where we got under the covers and laid next to each other. We began, yet again, fooling around with each other before she said, "I don't think my vagina can take anymore tonight. She'll be ready in the morning though. Do want another blowjob before bed?"
I said, "Of course. Don't expect a lot of cum though. I'm spent too."
She looked up at me and said, "We'll see honey."
After she said that, she put my dick back in her mouth and gave me another incredible blowjob.
I finished in her mouth and watched as she swallowed it and smiled at me. She climbed back up, kissed me, and said, "Good night, Honey. I'm already excited to fuck again in the morning. Sleep well baby."
She was out in like five minutes. I stared down at her body inside the robe and just shook my head a few times in disbelief. It was hard to fathom what happened that day.
I woke up at my normal time, around 6:30am, and looked down to see my ex-mother-in-law fully naked, on her back, with her legs spread slightly.
I thought back to the first time she spent the night in bed with me and how she woke me with a blowjob. I decided I should go down on her for a nice morning wake-up. I gently moved down so as to not wake her until I was ready. I knelt over her and kissed her lips once and moved up to kiss her semi-exposed clit next.
I licked her as I felt her rustle awake and smiled when she said, "Yes honey, yes, please. Thanks baby."
I continued at it until she came and then I moved up to her face and we had a great make-out with tongue.
We were mid-kiss, and she said "Get in me honey. I want it."
While in missionary we made out and I fucked her with deep, slow strokes. She moaned repeatedly into my mouth, and I did the same to her. We both came simultaneously, and I went limp on top of her.
She whispered, "Thanks honey" in my ear and said, "Two orgasms before 7am is a wonderful start to the day."
I said, "I'm going to make us coffee. You'll likely have number three before 8am."
She said, "So will you honey. You're getting a blowjob while we wait for that coffee."
I smiled at her and ran downstairs. I put the pot on and ran back upstairs. Not before taking some of the whipped cream out of my fridge and
spraying it on my cock. I walked up the stairs and into the room and said, "Come get breakfast."
She smiled at me and said, "Yum."
She took my cock in her mouth and stared up at me as she swirled her tongue around and licked the underside of my cock. When the cream was
cleaned off, she said, "Big load baby. I want a big load this morning." We both knew
I was not in control of that but she was going to work towards the goal nonetheless.
I blasted the back of her throat within minutes and slumped into the chair behind me. She wiped her lips away and said, "I love doing that to you. I cannot explain it. I love it."
We had our coffee and laid together for a bit and chatted.
I said, "What time are you out of here today?"
She said, "No rush. Peter isn't back until tomorrow. I have plans tonight but was hoping to stay til lunchtime or so."
I said, "I'm not rushing you at all. I just wasn't sure what your schedule was."
She said, "We're going to fuck a few more times this morning, maybe shower together, have lunch, and then I'll head out."
I said, "Great plan. We didn't fuck on that couch yet. Should we start there? You on top?"
She said, "Yes, after some more coffee. Remember, I'm seventy! I need caffeine!"
I said, "You don't look seventy, and you sure as hell don't act seventy, so spare me!"
We sipped our coffee and chatted a bit more about things and then she said, "I'm starting to regret this because I don't know how to leave when it's
time."
I said, "I was having the same thought earlier. It went smoothly the last time we ended it. I think we just have to commit to it. I think we fuck, we
shower, eat if you're hungry, hug, kiss, say goodbye. We should make it that simple."
She said, "Yeah, you're right. Let's get on that couch!"
I sat down and she straddled me while guiding my dick inside her. She shimmied down and ground me really hard to make sure I was all the way in.
Then she leaned over, rubbed her tits against my face and held them up as I licked and sucked each nipple.
While I did that, she slowly rocked her hips forward and backwards and let out gentle moans. I looked down briefly, while my head was still between
her tits, to watch her abs move and the base of my cock disappear every few seconds as she moved. I looked back up and found her staring at me
and waiting to be kissed. We did so and used plenty of tongues whilst doing so.
Her moans were getting louder, and she was going a little harder.
Then she said, "Cum baby. Cum baby. I'm going to and I really really want you to. Cum for me. Cum in me baby."
I began to pinch her nipples which was her final straw as she let out this long, gasping "OOOHHH baaaaby" and slumped her head onto my shoulder.
I readjusted slightly so I could begin to hump her, and I went hard so I could finish.
She talked me through my orgasm by whispering "All your cum baby, all of it, in me. Please baby. I want your cum." She got it.
I draped my head on the back of the couch as her body was draped on me. We were both sweaty and exhausted.
She finally said, "I need more coffee. I'll get yours too."
We sipped our coffees in silence for a bit and then she said, "I think it's almost time to take the band-aid off. Do you want to shower with me or are you going to stay here?"
I nodded and said, "Let's shower."
When the water was warm enough, I called for her and she stepped in with me. My shower has a dual head and large bench seat so she sat down, and I positioned the one head so it would hit her comfortably. She sat there, leaned back against the wall, eyes closed, arms down, legs spread, and I just stared at this seventy-year-old beauty. I looked at her extremely swollen vagina, her puffy, hard nipples, her swollen lips from all the kissing and sucking and was mesmerized by her.
I knelt down in front of her, grabbed her body, and made out with her. There was no attempt to enter her again, we just made out. After a few minutes, she motioned for me to stand up. I did so and she took my cock back in her mouth.
As she stared up at me, she gestured with her right index finger and dragged it down her cheek. I looked at her, slightly confused, and she just nodded her head yes to me. She was telling me to cum on her face. She kept sucking and caressing my balls and I was close.
I pulled back from her. She leaned her head back and closed her eyes as I unleashed one major rope across her face. From her chin to her forehead.
She smiled and put it back in her mouth to clean me off like she always does and then removed me for the last time.
She said, "That's a fun way to end this, don't you think?"
I smiled at her and she said, "Now get out, I need to clean my hair now because of you. I'll be out in a few minutes."
I watched her through the glass while I dried off as she cleaned my cum off her face and out of her hair and then went back out to the living room to
sit down.
She finally came out of the bathroom about fifteen minutes later and to my surprise, she was fully dressed.
She must have noticed the look on my face because she said, "I got dressed so we didn't do it again" and we both laughed.
I hugged her and she hugged me back and whispered, "Thanks for this, honey. This was so much better than I expected. You need to find a new girl though. Time to completely move on." She kissed my cheek and then said, "I love you honey."
I did not say a word; I simply kissed her on the cheek and then patted her ass when she turned towards the door.
I opened the door for her and said, "hey, I love you too. I'm going to miss you."
She said, "Be good, honey" and walked to her car.
I have spent a few weeks writing this, so I had the details correct and it has been a labor of love. Recounting not only this hook-up but others in the past has been a dream in many ways. Judy is without question the sexiest woman I've ever been with. She's not the best looking, I don't mean that, I mean sexiest in as far as she just loves sex, is good looking, knows what she's doing, and knows how to please. I fear that I will never find a partner like her or that can live up to her in my head or in the bedroom.
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