[MCB][013A] Boomer Confessions: First Ladies - Pleasures (Part A)
PREFACE: During an interview with a 21st Century born Feminist in the second quarter of the 21st century (sometime after 2025), a Boomer nicknamed JJ, born in the late 40s, has âflashbacksâ to his youth, from a teenager until a middle aged man and beyond. This main protagonist, or even antagonist from the eyes of some, talks about his past, professional and sexual experiences, from the 20th century, especially the â60s, â70s and even some of the â80s and, rarely, the â90s. The interviewer initially struggles to understand these times, especially from a modern, Progressive viewpoint, as the main character continues to refer to himself a Liberal. For an âlonger introductionâ to the protagonist (and antagonist in the eyes of some) in the series âMatriarch: Confessionals of a Boomer (MCB),â please see [MCB][000] Matriarch Series: Confessions of a Boomer Pervert - Introduction. It includes an index of stories to date as well.
⌠continued from [MCB][012M] Boomer Confessions: First Ladies - Conditioning (Part M) âŚ
Final Meetings
It was a few days before my âinterviewer returned.â She gave me the âfaux excuseâ that she was âtaking me upâ on my âofferâ to enjoy the place like a resort, but I KNEW ⌠she was âmaking calls.â I âleft them alone,â other than to briefly âcheck upâ on them at times. The only time I âsaw anythingâ is when they were âfooling aroundâ in the jacuzzi, and I just âwaved.â Even her lover said, âHe can barely âget hardâ any more with a full pill of Viagra at his age.â It wasnât untrue.
She came in relaxed one morning, and it was nice to see. Sheâd still be âconfrontational,â like any good journalist. And despite her youth, I was very impressed with her and had more ârespectâ for her than most anyone these days. She refused to be âindoctrinatedâ with âcommon hateâ as a lesbian, as a 21st century feminist, and âpushed back againstâ her own generation. She even âcalled them outâ when they had their own transgressions, like âsleeping aroundâ with subordinates, and refusing to âlet it go.â
âThank you for letting us stay here,â she actually made a âgentleâ comment for her first words that morning. Her lover was already âraidingâ the âspreadâ made across the primary, âhostingâ kitchenâs island. I loved to cook now almost as much as âmake love,â and did a lot more cooking then âspurtingâ these days. And it was mostly vegan. I really tried to keep the âhostingâ kitchen âall vegan,â and the secondary kitchen is where I mixed in meats that I grilled. It was the one thing she couldnât âconfrontâ me on.
âI apologize for the other evening,â I wanted to âclear that air.â âI wasnât watching you two.â And she ânodded.â âYou look the most relaxed Iâve ever seen you. And I know that wonât affect what you âmust doâ with me. I suspect you made many calls and tried to confirm as much as possible.â
âItâs been a âpleasant work atmosphere,ââ she kept up her âgrace.â âBut I cannot get any quote from your primary assistantâs daughter. I did confirm you slept with her. And several people confirmed you slept with her âŚÂ AFTER she was married too.â
âWeâre not going to put my longest-term secretaryâs daughter in the book,â I became âŚÂ âadamant.â
ââSecretary?!ââ she âbalked,â but softly. âAnd who said this was going to be a book?â Although that was now becoming the most laughable âopen secretâ we shared.
ââSecretaryâ what she wanted to be called,â I âshrugged.â âI didnât like it either, at first. And officially, it was always âExecutive Assistant.â But yeah ⌠and you can attach all the âmisogynyâ to that you want. From a 21st century feminism standpoint, it very much was. But ⌠itâs what she wanted. At the same time, you will not talk about her daughter ⌠at all.â
She started to respond, âI donât thinkââ
âHey!â her lover interrupted, and the journalist turned towards her in the kitchen. âRemember when you told me to remind you when youâre âtearing downâ women, far more than men? This is one of those times. Itâs not going to âexposeâ or âhurtâ him, but her daughter and her daughterâs family, okay? Heâs right, leave her daughter out of this.â
Refocused, âItâs funny how I can get âquotesâ about her daughter sleeping with you,â she just continued, âbut not your actual ⌠âsecretary.ââ She now used it, and was full-on âsarcasm.â
âHer daughter was a bit âŚ,â I merely acknowledged, ââflamoyant,â back then. And it provided a good âcoverâ too. But yeah, itâs safe to say there was a bit of ⌠âchaffingâ between âmy Goddess,â âG,â and* âPrime,â as weâll refer to my long-time executive assistant from now on. They both were trying to hook me up with their 30âish and late 20s daughters, respectively. G never âgave up hope,â but Prime ⌠we kinda came to âan unwritten agreement.â I think itâs because Gâs daughter, âGoddet,â* was really more of a lesbian-preferring bi-sexual, and maybe really just a lesbian, whereas Primeâs daughter wanted a fruitful marriage, even if she had a tad more of an âopen oneâ she wasnât so âshyâ to âtalk about,â at least when younger. And I had my vasectomy for âthe Hoover,â of which ⌠Iâve given up any regret over not having biological kids, but it did affect my âprospectsâfort a spouse in the â60s and even â70s, really until I was in my mid 30s.â
âWhat surprises me is that I can find so little about her,â the journalist was honestly âavoidingâ talking about her prior, âfrom anyone! You spent nearly all your career in your 20s and 30s âwithâ her as your âpermanently attachedâ assistant. And yes ⌠thereâs just honestly nothing proving that you âslept withâ her. No one âcaught you,â unlike everyone else ⌠not once. I can only assume she wasââ
âShe exercised absolute discretion,â I interrupted her. âRule one was my door was always locked, period. At one point, Prime changed the key, so no one, not even the COO, Hoover, the CEO, âmy Queen Latina,â Q-Lat, or even my future wife G, could get in my office. But weâll get to that later.â
âWeâll, letâs start with her âendingâ then,â the feminist now started to turn a bit more âŚÂ âconfrontational.â âYou were the one that âdiscoveredâ her in your private bathroom, the shower, after getting back from a short trip.â
âIâm glad it was a short trip,â I âsighed.â âShe wasnât âlight,â she was well taller than me, and had pretty much beenâfull figuredâ her whole life and, to be frank, even overweight despite her âamazon size,â other than for a short period in her 40s. It âshortenedâ her lifespan. I always worried about that, but ⌠I never, once, told her âwhat to do.â If anything, it was the âother way around.ââ
âI actually got the feeling you did âorder herâ around?â she âpushed.â
âShe was a classic âwork wife,ââ I responded, âclassic âsecretaryâ with all the male-dominant aspects in a business sense, even into the early â80s, right up to her passing. But when that door was closed, she was my peer, if not the âbetter whole,â not âhalf.â And ⌠I paid her as such, and she was worth every penny, and I donât mean sexually. She had been through a lot, and when that door was closed, she was âtransparentâ and quite the ⌠âmentorâ I really needed. Hoover was always âheavy handed,â almost âas overbearingâ at times as my biological mother, Q tried to be a âmother figure,â but I wasnât âmachismo enoughâ for her, and G ⌠G was always an emotional wreck, and âslept it off.â I mean, she did sleep with much of my old fraternity while I was off in âNam for a couple of years.â
âYes,â she got âgiddy,â âG âcheatingâ on her husband with you, she seemed to âalways regret that.ââ I couldnât argue with that, even if they were both âsleeping aroundâ on each other, well before me. I was just the one that caused her finally to âembarrass herself.â Now she refocused on Prime, âShe had a heart attack in your private shower, while you were away, and no one noticed the water running in there for days. She had locked the door.â
âAgain,â I reminded her, âlocking the door was standard. But ⌠Prime often took showers, with or without me, in my suite. Our water bill was often high because I often pumped her full of my spermless ejaculate into her, on the bench in there ⌠and quite often.â And now the journalistâs lover âgiggledâ from the kitchen, much to my interviewerâs disgust. âYes, I had more sex with her than anyone, and the âhigh water billâ was kinda a ârunning jokeâ about how many âshowersâ either of us must have taken. But she was just taking a shower, a few hours after I left. By then, G was âretired,â and G was âtravelingâ with me, enjoying being the âgrandmotherly eye candyâ on my arm at events.â
âEven though you were âsleeping aroundâ on your wife,â she now âreally began.â
âNot really by then,â I countered. âWhile HIV wasnât being taken seriously by most, I had read the reports, and I was ârisk adverse.â G, being older, just like Hoover, and Q, all had their herpes âoutbreaksâ more frequently as they aged further, their âimmune systemsâ more âcompromised.â So ⌠there was a bit of a âtesting-rotationâ going on, as I never acquired, and neither did Prime. So I just kinda âgot it outâ with Prime early that week, since all three others were âoff-limits.â It was really just those 4 in my life at that point, sex with G and Q, more 69âing with Hoover, and Prime ⌠it was whatever she âwantedâ with me. She was âŚâ
âAre you telling me you were âher bitchâ when that door was locked?!â the journal exclaimed, even if she was a bit âŚÂ âskeptical.â
âHer daughter wonât interview with you,â I now âstruck,â âbecause we made her mother filthy rich. When I said âpeer,â I meant I shared 50/50 with Prime. She earned it, and I donât mean âsex.â She was the most experienced, intelligent âpeerâ I ever had. Calculating, she could âsee things in advance,â and ⌠ironically, for the â60s, it was the best, most âinconspicuousâ role she could play. By the â70s, she didnât want it to ⌠âchange,â which ⌠yeah, I couldnât âlive without her.â She always thought she could âmove onâ at some point, but âŚâ
âShe didnât want to leave you by then,â the lover of my interviewer came over with a plate of food. She was hungry, and I could only imagine how many âcalories she had burnedâ over the past few days, even just last night. âShe developed a âdeep, emotional attachment,â to you,â and I saw her âlook overâ at her own lover. âCall it a âpatriarchyâ if you want ⌠I bet she loved âdominatingâ him in that room, sexually as much as intellectually. I would have too,â and that kinda âshockedâ both of us. âWhat?! â she âbarkedâ at her own loverâs eyes. âIâve seen pictures of when he was young. If I was straight, no way would I stop riding that cock!â Yeah, she UNDERSTOOD the male-female coupling from a âclassicâ standpoint, although I started to now thingk she was the âdominant oneâ in the bedroom, and my âinterviewerâ the âfragileâ one. Then she turned back to me, âWhat is it you said? Itâs not about a woman being âbuild for speedâ âŚâ
âItâs if the man is âstrong enoughâ so every woman is âbuilt for speed,ââ I âfinishedâ for her. âShe was two hundred pounds, easily, most of her life, especially being over six feet. I think she made one-seventy, maybe even a little less, in her 40s, for a few years. We were fucking a lot then, her riding me like crazy. Iâm just glad I never âlost enough strengthâ that I couldnât âradgoll herâ atop of me. Especially as she âagedâ and it was getting more difficult for her to âride meâ on her own. But most of the time, it was her just âhunched overâ and sucking my face. I frenched Prime ⌠more than Hoover, Q and even my wife G ⌠combined, over those fifteen or so years, removing the pair of years I was in âNam. And Prime understood my needs, sheââ
âYet she still âtook dictationâ from you,â the âfeministâ interrupted me once more, âand the other things âsecretariesâ did in the â60s. Although I heard you âmade your ownâ coffee sometimes.â
âHe doesnât drink coffee,â her lover âinterjected.â And suddenly, the âlight bulbâ came on, and I could âsee it.â âYou were her âsecretary,â werenât you?â
I ârefocusedâ on that last week, âI brought her coffee in those first two mornings of that week, Monday and Tuesday. Call me silly, but she was at her most beautiful those days, into her 50s. Hoover ânailed itâ when she âhooked us up,â I meanââ
âHoover, your COO âŚâ the interviewer âinterrupted meâ yet again, ââhooked you two up?ââ
âHoover was my âadopted motherâ of sorts,â JJ smiled, âshe âknew what was bestâ for me, although Iâll always âdisagreeâ with her on the fact that I would have married Hoover first. But Prime ⌠she was âmy partner, my lover,â but most of all, âmy hero.â Hoover realized my âchildhoodâ and my âexperiencesâ had been âacceleratedâ by GQ â my Goddess who I respected, then loved, and Q, her charisma and sheer charm â I had been âcatapultedâ into âadulthoodâ in ways that âskipped overâ many âexperiences.â And, therefore ⌠when that door was locked, Prime was my first, real, true, lasting âgirlfriend experience.ââ
âShe let you âdoâ whatever âyou wanted,ââ my interviewerâs lover interrupted. In my mind, I started calling her âSweetheart,â because he was. Especially when she âturnedâ back to âthe eyesâ of her interviewer, âWhat?! I had a boyfriend I âfancied,â and he asked, so I let him, do âwhatever he wantedâ with me, within reason.â Then she turned back to me, âShe âslobbersâ when we really âget necking.ââ
âShut up!â my interviewer barked, as I smiled.
âI do too,â I âsmirked.â âG hated it. Hoover ⌠she would tell me to âstop,â but I know she âloved itâ at times ⌠because she kinda âmissed outâ on all that âteenage funâ too. Q ⌠as long as I satisfied Q, she let me âdo what I wanted,â alone. So while I was always trying to âpleasureâ G, and Q, and while G âaccepted meâ eventually, and Q never did, at least not publicly, and Hoover just always âkeep me at an armâs distance,â Prime never âjudged me.â And as she âheldâ the coffee cup and enjoyed every sip, she let me âenjoy herâ ⌠as long as I didnât âattack herâ to the point she âspiltâ that coffee, andââ
âYou âpumpedâ your morning wood âintoâ her while she ⌠âsipped,ââ it was like the feministâs lover was âinterviewingâ me now. And while the journalist âshruggedâ and seemed to âgive in,â her lover was so âfascinatedâ because ⌠even she realized Prime was âmy girl,â that âone for me.â
âI waited until it was âdown a bit,ââ I smirked once more. âAfter all, she is one of the few women who could âget offâ on intercourse with my penis, and I didnât need to âwork her clitâ or otherwise âstimulate herâ in other ways. It was best a âfew yearsâ into us âbeing together,â but she could always âget offâ with me âbecoming oneâ with her. Of course ⌠she loved to let me âbuild upâ every morning. My just âslobbering all overâ her, but not âtoo ravagingâ that she âspiltâ her coffee. Her holding that cup was my âcontrol mechanism.â So I would be âsmoothâ and ⌠she largely âkept her clothes onâ so if anything âspilt,â it didnât to on her exposed skin. Although she did âshow offâ a lot of cleavage, and âŚ,â I grinned, âI fondled her âŚÂ A LOT!!!â
âSo you DID just see her as a âpair of big tits?ââ my interviewer now âconfrontedâ me.
âG, Q, Hoover ⌠even my first F cup girlfriend in high school,â I âsighed,â ânone of them really let me âexploreâ their torso. But Prime ⌠she did. I loved âslowly undressingâ her, whether blouse, dress or otherwise. If she wore a dress or skirt, it meant she was in the âmoodâ to be âeaten out,â and Iâd âbe slowâ and didnât just âgo for the clit,â as she started her coffee. When she wore pants, it meant she wanted me to âhave funâ with her body, âfocus on my desires.â So I did. Slobbering, feeling her up, enjoying every inch of her curves ⌠she judged me none, and by the time she was done with that coffee, her pants were down, and I was âdeep inside.â When the cup was empty, it meant she was ready to be âravaged.â It was pure lust at first, in both directions. She wanted to get âfilledâ by her âwork husbandâ every morning.â
âEvery morning?â the interviewer questioned.
âLet me put it this way âŚ,â I grinned, âshe loved my cum âsloshing around insideâ her every morning, especially when I could manage two or even three loads first thing in the morning. And she loved it as she âstruttedâ across the office, and people wondered if I had âpacked it intoâ her, especially her being such a 200 pounds plus âmammazon,â and what was âgoing onâ when she first âcame outâ mid-morning. She didnât allow meetings with anyone before 10am, period, no exceptions. And I wanted to get to work, and be in early. Itâs just how we were ⌠including those final two mornings I saw her. Both were âpantsâ days, jeans on Monday, that long sleeve white with small blue squares, classic big buttons through holes, just âundoing themâ as I âworked my handsâ into her rack. I pumped her up against the credenza, both of us standing, frenching. She âfrenched me backâ that Monday morning, after âmissing meâ over the weekend. And then the green blouse with more mid forearm length, smaller âsnapâ buttons that were already âpartially undoneâ when I walked in on Tuesday. I remember pulling her pants down after a lot of frenching and fondling, and then just âripping openâ that top, exposing her demi-bra, and fucking âplowing her silly.â That last âdouble unloadâ into her that Tuesday morning before my mid-day flight, will always be my âfondestâ set of ejaculations into any woman. Because it was my final time with her.â
âHer daughter confirmed you took her death harder than you own wifeâs a few years later,â and for once, my interviewer just âsomberlyâ stated the fact, with a bit of âcompassion.â
âIâd like to say thatâs because I wasnât with her,â I finished, âwhen she passed, unlike my wife who I âpleasured to deathâ while I was under-the-table, totally âunawareâ she was âconvulsingâ not because of her orgasm. But ⌠yeah, I admired Prime, and she was always my first choice to marry. G ⌠to her credit ⌠âgave me spaceâ ⌠when Prime âpassed.â In fact ⌠I wonât lie ⌠G let me âfuck it outâ with her, after Prime passed. The final âhalf decadeâ I had with G, from the early â80s to the later â80s, after Prime passed, were probably my most memorable of my marriage. Because I went back to âworshipingâ G, like I used to ⌠non-sexually ⌠the first year we knew each other, but with the sex added to. I think Gâs finally found her âclosureâ that I had âloved another woman,â that I had loved Prime âmore completelyâ than her, for 15 years, and ⌠I had now âcome backâ to G herself. Iâm kinda glad Prime âwent first,â as much as I âmissed her terribly.â G also started doing those âoffice visitsâ again, as she had retired years earlier and didnât bother to âvisit meâ since Prime and myself were âsexually activeâ all-the-time at work. And I just âbang the shit out ofâ G in my office again, where Prime and myself used to, where G and myself used to before her. And I was âorally pleasuringâ G more than ever ⌠right through that fateful night after a party. She wanted to die with my face in between her legs, and ⌠she did. Prime ⌠didnât get what she wanted, and died alone, in that shower, at work ⌠her skin âshrived upâ from being under that running water for days, âbloated.ââ
Continued in [MCB][013B] Boomer Confessions: First Ladies - Pleasures (Part B) âŚ








