[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 ‘flashbacks’ 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 ’60s, ’70s and even some of the ’80s and, rarely, the ’90s. 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 ‘longer introduction’ to the protagonist (and antagonist in the eyes of some) in the series ‘Matriarch: Confessionals of a Boomer (MCB),’ 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) …
Final Meetings
It was a few days before my ‘interviewer returned.’ She gave me the ‘faux excuse’ that she was ‘taking me up’ on my ‘offer’ to enjoy the place like a resort, but I KNEW … she was ‘making calls.’ I ‘left them alone,’ other than to briefly ‘check up’ on them at times. The only time I ‘saw anything’ is when they were ‘fooling around’ in the jacuzzi, and I just ‘waved.’ Even her lover said, “He can barely ‘get hard’ any more with a full pill of Viagra at his age.” It wasn’t untrue.
She came in relaxed one morning, and it was nice to see. She’d still be ‘confrontational,’ like any good journalist. And despite her youth, I was very impressed with her and had more ‘respect’ for her than most anyone these days. She refused to be ‘indoctrinated’ with ‘common hate’ as a lesbian, as a 21st century feminist, and ‘pushed back against’ her own generation. She even ‘called them out’ when they had their own transgressions, like ‘sleeping around’ with subordinates, and refusing to ‘let it go.’
“Thank you for letting us stay here,” she actually made a ‘gentle’ comment for her first words that morning. Her lover was already ‘raiding’ the ‘spread’ made across the primary, ‘hosting’ kitchen’s island. I loved to cook now almost as much as ‘make love,’ and did a lot more cooking then ‘spurting’ these days. And it was mostly vegan. I really tried to keep the ‘hosting’ kitchen ‘all vegan,’ and the secondary kitchen is where I mixed in meats that I grilled. It was the one thing she couldn’t ‘confront’ me on.
“I apologize for the other evening,” I wanted to ‘clear that air.’ “I wasn’t watching you two.” And she ‘nodded.’ “You look the most relaxed I’ve ever seen you. And I know that won’t affect what you ‘must do’ with me. I suspect you made many calls and tried to confirm as much as possible.”
“It’s been a ‘pleasant work atmosphere,’” she kept up her ‘grace.’ “But I cannot get any quote from your primary assistant’s daughter. I did confirm you slept with her. And several people confirmed you slept with her … AFTER she was married too.”
“We’re not going to put my longest-term secretary’s daughter in the book,” I became … ‘adamant.’
“‘Secretary?!’” she ‘balked,’ but softly. “And who said this was going to be a book?” Although that was now becoming the most laughable ‘open secret’ we shared.
“‘Secretary’ what she wanted to be called,” I ‘shrugged.’ “I didn’t like it either, at first. And officially, it was always ‘Executive Assistant.’ But yeah … and you can attach all the ‘misogyny’ to that you want. From a 21st century feminism standpoint, it very much was. But … it’s what she wanted. At the same time, you will not talk about her daughter … at all.”
She started to respond, “I don’t think–”
“Hey!” her lover interrupted, and the journalist turned towards her in the kitchen. “Remember when you told me to remind you when you’re ‘tearing down’ women, far more than men? This is one of those times. It’s not going to ‘expose’ or ‘hurt’ him, but her daughter and her daughter’s family, okay? He’s right, leave her daughter out of this.”
Refocused, “It’s funny how I can get ‘quotes’ about her daughter sleeping with you,” she just continued, “but not your actual … ‘secretary.’” She now used it, and was full-on ‘sarcasm.’
“Her daughter was a bit …,” I merely acknowledged, “‘flamoyant,’ back then. And it provided a good ‘cover’ too. But yeah, it’s safe to say there was a bit of … ‘chaffing’ between ‘my Goddess,’ ‘G,’ and* ‘Prime,’ as we’ll refer to my long-time executive assistant from now on. They both were trying to hook me up with their 30’ish and late 20s daughters, respectively. G never ‘gave up hope,’ but Prime … we kinda came to ‘an unwritten agreement.’ I think it’s because G’s daughter, ‘Goddet,’* was really more of a lesbian-preferring bi-sexual, and maybe really just a lesbian, whereas Prime’s daughter wanted a fruitful marriage, even if she had a tad more of an ‘open one’ she wasn’t so ‘shy’ to ‘talk about,’ at least when younger. And I had my vasectomy for ‘the Hoover,’ of which … I’ve given up any regret over not having biological kids, but it did affect my ’prospects’fort a spouse in the ’60s and even ’70s, really until I was in my mid 30s.”
“What surprises me is that I can find so little about her,” the journalist was honestly ‘avoiding’ talking about her prior, “from anyone! You spent nearly all your career in your 20s and 30s ‘with’ her as your ‘permanently attached’ assistant. And yes … there’s just honestly nothing proving that you ‘slept with’ her. No one ‘caught you,’ unlike everyone else … not once. I can only assume she was–“
“She exercised absolute discretion,” I interrupted her. “Rule 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, ‘my Queen Latina,’ Q-Lat, or even my future wife G, could get in my office. But we’ll get to that later.”
“We’ll, let’s start with her ‘ending’ then,” the feminist now started to turn a bit more … ‘confrontational.’ “You were the one that ‘discovered’ her in your private bathroom, the shower, after getting back from a short trip.”
“I’m glad it was a short trip,” I ‘sighed.’ “She wasn’t ‘light,’ she was well taller than me, and had pretty much been’full figured’ her whole life and, to be frank, even overweight despite her ‘amazon size,’ other than for a short period in her 40s. It ‘shortened’ her lifespan. I always worried about that, but … I never, once, told her ‘what to do.’ If anything, it was the ‘other way around.’”
“I actually got the feeling you did ‘order her’ around?” she ‘pushed.’
“She was a classic ‘work wife,’” I responded, “classic ‘secretary’ with all the male-dominant aspects in a business sense, even into the early ‘80s, right up to her passing. But when that door was closed, she was my peer, if not the ’better whole,’ not ‘half.’ And … I paid her as such, and she was worth every penny, and I don’t mean sexually. She had been through a lot, and when that door was closed, she was ‘transparent’ and quite the … ‘mentor’ I really needed. Hoover was always ‘heavy handed,’ almost ‘as overbearing’ at times as my biological mother, Q tried to be a ‘mother figure,’ but I wasn’t ‘machismo enough’ for her, and G … G was always an emotional wreck, and ‘slept it off.’ I mean, she did sleep with much of my old fraternity while I was off in ’Nam for a couple of years.”
“Yes,” she got ‘giddy,’ “G ‘cheating’ on her husband with you, she seemed to ‘always regret that.’” I couldn’t argue with that, even if they were both ‘sleeping around’ on each other, well before me. I was just the one that caused her finally to ‘embarrass herself.’ Now she refocused on Prime, “She 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.”
“Again,” I reminded her, “locking 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.” And now the journalist’s lover ‘giggled’ from the kitchen, much to my interviewer’s disgust. “Yes, I had more sex with her than anyone, and the ‘high water bill’ was kinda a ‘running joke’ about how many ‘showers’ either of us must have taken. But she was just taking a shower, a few hours after I left. By then, G was ‘retired,’ and G was ‘traveling’ with me, enjoying being the ‘grandmotherly eye candy’ on my arm at events.”
“Even though you were ‘sleeping around’ on your wife,” she now ‘really began.’
“Not really by then,” I countered. “While HIV wasn’t being taken seriously by most, I had read the reports, and I was ‘risk adverse.’ G, being older, just like Hoover, and Q, all had their herpes ‘outbreaks’ more frequently as they aged further, their ‘immune systems’ more ‘compromised.’ So … there was a bit of a ‘testing-rotation’ going on, as I never acquired, and neither did Prime. So I just kinda ‘got it out’ with Prime early that week, since all three others were ‘off-limits.’ It was really just those 4 in my life at that point, sex with G and Q, more 69’ing with Hoover, and Prime … it was whatever she ‘wanted’ with me. She was …“
“Are you telling me you were ‘her bitch’ when that door was locked?!” the journal exclaimed, even if she was a bit … ‘skeptical.’
“Her daughter won’t interview with you,” I now ‘struck,’ “because we made her mother filthy rich. When I said ‘peer,’ I meant I shared 50/50 with Prime. She earned it, and I don’t mean ‘sex.’ She was the most experienced, intelligent ‘peer’ I ever had. Calculating, she could ‘see things in advance,’ and … ironically, for the ‘60s, it was the best, most ’inconspicuous’ role she could play. By the ‘70s, she didn’t want it to … ’change,’ which … yeah, I couldn’t ‘live without her.’ She always thought she could ‘move on’ at some point, but …“
“She didn’t want to leave you by then,” the lover of my interviewer came over with a plate of food. She was hungry, and I could only imagine how many ‘calories she had burned’ over the past few days, even just last night. “She developed a ‘deep, emotional attachment,’ to you,” and I saw her ‘look over’ at her own lover. “Call it a ‘patriarchy’ if you want … I bet she loved ‘dominating’ him in that room, sexually as much as intellectually. I would have too,” and that kinda ‘shocked’ both of us. “What?! ” she ‘barked’ at her own lover’s eyes. “I’ve seen pictures of when he was young. If I was straight, no way would I stop riding that cock!” Yeah, she UNDERSTOOD the male-female coupling from a ‘classic’ standpoint, although I started to now thingk she was the ‘dominant one’ in the bedroom, and my ‘interviewer’ the ‘fragile’ one. Then she turned back to me, “What is it you said? It’s not about a woman being ‘build for speed’ …”
“It’s if the man is ‘strong enough’ so every woman is ‘built for speed,’” I ‘finished’ for her. “She 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. I’m just glad I never ‘lost enough strength’ that I couldn’t ‘radgoll her’ atop of me. Especially as she ‘aged’ and it was getting more difficult for her to ‘ride me’ on her own. But most of the time, it was her just ‘hunched over’ 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 ’Nam. And Prime understood my needs, she–”
“Yet she still ‘took dictation’ from you,” the ‘feminist’ interrupted me once more, “and the other things ‘secretaries’ did in the ‘60s. Although I heard you ’made your own’ coffee sometimes.”
“He doesn’t drink coffee,” her lover ‘interjected.’ And suddenly, the ‘light bulb’ came on, and I could ‘see it.’ “You were her ‘secretary,’ weren’t you?”
I ‘refocused’ on that last week, “I 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 ‘nailed it’ when she ‘hooked us up,’ I mean–”
“Hoover, your COO …” the interviewer ‘interrupted me’ yet again, “‘hooked you two up?’”
“Hoover was my ‘adopted mother’ of sorts,” JJ smiled, “she ‘knew what was best’ for me, although I’ll always ‘disagree’ with her on the fact that I would have married Hoover first. But Prime … she was ‘my partner, my lover,’ but most of all, ‘my hero.’ Hoover realized my ‘childhood’ and my ‘experiences’ had been ‘accelerated’ by GQ – my Goddess who I respected, then loved, and Q, her charisma and sheer charm – I had been ‘catapulted’ into ‘adulthood’ in ways that ‘skipped over’ many ‘experiences.’ And, therefore … when that door was locked, Prime was my first, real, true, lasting ‘girlfriend experience.’”
“She let you ‘do’ whatever ‘you wanted,’” my interviewer’s lover interrupted. In my mind, I started calling her ‘Sweetheart,’ because he was. Especially when she ‘turned’ back to ‘the eyes’ of her interviewer, “What?! I had a boyfriend I ‘fancied,’ and he asked, so I let him, do ‘whatever he wanted’ with me, within reason.” Then she turned back to me, “She ‘slobbers’ when we really ‘get necking.’”
“Shut up!” my interviewer barked, as I smiled.
“I do too,” I ‘smirked.’ “G hated it. Hoover … she would tell me to ‘stop,’ but I know she ‘loved it’ at times … because she kinda ‘missed out’ on all that ‘teenage fun’ too. Q … as long as I satisfied Q, she let me ‘do what I wanted,’ alone. So while I was always trying to ‘pleasure’ G, and Q, and while G ‘accepted me’ eventually, and Q never did, at least not publicly, and Hoover just always ‘keep me at an arm’s distance,’ Prime never ‘judged me.’ And as she ‘held’ the coffee cup and enjoyed every sip, she let me ‘enjoy her’ … as long as I didn’t ‘attack her’ to the point she ‘spilt’ that coffee, and–”
“You ‘pumped’ your morning wood ‘into’ her while she … ‘sipped,’” it was like the feminist’s lover was ‘interviewing’ me now. And while the journalist ‘shrugged’ and seemed to ‘give in,’ her lover was so ‘fascinated’ because … even she realized Prime was ‘my girl,’ that ‘one for me.’
“I waited until it was ‘down a bit,’” I smirked once more. “After all, she is one of the few women who could ‘get off’ on intercourse with my penis, and I didn’t need to ‘work her clit’ or otherwise ‘stimulate her’ in other ways. It was best a ‘few years’ into us ‘being together,’ but she could always ‘get off’ with me ‘becoming one’ with her. Of course … she loved to let me ‘build up’ every morning. My just ‘slobbering all over’ her, but not ‘too ravaging’ that she ‘spilt’ her coffee. Her holding that cup was my ‘control mechanism.’ So I would be ‘smooth’ and … she largely ‘kept her clothes on’ so if anything ‘spilt,’ it didn’t to on her exposed skin. Although she did ‘show off’ a lot of cleavage, and …,” I grinned, “I fondled her … A LOT!!!“
“So you DID just see her as a ‘pair of big tits?’“ my interviewer now ‘confronted’ me.
“G, Q, Hoover … even my first F cup girlfriend in high school,” I ‘sighed,’ “none of them really let me ‘explore’ their torso. But Prime … she did. I loved ‘slowly undressing’ her, whether blouse, dress or otherwise. If she wore a dress or skirt, it meant she was in the ‘mood’ to be ‘eaten out,’ and I’d ‘be slow’ and didn’t just ‘go for the clit,’ as she started her coffee. When she wore pants, it meant she wanted me to ‘have fun’ with her body, ‘focus on my desires.’ 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 ‘deep inside.’ When the cup was empty, it meant she was ready to be ‘ravaged.’ It was pure lust at first, in both directions. She wanted to get ‘filled’ by her ‘work husband’ every morning.”
“Every morning?” the interviewer questioned.
“Let me put it this way …,” I grinned, “she loved my cum ‘sloshing around inside’ her every morning, especially when I could manage two or even three loads first thing in the morning. And she loved it as she ‘strutted’ across the office, and people wondered if I had ‘packed it into’ her, especially her being such a 200 pounds plus ‘mammazon,’ and what was ‘going on’ when she first ‘came out’ mid-morning. She didn’t allow meetings with anyone before 10am, period, no exceptions. And I wanted to get to work, and be in early. It’s just how we were … including those final two mornings I saw her. Both were ‘pants’ days, jeans on Monday, that long sleeve white with small blue squares, classic big buttons through holes, just ‘undoing them’ as I ‘worked my hands’ into her rack. I pumped her up against the credenza, both of us standing, frenching. She ‘frenched me back’ that Monday morning, after ‘missing me’ over the weekend. And then the green blouse with more mid forearm length, smaller ‘snap’ buttons that were already ‘partially undone’ when I walked in on Tuesday. I remember pulling her pants down after a lot of frenching and fondling, and then just ‘ripping open’ that top, exposing her demi-bra, and fucking ‘plowing her silly.’ That last ‘double unload’ into her that Tuesday morning before my mid-day flight, will always be my ‘fondest’ set of ejaculations into any woman. Because it was my final time with her.”
“Her daughter confirmed you took her death harder than you own wife’s a few years later,” and for once, my interviewer just ‘somberly’ stated the fact, with a bit of ‘compassion.’
“I’d like to say that’s because I wasn’t with her,” I finished, “when she passed, unlike my wife who I ‘pleasured to death’ while I was under-the-table, totally ‘unaware’ she was ‘convulsing’ not because of her orgasm. But … yeah, I admired Prime, and she was always my first choice to marry. G … to her credit … ‘gave me space’ … when Prime ‘passed.’ In fact … I won’t lie … G let me ‘fuck it out’ with her, after Prime passed. The final ‘half decade’ I had with G, from the early ‘80s to the later ’80s, after Prime passed, were probably my most memorable of my marriage. Because I went back to ’worshiping’ G, like I used to … non-sexually … the first year we knew each other, but with the sex added to. I think G’s finally found her ‘closure’ that I had ‘loved another woman,’ that I had loved Prime ‘more completely’ than her, for 15 years, and … I had now ‘come back’ to G herself. I’m kinda glad Prime ‘went first,’ as much as I ‘missed her terribly.’ G also started doing those ‘office visits’ again, as she had retired years earlier and didn’t bother to ‘visit me’ since Prime and myself were ‘sexually active’ all-the-time at work. And I just ‘bang the shit out of’ G in my office again, where Prime and myself used to, where G and myself used to before her. And I was ‘orally pleasuring’ 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 … didn’t get what she wanted, and died alone, in that shower, at work … her skin ‘shrived up’ from being under that running water for days, ‘bloated.’”
Continued in [MCB][013B] Boomer Confessions: First Ladies - Pleasures (Part B) …