“It’s hard to say for sure exactly when something like this begins, who knows how long those seeds are in you before they start to grow,” Mom continued, “but the most sensible place for me to start explaining what happened is with when Ana and I became close friends.”
“Ana?” I asked in surprise.
“You remember her, don’t you?” Mom asked. “Actually, Ana often kidded to me that she thought you had the hots for her.”
It’s probably best for me to take a moment to talk about Ana. She was older than Mom, so at the time I remember seeing at the house Mom would have been thirty-six while Ana was around forty-five. She was probably about three inches taller than Mom’s 5’5”, with dark features and an olive complexion. I believe she was originally from Croatia, although there wasn’t much of any accent when she spoke. Nevertheless, that would give you an idea of her looks, which were noticeably more exotic compared to Mom’s more white-bread background. She was the widow of some business tycoon, which is likely how she Mom and met, since they would have traveled in some of the same social circles.
I liked Ana when I met her; she was more gregarious compared to Mom and very feminine in her demeanor. One the starkest differences between Ana and Mom that caught my attention was how Mom always looked, acted, and dressed much younger than her age, which no doubt had much to do with people mistaking her for being a lot younger. With Ana… she just seemed much more comfortable occupying that older woman persona. For instance, she dressed well and her hair was impeccably stylish, but she still gave off the aura of a woman in her mid-forties. Even her hair was this salt-and-pepper color, which looked fantastic on her but once again was an obvious signal that she was not interested in trying to fake her age.
She was a pretty lady, with more piercing features than Mom’s more angelic appearance, but the feature that made her stand out more than anything were her breasts. Simply put, they were massive. Not comically so; in fact they went perfectly with Ana’s feminine yet robust frame, but no woman could be stacked like that without every man in the room trying his best a peek without being too obvious about it.
There was only one occasion when Mom was busy with something and so my interaction with Ana went beyond a few words into about a twenty minute conversation. She was really nice, friendly, even a little flirty, but even through all it took enormous willpower on my part to focus on her and not those knockers waving in front of her. I’m not good at guessing sizes but whether they were DD, E, F, or whatever all I know is they looked amazing on her curvy yet surprisingly lean frame. I’d only known two women with breasts like that, both of which were also acquaintances of Mom’s, but frankly neither of them were nearly as in good shape overall as Ana. They both had breast reduction surgery at some point too, which is fine by me as I don’t begrudge anyone for putting her health first, but I always thought there was something hot about Ana having huge, natural tits and not getting anything like that done, as if she knew her titties were a to the world and took as much pride in having them as the rest of us did ogling them.
I didn’t recall my interactions with Ava that well, but I was eighteen at the time so I know exactly what I was like – young, dumb, and full of cum, so there’s no doubt she would have been the subject of my masturbatory fantasies for at least a short while before I moved on to someone else. I’m sure those breasts would have been front and center in my fantasies too. I’m not even into big tits per se, but that was part of the joy of getting off to a woman like Ana. I didn’t have a girlfriend at the time, but I was diligently searching for one, but in hindsight I can say that my search parameters were strikingly narrow, basically someone who was more or less like me. Nevertheless, I was still horny all the time, so getting aroused over someone who didn’t fit the bill of what I was looking for was often much more exciting. Ana was my mother’s friend and nearly three times my age. I certainly found her attractive enough physically and personality wise, so the idea of one of us seducing the other and ending up in bed would have definitely turned me on enough that I’m sure I would have fantasized about it at least a few times.
“You didn’t answer me dear,” Mom said, interrupting my thoughts about Ana.
“Sorry Mom, I guess I started daydreaming a bit.”
“I asked if you remembered Ana, and that she liked to tell me that you had the hots for her.”
“I remember her, and yeah, I guess the other part is true too.”
“Really?” Mom asked, sounding quite intrigued now.
“I mean, I’ve never seen tits like that outside of a porno,” I chuckled, “and she was pretty too, certainly attractive for her age.”
“You watch pornos?” Mom curiously asked.
“I would when I wasn’t seeing anyone. If I did have a girlfriend, I dunno, I just didn’t feel right lusting after someone else. But most of the time I was single, and horny 24/7. I’d have to get off 3-5 times a day just to be able to function normally the rest of the time, so pornos were part of my diet, although I would have gotten along just the same without them.”
“That’s kind of sweet that you didn’t want those things while you were seeing someone, but I bet you drove those poor girls crazy too.”
“I did,” I laughed back. “And if I had to look at things from their perspective, it’s probably for the best that they held back. There’s a difference between loving sex and loving orgasms, and unfortunately I was mostly the latter back then. I doubt they enjoyed being with me very much, and I can’t blame them. Trust me, you would have been just as unsatisfied as they were if something had happened between us back then.”
“I think you’re being way too hard on yourself,” Mom insisted, “and even if you were selfish with those other girls… well, let’s just say you don’t know what I know.”
“Okay then, go on,” I said.
“Very well. Ana and I hit things off quickly and very soon became close friends. This is when you were gone most of the time at college, so you wouldn’t have known, but for a long stretch Ana would come by or I’d go visit her three or four times a week, and even the days when we weren’t visiting we’d be on the phone for at least an hour a day. It was really nice to have someone to spend time with; you know I have trouble making friends, and your father seemed busier than ever even though he kept promising me he was going to cut back on his workload…”
“I’m sorry things were like that for you, Mom,” I couldn’t help but interject. “Dad, and me for that matter, just assumed you were okay with that arrangement.”
“Well, Bryan certainly knew how I was feeling, but that’s a story for another day. As for Ana, I really enjoyed being with her. It was nice to be with someone more outgoing that me, and she was a good influence on me that way. After getting to know each other a bit though, it became pretty regular for most of our conversations to center around sex. Like me, Ana had a very ‘healthy’ appetite for it, but she hadn’t dated much since her husband died and was feeling more than a little sexually frustrated. And so it became an outlet for her and I to talk about what we liked, reminisce about the past, and even share fantasies. Ana had a lot to say, and certainly added more flavor to our talks with her being bisexual.”
“Oh really?” I asked, a bit surprised by that last revelation. Mom seemed somewhat worked up as she said it, in an odd way that’s hard to explain, but enough so that I felt the need to ask a question:
“What about you, Mom? Do you like girls?”
“Well, that came out of nowhere,” Mom replied, still sounding a bit flustered.
“Maybe… or maybe not,” I said. She still seemed somewhat uncomfortable, so unlike what I’d seen from Mom lately, that I tried to calm things down by keeping my voice relaxed and steady.
“It’s just… I swear almost every girl I meet these days is bi or bi-curious. It’s practically become a cliche for me at this point.”
“Really?” she asked, sounding genuinely surprised.
“No, I’m exaggerating, although sometimes at college it felt like that was certainly the case. And you have no idea who’s telling the truth either. I think some of them just said that because they knew most guys are turned on by it and liked the attention by saying so; I suppose I could at least understand that. The ones who would do the opposite were the most confusing for me, however, girls that would tell me they’ve had sex with women and enjoyed it but swear up and down that they were still straight.”
“You really had this type of conversation often at college?” Mom asked.
‘”Enough that I knew that this straight, white male was completely over his head talking about it,” I laughed back. “I’ve always had the distinct impression that it’s very different for men than it is for women though. Call me an ignorant, dumb man if you want to, but I’ve never been able to shake that feeling.”
“What feeling?”
“That women are way more likely to be bi than men are. I get that a lot of that is a society thing, I’m not so stupid as to not see that it’s much more acceptable for women to experiment than men, and being one of those straight men that gets off on lesbianism probably warps my view of reality too, but it is what it is. You didn’t answer my question though, about whether you like girls.”
“It’s hard to give a definite answer. I mean, I thought about it a few times and kissed a few girls at parties when I was growing up. We’d say we were doing it to tease the guys, but at least in my case I enjoyed it too. After I met your Dad though, that sort of thing came to an end.”
“Well, I would have been one of the guys at those parties, but I’ve changed a lot since then.”
“Do you still like watching girls together?”
“I guess, I mean I’ve always thought it was hot, two women being soft and sensual with one another. I even think it’s very feminine, which is maybe why I don’t see it as a big leap for a straight woman to become bi. Being able to share that energy with them in a threesome was my biggest fantasy for a long time.”
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