Amanda Sugar - The Beginning

Not my real name, to be sure. But one that Tom and I created over the decade to indicate that my alter ego was feeling frisky, was ready to come out to play, and was ready to supplant the prim and proper self that I had inhabited for oh so many years.

If you are looking for a quick exotic mind-numbing orgy this is probably not the story for you. My tale is more of a slow burn. And I am still trying to decide how much of my Amanda Sugar self I am willing to reveal. On the one hand, I think it is a story to be told fully -- for my journey with Tom has been a wonderful one with many sexy elements (tons of naked pictures, public nudity, sex in many exotic locations, sex with many close friends and with many strangers, sex football (who knew), special days on the calendar for particular annual events, etc.). It is a story that deserves to be read by one and all -- but particularly by older men and women who maybe feel like their sex lives have come to an end. On the other hand, I want my non-Amanda self to be protected.

So you, dear reader, will have to help me decide whether Amanda's story is worth sharing or whether I should stop after this post and just maintain the status quo in my life publicly, while Amanda continues her escapades behind closed doors. So no nasty tales to start with. Just a slow burn revelation that is most clearly illustrated by Amanda's earliest awaking and by her most recent.

The latter is the posting of some pictures of me in various stockings and heels pictures online. May, 2025 to be exact under the afore-mentioned name of my alter ego. What Tom and I did not reveal in that post is my age which is another element of Amanda's story. For until I met Tom a handful of years ago, I too thought my sex life with others was over and done with. I was a widow. I was living alone. And while it was clear that men still found me attractive (I am told I have the body of a woman decades younger than my actual age), too often that attraction was exhibited in the creepiest of ways (our accountant, our lawyer, AND the funeral director all tried to hit on me within weeks of my husband's death!) Perhaps the definition of ICK.

I am not a youngster. But I think still attractive -- you be the judge. And you can guess at my actual age for no charge. God knows, people do it regularly as we travel on our many adventures.

But whether this is the only post I make here or whether this is the first of many in my tales of revelation and discovery, let me state unequivocally that when it comes to sex the best foreplay is simply HONESTY. For that is what originally caused me to fall for Tom and that is what has fostered the best of our memories and the best of our orgasms over the last decade. Let me explain.

After my husband's death I retreated. As mentioned above, there were overtures from many men, but my marriage had not been particularly happy and the idea of another man in my life held no great appeal. But over time, boredom and curiosity got the better of me and I felt like I should put myself out there a bit. I joined one of the dating sites catering to older individuals and then began to experience the futility of one looking for a needle in the haystack. It is not a pleasant task. I saw lots of naked chests that should not have been naked. I received come-on texts from seemingly illiterate individuals who had trouble spelling basic words. And I apparently was living in a world with nothing but ten-inch penises.... or so they all said. I was ready to retreat as it simply didn't seem to be worth it.

And then Tom wrote to me. He was direct. He was funny. And he seemed confident in a very unassuming way. His picture was attractive (not that you can ever trust the pictures on that site). I was a wee bit hopeful as we approached our first date. And what a date!! Our dinner went on for hours as we shared our life stories and more. It was comfortable and relaxing and there was also a strong sexual energy. Like many other men before him he seemed to appreciate my looks, but he commented in a lighthearted bantering way, without the salaciousness of many other men before him.

I will not bore you with the weeks and months of our early courtship but will skip ahead to the moment that I felt the presence of Amanda Sugar, though she had not been given that name yet.

I mentioned honesty as the key to our relationship earlier. Tom was brutally honest about sex with me. I think his attitude was that he had hidden some of his urges in his marriage (he was also widowed). Like so many people, myself included, he had not been vocal enough with his wife about his urges and his desires and so had remained unfulfilled sexual. He did not want to make the same mistake with me.

So he spoke about his appreciation of all things sexual. He told me of the many extreme acts one could see on porn sites which consistently led me to question if he was making it up. But then he would show me, and I would have to pay a penalty for doubting him (another story for another time). He spoke of his turn-ons and his fantasies. And he challenged me to speak of mine -- which I wouldn't at first, but he was patient. In particular he loved my body and challenged me to be more of the exhibitionist he believed me to be. Strange how he saw that in me while I fight the term to this day. Even though there is plenty of evidence to the contrary.

Which leads to the night of Amanda's emergence. We were staying at his home (I had essentially moved in at this point) and he was explaining to me that he had been bragging to his friends about how great I looked - and his complements and his verbiage about that never included the tag line "for your age". He honestly and truly made me feel sexy and young again. But he said that he had made a promise to his buddies and he needed my help to keep the promise. Well, that certainly led to a crosscurrent of emotions.

His problem was this. He had promised his friends that he would have me pose naked on his back porch at exactly ten pm this evening. They had all been at the pub last week, he said, and his friends claimed that no one could look the way I did (here the "at my age" was implied). So he had promised them that I would reveal myself to them for five minutes in all my glory on the back porch that night!! Now Tom and I had begun to do a lot of things I never thought I would do but I was still the relatively naïve ex-housewife and not the Amanda Sugar I am today. It was 9:15 when he explained the situation, so I had time to prepare. He explained that his three close friends would be positioned in the woods out back -- hidden so as not to make me uncomfortable. He told me they were tremendously excited for the event and insinuated that more than a few dollars were at stake over my willingness to reveal myself... or not.

I was a little stunned, but along with that negativity I felt a quickening in my pulse and in my body generally. Could I do it? I loved Tom but could I do it for the sake of his reputation and his wallet. Tom had taught me to love being naked around him, but could I take that out of the house? Literally?

Tom was honest in his request but applied no further pressure. I was aware of what was at stake, and I played coy with him at first. I requested a cocktail -- probably a sign of my decision. I thought about how refreshing it was to have someone be so direct in their desires. Did I like the idea of being seen naked by other men? My catholic schoolgirl self was appalled. But my vagina was sending a very different message with all of the attendant secretions. Tom told me that it was completely up to me. He was going to raise the blinds at ten and I could either be at the door ready to step outside or elsewhere in the house. I asked for another cocktail as 10 o'clock approached -- definitely a further sign.

And when the time arrived I was front and center as the curtain went up. I walked outside with a confidence and swagger I hadn't felt in a long time. I strolled around the porch exhilarated by the thought that relative strangers were ogling me from afar. I relished the attention, though I couldn't see their faces or their bodies which I assumed might be hard and might even be stroked at this point. As I strutted like a runway model, I lost my sense of time. When Tom finally spoke it was after ten, not five minutes, of my revelation.

As I came back inside from the warm summer evening I was both excited and disappointed. Did I want more of this? Had Pandora's box been opened? (Insert your own pun here -it's just too easy) Had I started down a new road in my life? I knew I had met the man of my dreams but where would he take me.

To this day, I still don't know whether Tom's friends were actually in the woods or not. He teases me sometimes by talking about the event as if they absolutely were. He teases me other times by telling me he had made the whole thing up. But it doesn't matter. The fact is that I had started a journey into the unknown. I was changed forever.

Amanda Sugar, though still unnamed at this point, was here to stay and Tom and I were going to define her future together. And thank the gods we did.

So, as promised, there are no sexual fireworks in this tale, but you had to know my past to appreciate my development. Let me know if you want to know more about Amanda Sugar. I think I am sweet. What do you think?