a few thoughts on sex

Last week was a bitch, so let’s lighten things up… Is it too early in our relationship, Gentle Reader, for me to confess that my sexual proclivities are pedestrian?

Here it is:  I like(d) plain old married sex. Sure, I’m what Dan Savage would call GGG, but I tend to go with what works. While I’ve had my share of bizarre encounters and enjoyed some creative and playful pleasure marathons, my taste ultimately tends toward the vanilla. I’m most likely to achieve satisfaction in the missionary or cowgirl positions.

I was asked recently if I enjoy wake-up sex. Frankly, I can’t imagine a time of day when I don’t enjoy it. I like it in the shower, up against a wall…cars are impossible, I find…if you have a swing, I definitely want a ride! Perhaps if there’s some strange element in all of this, it’s that I find it not only pleasurable and stress-relieving, but sexual fulfillment also gives me a feeling of abundance. The better my sex life, the less stress I feel about money, bills, cash flow… And it burns calories. Talk about a win-win-win!

A few other minor notes:

  • If forced to choose, I’d prefer a lover who ranks higher in skills/technique and desire to please than in size. (But I’d rather not choose.)
  • I most often wear plain cotton panties. They’re sexy on me. But if you like lingerie, buy some for me and I will happily wear it for you!
  • I’m a bit of a pillow princess. I’m going to lie back and enjoy this while you show off. You’ll find me quite responsive, and I’ll join in soon.
  • I have breasts. Show me you enjoy them. A lot.
  • There is no better foreplay than talking.
  • Foreplay is mandatory. Except when you’re such an amazing conversationalist that I’ve been dying to jump you all through dinner.
  • If you haven’t gone down on me, don’t expect me to go down on you. Really. You first, I insist!
  • What would ever make you think you don’t need to put on a condom?!
  • Sixty-nine never lives up to the promise. Sure, it’s fun to try, but I can’t truly enjoy receiving while simultaneously truly trying to give. Let’s take turns.
  • I kind of like it when you play with my feet, and I kind of love it when you thrust your tongue between my toes while simultaneously thrusting from your hips.
  • DO NOT apply a little saliva and aim for my rosebud the first time we’re together. (Yes, I speak from experience.)
  • I am a woman, not a four-year-old. There’s hair down there. Get used to it. I groom, but I don’t go Brazilian.
  • I have no interest in threesomes; strip clubs and porn don’t interest me (in fact, I find them somewhat exploitative, although I understand the debate goes both ways) and I don’t need an arsenal of accessories…just an attentive and giving lover.
  • Oh, and I’m vocal. You might want to close the windows.
Are you blushing yet? I am.

three conditions under which I might sleep with you

Recently, a dashing pauper volunteered to “fuck me stupid.”

It was a lovely offer, truly. But, as I’ve mentioned earlier, I have certain attitudes about casual sex just now, and I’m not interested in going there with this particular fellow at this juncture. So, in case you’re hopeful, here are three situations in which I might engage in a sexual relationship:

  1. I’ve ruled a man out, meaning that there is no possibility that I would ever want a relationship with him. Therefore, there is no danger that even a sexually-induced flood of oxytocin might cause me to become emotionally involved with the fool. And I’m likely kicking his ass out of my bed — or leaving his bed — at the earliest post-coital opportunity.
  2. I am in an exclusive, serious relationship that I believe to be headed toward commitment. Said man will have forgiven himself, forgiven his ex (if there is one), can believe in love, desires marriage and plans to commit for the rest of his life. I will sleep with him only if I believe we will enter into this act as though it were sacred, and with complete acceptance, love and a desire to open ourselves completely to the act of giving and receiving pleasure. And, at this point in the relationship, there should be no question that we want to wake up in each other’s arms.
  3. Number 1, above, is false. The conditions of number 2, above, might possibly be met at some time in the future and, in a moment of horniness, I change my mind.

In summary, there are no rules!

my next trip to Chicago (part 13)

About six months ago…

Given the confusion and misunderstandings of our last meeting, I wanted to connect with Chi-guy on the phone to ensure we were on the same page with expectations before I saw him in person again. After all, I’d spent our last conversation trying to convince him to go to bed with me. Surely he had no idea I’d changed my mind.

We set a date for Saturday night. He was to call me after his daughter went to sleep. He didn’t.

So I sent a text the next day:  “Dude, you are too flaky to be my lover. Take that off the table. Be friends / hang out?”

Later he replied. “I dunno. I might be too flaky for that.”

“I hope not. I’d love to see you when I’m in town.”

“Meant to text earlier that I was kidding. I’d love to hang out.”

And so we made plans to see one another, but I didn’t find a great opening to let him know that I didn’t want to sleep with him.

Again, I was there to work, so Chi-guy popped by around lunchtime to see me. He had been downtown at the mediator’s, trying to unravel his marriage. We went up to my hotel room, so that I could grab a jacket and he immediately sat on the bed as we talked. He vented about his ex and the process, and confessed that he’d grown his new goatee because his ex hated it.

As I went in to the bathroom to apply ointment to the cold sore that had recently emerged on my lip, he grabbed a pen and note pad next to the bed and scrawled something. I saw him shove it under a pillow. “That’s for later,” he said.

We headed out in search of a coffee shop and, as we walked, touching playfully along the way, I shared how I’d felt about turning 40.

“Mine wasn’t that great, either,” he confessed. And then he told me he’d celebrated in Paris (of course) and was, at that time, beginning to realize that his wife didn’t seem to like him very much anymore.

Chi-guy's note

We ordered our frothy four-dollar specialty drinks and, as we waited, Chi-guy leaned in and kissed me. This time it was me who leaned away.

“Aren’t you afraid of contracting my leprosy?” I asked.

He shook his head. He stirred his froth, and offered me a lick from his stir stick. As we sat down to chat, he continued to flirt and touch me playfully. I wondered whether it was the “Next time, more touch!” directive I’d written in his birthday card or that I’d told him he couldn’t be my lover. Whatever the case, I enjoyed the attention.

Too soon, he had to leave to pick up his daughter and I went back to my work. “You’re an angel,” he murmured in my ear, as he hugged me good-bye. We planned to meet for coffee again the next morning.

Suzanne was on site again. “OMG, he is so friggin’ handsome!” she exclaimed after Chi-guy left. Suzanne had been there at our  reunion, a few months before. I was compelled to bring her up-to-date on all that had — or, rather, had not — transpired since.

The next morning, I texted him my flight time. It was earlier than I’d previously thought. “No time. You’ll have to catch a cab to the airport,” he texted back. And so we missed again…

No matter, I had another trip in just a few days.

alone in my room (part 9)

About seven months ago…

Chi-guy had just left me at the front door of my hotel…

As if in a fog, I found my way to the elevator and pushed a button. The very first coherent thought in my head was, “I must have spent four or five hours on grooming — and for nothing!” It was true:  my hair, brows, toenails, legs and bikini area were groomed to perfection in anticipation of this very night.

Wow! I had not seen that coming! We had been flirty and suggestive for about a month now. How had I so completely misread this situation? Clearly we were not vibrating on the same level!*

Back in my room, I plopped onto the bed and turned on the television. Tension pumped through every cell of my body. I had been so ready for…for…for, I don’t know, something more. Honestly, I would have been happy to hang out and talk more, to lie near each other fully clothed, to simply make out, to hold each other and cry…anything.

My mobile buzzed with a new text message. For an instant, I hoped that he had changed his mind and was rounding the block to park.

“Got a parking ticket while saying good night,” it read.

“Bummer,” I responded.

We texted about the pathetic movie selection on cable and he made reference to the statistic about how long on average a porn movie is watched on pay-per-view in hotel rooms. I think I made one last-ditch attempt to express what I was thinking:  that two people in very similar circumstances, neither in a position to think of entering a relationship, might be uniquely available to provide comfort and touch in a way that could be healing, nurturing and fulfilling for both.

I washed my face and undressed. My body would not relax, settle down or allow me to sleep.

How did I get here? To this place where I had hoped and anticipated so much and was now feeling so incredibly rejected, unwanted and desperately alone? I mean, this was a guy that I liked well enough to contemplate putting his junk in my mouth! And I kind of thought he was into me, too.

It was too late to call any of my girlfriends.

“Really need to talk. Are you available?” I texted Max, thinking that, far left of here, there was a chance he’d still be awake. But there was no answer.

After tossing and turning for another hour or so and sobbing uncontrollably for a bit, I turned on the light and picked up a pen and notebook. I wrote some of what you’ve read over the past few entries, as well as these thoughts:

  • I completely respect that he must honor where his head and heart are at right now.
  • Does he not get that having this conversation has already changed everything? That our friendship can never be the same?
  • I get that flirting, like talking smack, is a bit of a game and liberties are taken. However, when our flirting became more directional or explicit, I was genuine in letting him know that I’m available. And I feel misled.
  • This whole thing about “liking me” is weird:  we live in different cities and each have children that will keep us there and we’re both in the process of ending relationships, so there is no potential for anything real…nothing to ruin or jeopardize. Where does he think this might go?
  • p.s. it is now 3:17am and I haven’t slept a wink.

I set my pen and notebook down, turned off the lamp and continued to toss and turn until I had no choice but to get up and begin my day.

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*reference to the Law of Attraction, which states that like attracts like.

a hot night with Chi-guy (part 7)

About seven months ago…

We had just finished dinner and gone back out to the car. We had decided to go to a roof-top bar for a nightcap and view of the city. I felt so alive and energized in Chi-guy’s presence that I was turned on just by being near him!

Up on the roof, I had a glass of red wine; he chose a Perrier. We stood side-by-side, looking out at the lights of the city, our bodies close, feeling connected. The tension between us having built up all day (and for weeks before), we finally allowed ourselves to touch each other more liberally, allowing our hands to linger longer on each other. He told me his memories of the first time we met, and then leaned in, kissing my lips softly.

“You know all this flirting we’ve been doing?” he began.

“Yeah,” I answered playfully, looking directly into his eyes and smiling, “I’m interested.”

“I like you,” he said.

“I like you, too.”

After canoodling a bit longer, Chi-guy set his glass down, took mine from my hand and set it down, and led me out to the car. We kissed in the elevator, in the car, at red lights…we kissed in the elevator of my hotel after tossing the keys to the valet. In my room, we allowed our hands and lips to explore each other further, slowly undressing each other, appreciating every newly revealed part of each other’s body. He must have touched every square centimeter of my skin with his hands or lips. We took our time, allowing the tension to build, enjoying each moment and new sensation before finally, safely, moving rhythmically together toward climax. And then we held each other tightly as our breath slowed. It was cathartic, healing and magical. For months, both of us had been without loving touch, and it was a gift that we had been able to give one another.

At 3am, I woke up and felt him next to me. I gently caressed his body until he responded, pulled me on top of him and we had steamy, middle-of-the-night, barely awake hotness, such that we didn’t notice or care about our breath or anything else. Our desire for one another was intense!

In the morning, he went out and returned with coffee. We each showered and dressed, almost shyly respectful of each other’s privacy, before walking out together and going about our individual days.

We spent as much time together as possible over the weekend, talking, laughing and walking arm and arm through Millennium Park and the city by day, playfully, passionately, tenderly keeping one another up at night.

At least, that’s how I had imagined it might have happened…

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can’t wait to get me some Chi-guy (part 4)

About 8 months ago…

All this flirting with Chi-guy was beginning to show some promise. I had finally made up my mind on the sex question and the answer was Yes! I was definitely excited by the thought of getting physical with him, and I was beginning to think that he might actually be ready to go there, too.

Thus, my texts, emails and conversations with him, while entirely genuine and from my heart, were definitely directional in nature. I wanted to feel confident, when I next traveled to Chicago, that we were on the same page. I was leading the conversation, looking for proof positive that he was thinking the same thing.

Meanwhile, the work I was doing this trip would require a day of running around, doing errands. I asked Chi-guy to spend the day with me; I needed a local with a car to assist, I argued. He would be compensated, and it would be a win-win, costing less than the car rental, parking and lost time if I were doing it all myself. I would take him out that night — off the clock, of course — to celebrate his upcoming birthday over dinner. He agreed.

I made flight arrangements, thinking ahead to fly in early Friday and fly out mid-day Monday, so that I (we) would have the opportunity sleep in that final morning.

Things were going well. I was feeling confident. He texted things like:  “Good morning, Goddess. What are you up to?”

And I:  “Oh, the usual Goddess stuff…listening to a little Kate Bush, dancing in the kitchen, saving the world, etc…”

We had even exchanged some suggestive (though less risqué than prime time television) photos, which is how I know the specific brand of boxer briefs he wears.

The week before my trip, I took a road-trip with my children. As we drove through the countryside, I saw an exit sign for a town with Chi-guy’s last name on it. I texted him a photo.

He shot back:  “Oh, yeah, I’m also the Mayor there in my spare time.”

I texted:  “Well, your Honor, what do I have to do to get into your CKs?”

Him:  “Nothing. You don’t even have to say ‘please.'”

Even writing about it today, I can feel the joy flood through my body. I was immediately relaxed, happy and confident that things were going my way. As a matter of fact, when my girlfriends asked about my prospects in Chicago, I smiled coyly and used the words “locked and loaded.”

The few days before my trip, I coasted on this confident knowing. Chi-guy was silent. Finally, two days before I flew, I texted him:  “SO EXCITED to see you this Friday!”

He texted:  “Oh, sorry, change of plans. Can’t make it.”

After an initial moment of shock, I thought it must be a joke…still, I couldn’t be sure. I didn’t know him that well…

Me:  “Bummer!”

Him:  “Just kidding. Looking forward to seeing you, too.”

This is what I call douchebag humor. Douchebag humor is when a man has a perfectly decent opportunity to pay an amazing compliment and, instead, chooses to try to be funny because it’s more satisfying to his own ego. In other words, if you are the woman on the receiving end of douchebag humor, you know how un-funny it is!

And, even though he had paid me a half-assed compliment in the end, “looking forward to seeing you” was stiff and formal compared to my “SO EXCITED” gushiness. He was running hot and cold, sending mixed messages…something was going on with him…

I decided to stay positive. After all, what single guy — after more than a decade of married sex — would turn down the opportunity to go to bed with a long-time crush?!

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the not-so-many splendors of man sex

About 8 – 11 months ago…

As mentioned previously, my counselor had recommended I allow myself to get out and have sex like a man. That is, sex unencumbered by any form of emotional attachment. After all, I was a libidinous nearly forty-year-old, and counting months between any sort of physical satisfaction was an awfully long time.

A mother of two, I no longer felt the need to preserve some sense of innocence — I clearly had no virginity to protect. And I didn’t have to “hold out,” as I wasn’t seeking any sort of relationship. Thus, I had given myself permission, within a certain window of time, to pick up men and sleep with them — safely, with protection — but without conscience. Not all of them were memorable, so I’m going to summarize a few here, rather than give each his own entry.

Okay, deep breath, this could get graphic:

Anthony:  My first post-marriage encounter (which I already wrote about here) was with a creative, attentive and sweet man who wanted to cuddle and talk. He was a great kisser. Our few hours together busted my myth that casual sex was impersonal, cold or awkward. He was genuinely interested in whether I was enjoying myself, took the time to prop pillows in the right places and incorporated a playful variety of techniques. Sure, there was plenty of room for improvement (after all, practice makes perfect). Yet the experience left me hopeful about new experiences to come…

Ze chef: I know a guy who cooks at a restaurant out East. We have a little history. So I felt confident that something would happen on my next trip there. He had text-book anatomy — straight, hard shaft, perfect mushroom top, and what I can only assume (based on my limited experience) was slightly above average length and girth. After minimal foreplay, he pulled me on top of him, and I was quickly satisfied. We rolled over, and he proceeded to move rhythmically, as though on a treadmill, until his eventual conclusion.

This approach is notable only because it was so surprising to me:  perhaps because my ex had always maintained such enthusiasm for it, I assumed men loved to go down and warm a girl up with a little oral action. I also assumed men loved boobs. I am generously endowed in this department, so I anticipated a little more attention to them. And then there’s the repetitious thing, as though he was on a stair climber — how about a little variety in thrust and tempo to keep it interesting? A girl is never going to achieve multiples that way! This guy had always carried a torch for me — why on earth wouldn’t he work at littler harder to impress? Ultimately, I have to say I was disappointed.

The entrepreneur:  However entrepreneurial my dinner date was in his daily work and in our fabulous conversations, he was a dud in bed. The second we were inside my door, his hands were all over me, his tongue was in my mouth and he was saying, “More tongue, more tongue…” We made it to my bed, our clothes falling piece by piece to the floor. Without further ado, he was on top of me trying to insert himself, his repeated mantra having changed to “stroke my balls, stroke my balls…” I tried to suggest, to guide, to see that my pleasure was also brought to the fore, but I was essentially a masturbatory aid. Clearly, he was most accustomed to his own handiwork (pun intended).

Thankfully, I was alone in my home by 10pm. Again, this was a guy who’d been interested for some time, so I definitely expected more from him…yet he will go down in my personal history for one thing only:  Worst. Lay. Ever. Even worse than any awkward high school or college first.

My casual experiences had only gone downhill. By this time, I couldn’t really decide whether I was more motivated than ever to seek out a great, hot younger lay or abandon the notion of casual sex altogether. At any rate, one path was clear:  I made a beeline to a boutique specializing in high-end adult toys for women and found surefire satisfaction.

about that guy I did like a man

About eleven months ago…

A few days after returning from my trip, as I was reflecting on how thoughtful my one-night lover had been, I decided to send him a note.

“Anthony, it was lovely,” I emailed. Short and sweet.

“It’s been a week, and I’m still smiling,” he replied. Thus began another long-distance flirtation. We emailed or texted a few times a week, and even spoke on the phone.

I enjoyed the attention, and I loved crafting 140 or fewer character flirtations.

“Your messages are like haikus,” he texted.

“More like Zen koans,” I corrected.

One night, while out for drinks with girlfriends, I confessed to him that I barely remembered his name, much less what he looked like. He wrote, “I was your first kiss, the first lover’s poem to grace your ears, the first flutter of breath on your neck, the first touch of your breast… Lover, you know me!” The girls and I swooned.

I’d previously held a belief that casual sex was cold, awkward and impersonal. Anthony, with his musical accent and charming banter, had taught me that it could be warm and playful.

A few months after our meeting, at the end of one of our conversations, he asked me if we might meet in another city for a weekend. And that’s when I realized we were on completely different pages in our lives. I was living a flirtation, and it was enough for me. He was thinking of seeing me again. My daily life felt like a struggle to pay the mortgage and parent my children with almost no support from their father (who was, at the time, still trying to be difficult). This was no time to think about jetting off to see a lover, particularly one with whom I could envision no future. The only way I could have made this work at that time was if he were in a position to be a sugar daddy. Does is make me a whore to think that way — that I might have considered it if he were picking up the tab? Looking back, I think I really needed an escape, so I won’t judge myself too harshly.

Anthony and I continue to be in touch occasionally. I think he likes my coolness (cruelty?) or views me as a challenge. Perhaps, given its effectiveness, this is an approach I should adopt towards men I really like…

cheap sex? on my terms

Slate recently published an article called Sex is Cheap:  Why young men have the upper hand in bed, even when they’re failing in life. The article, written by a man, is based on research and data from around the world.

My colleague and 20-Nothings author, Jessie Rosen, followed up with her astute commentary here.

And still I think it’s worth exploring whether the equation changes as we get older, specifically for single women approaching or into their forties. First, let’s acknowledge that, by this time in life, some things have changed for women:

  • Our libidos are more active. While men are alleged to peak in sex drive at 19, women’s libidos allegedly peak at 30. I say allegedly, because most women I know would argue that we’re even more libidinous at 40. (And because I’ve experienced 50-year-olds with as much energy as any 19-year-old.)
  • For many of us, sex is no longer about our biological clock and securing commitment, DNA and a provider for our children. Many of us have already met that need, more or less.
  • We’re more confident — this means being more comfortable in our bodies, more assertive about getting our needs met, more able to be direct and more able to walk away (after all, by this time in life, we’re likely to have acquired more toys — a.k.a. The Elite Sophisticate, Doc Johnson or simply BOB, for Battery-Operated Boyfriend).
  • We’ve gained a lot more relationship experience, whether we’ve been married and divorced or not.

So…is sex still cheap? A quick look at the dynamics on online dating sites or in any bar will assure you that, yes, sex is still cheap . Men, it seems, are able to find willing partners whatever their station in life. As are women.

But, based on my own experience and some anecdotal evidence from my contemporaries, the balance of power has undergone a nuanced shift:  the women I know who are serious about seeking a mate date multiple men — and they wait to sleep with any of the serious contenders. They’ve learned a thing or two about how to develop a relationship and they know that sex can complicate their emotions when they’re exploring whether someone is right for them. Instead, they enjoy steamy liaisons with a hot guy who they’ve already concluded is Mr. Wrong.

By forty, most single women can walk into a bar, pick up a man, take him home, sleep with him and forget it. And they can communicate to men they really care about that they’re looking for commitment and not willing to get sexually involved without it. They know how to respect themselves and, thus, demand respect from a man. (And if you’re a single woman and this doesn’t resonate with you, you’ve at least got to admit to having learned enough to know what you’re getting in to.)

The implication for men at this juncture in life is that, especially if they are finally looking for a life mate, the tables may have turned. If a woman sleeps with a man right away, it could very well be a relationship death knell. It may mean she’s already ruled him out.

doing it like a man

About eleven months ago…

My counsellor had recommended I go out and “have sex like a man.” But with full-time work and parenting, I couldn’t find the time or opportunity to make it happen — even if I had the skills or guts.

But there was a possibility coming up…a work trip — without any co-workers. While on this trip, I would be going to an evening event celebrating creative people. It all sounded quite promising! Among the usual toiletries and clothes, I packed a nice dress, heels and condoms.

My trip began with aircraft maintenance problems, flight delays and diversions. I was lucky to arrive at my destination city and check into the hotel with barely enough time to dress for dinner. Thus, I hit the open bar with a vengeance. I’ll spare you the dinner highlights in favor of the after party. I was excited to see some attractive men milling about; unfortunately, most were accompanied by women, gay or oh so young! The one person I knew joined me at the old-school arcade games and, after a short time, a man approached. He was unremarkable, but attentive. Meanwhile, a beverage company representative struck up a conversation and brought a steady stream of wine and bubbly.

Anyone who’s seen me around an old-school Ms. Pac-Man game can imagine the scene. I’m completely obsessed, sucked into round after round of play, meanwhile holding conversations, drinking drinks, saying goodnight to the woman I knew, etc. Finally, I had to pull myself a way. The gentleman who was playing with me joined me at the bar. It was beginning to dawn on me that I’d consumed many more drinks than I could handle (and it was way past my bed time), so I asked for water. We moved to a cocktail table. He was blathering on about some event he’d been to the previous night when I put my hand behind his neck and planted my lips on his. We must have made out, there in public, for a complete 30 to 45 seconds before I asked him if he’d like to come to my room.

Without missing a beat, he said, “yes,” and we proceeded down the elevator, through the hall and into my room, where we continued to make out while undressing each other. I discovered at this time that he had a rather big paunch. In fact, he had the type of distinctly British body that might suggest he’s never seen the inside of a gym nor donned any type of athletic gear. Even tennis shoes. No matter. We were in it now. And what the hell kind of undies were those? Not very masculine. (Marks & Spencer, I later learned.)

So this is how it went:  he was safe and attentive and creative. He took time to prop pillows in the right places. His eyes were kind. He licked my foot. We had a bit of naughty fun and then passed out. When I awoke in the middle of the night with a splitting headache and need to empty my bladder, I thought, “Oh shit. He’s still here.”

In the morning, he was a bit chatty for my pounding head. But he was charming, engaging and intelligent, and his British accent didn’t hurt. I realized I could only recall his name because when I had moaned, “Oh God!,” he had corrected me. He had lovely brown eyes.

When he enquired for the second time whether I wanted to join him in the shower, I told him that I really just wanted to go back to sleep. I rolled over and he rubbed my back. He asked if he could get my email address or phone number and I replied blandly, “Why don’t you just leave your card on the desk and I’ll reach out if I feel like it.” So he dressed and left.

For the first time in my life, I had behaved like a complete slut — and I felt powerful!

Only later did I realize how vulnerable I had been and the risks I had taken. And I found myself feeling relieved and eternally grateful for having found this particular gent for my first post-marriage romp. Luckily, the only casualty was a pearl earring, which I never recovered.

Later, as I recalled the story to girlfriends, their eyes grew wide, jaws dropped (in recognition of how completely out of character this was) and, to my utter surprise, more than one exclaimed, “Oh my God, you’re my hero!” If they thought I didn’t have it in me…well, I guess I showed them! More importantly, I showed me. I had finally had sex like a man.