This annual fall conference isn’t the best for sales, nor the best for future sale contacts, nor the one that pampers its exhibitors the most to make it a joy to attend. It isn’t even the one with the most “conference fun girlfriends to party with”. Heather Converts I like to call them, lol. But it IS one of the few conferences I attend where I stay more than one night and manage to attend WITHOUT the boss, therefor I get to have alone time.
And by alone time, I mean I get to be Heather more and play if I so choose to. As you may know from a previous post I went online several months ago to find a man or two to play with who were local to Chicago,
and I blogged it here… http://www.heatherbarton.com/?p=3793
And so when I arrived I already had dates set up for Thursday and Friday. Two different men both in their late 30’s with the winner of my preference getting me for Saturday night. Or if I didn’t like either of them then I’d spend Saturday alone. Win/win really. lol Although I will admit I had 2 other back up candidates.
So Thursday I arrive and check in (nice room) and can’t set up (dammit!) and hug Nilda the conference coordinator I see every year and wish her a Happy Birthday (thank you Facebook lmao) and go down to the bar at 6 to meet my date. Happens one of the Heather Converts, Joan, is coming in by then and joins me at the bar to try and catch up like we vow to do every year and barely manage it cuz she’s off smoozing and now I’m off dating! lol.
My Thursday night man, Joseph, texts that he’s running late and I warn him Joan is with me but only staying 10 minutes more or so. As a gentleman he asks if I want him to wait until she’s gone and I urge him to arrive whenever he can, Joan is apprised of the situation and for those who know me I have no secrets really. Obviously! Remember, my readers, I’m not ashamed of how I live my life. And a Heather Convert usually is well versed in how “bold” I can be. Besides I didn’t want to miss out on hearing about Joan’s new man!
This is NOT him... but its close!
In any case, Joseph finally arrives and I’m more than pleasantly pleased by his looks. In any of these situations you can only trust a picture and if you’re attracted to it, you can only hope they look the same in person. Oh and Joseph looks MUCH hotter than his pictures and let me tell you, his pictures are hot! When he told me he still modeled at his late 30’s age and taught mixed martial arts I was thrilled hoping it meant he most likely DID NOT have lots of age-fat on his body (like I do! hahaha) but I wasn’t expecting six pack abs & a smooth long waist. Oh and his biceps and triceps and those ‘cepts along his back… drool is a word that barely covers it! And he’s amazingly sexy to look at. I mean… ALL THE TIME! The kind of eye candy that makes you lizard brain go “whoa” when you glance at him in conversation. Problem is it says it SO loud it’s hard to remember what you were talking about!
So we chat with Joan for a short then we call for the tab. Cuz I REALLY want to get this man naked! Before Joan and I can say a word about separate checks Joseph tells the waitress that its on him. And he only had one drink! Whilst Joan and I each a drink and an appetizer. We both protest but its very clear that he’ll brook no argument. It was a surreal sensation in a way. Like being briefly transported to a different era filled with confident, dominate males. Its a very subtle thing and can be flustering to some, frustrating to others, but makes the slut in me purr.
Joan said her goodbye’s and I asked Joseph if we should go upstairs to my room. He admitted he wasn’t sure if he’d met my requirements for play and I bust out laughing! See, yes, the “meet” is to verify chemistry but I wouldn’t have set up the meet if I wasn’t already attracted to the pictures. The meet was to VERIFY a man looked like the pictures. And he looked so much better than his pictures! If he was a local L.A. man I’d have given him a kiss and set up a play night. But I did not have that luxury here. He did comment as we stood up, “Aren’t you going to seduce me?” So I moved into his space with a smile and said, “If you’d like me to I’d be happy to. Did you want a little PDA?” He counters, grinning, with a, “Maybe in the elevator.” But we just hurry straight to the room!
When we got there he took immediate charge. But not how you would think. He was determined to give me an evening I wouldn’t easily forget. He started it with a full body message. Let me rephrase that… he gave me a PROFESSIONAL full body message… arms, legs, hands, feet, did the most moan-producing Shiatsu on my shoulders and back… got groans of pain combined with giggles as he did my calves which are apparently somewhat ticklish! Who knew!?!
Of course he paid special attention to my breasts, did my stomach and sides & quads which I apparently have been neglecting on the foam roller at the gym. I did my very best take the pain as I knew these knots needed to be out but it was excruciating! And all the while my hands were itching to touch the naked glory of the erection so near to me. Whenever I secretly tried he’d bat my hand away. It was a delicious game. Made even more fun when he rolled me onto my stomach again to work on my ass and shoulders and placed that silken hardness in my hands. It was an instant turn on and had me wiggling to get more of him to touch. (and wishing I’d trimmed my nails!)
So for at least 30 minutes I got a professional massage from an underwear model and while this sounds highly sought after there were many moments I thought, “there is nothing that will make a woman more self conscious of her body’s flaws than a naked full body massage by a new lover!” And it was incredibly surreal to look down at the gorgeous man massaging my feet with a look of intensity and desire in his eyes. I felt as if I was in some Lifetime romance movie! Part of my wanted to laugh at the absurdity of ME having this experience and another part of me was unconsciously falling under the spell of it all.
But I’m trying really hard not to crack jokes from these eye-rolling thoughts going on in my head. This man is very seriously trying to give me a spectacular evening. An evening most women would be incredibly thrilled to have. And he’s doing it with complete sincerity! And doing it with such perfection and I wanted to honor that. So I bottle up my rampaging humor, which let me tell you isn’t easy, but lucky for me his arresting looks kinda short circuit a lot of my brain activity. Yet when he tells me he will instantly do whatever I ask him to I’m at a loss! (Okay…. I’ll admit it… he whispered it in between kisses, NOT helping.) He tells me all I have to do is utter the words and within minutes we’d be doing it. Any “it” I ask for.
Wow… my mind went blank. (Or maybe it was the kisses.) Yes, I want sex with him, but he’s asking what exactly I’d like to do next. Oral? He’s going to want specifics! 69, just him on me, just me on him, ass play also, finger only? Specifics, people lets get on this! And I’ve just had a glorious massage! I can barely orchestrate a thought much less anything sexual when I’m THIS relaxed! Did I mention the kisses?
I think I just whisper one of the many possibilities running through my head and we are doing it. And it was glorious. He was amazingly skilled and beautifully hung. His fingers had me squirting almost across the room! Something than no one, not Sex God, not Tongue God, nor Phat Boy or Tasty Man or Hottie had ever achieved. Yes I squirt but its very situational. Usually I’m standing and the man is long fingered and my legs are far apart and he’s fucking me with his hands hard and fast and hitting some spot along with my clit in juuuuust such a way. Actually I’m never sure exactly what they are doing to do that to me. lol And usually it can be more painful than pleasurable! But the skill of Joseph was so amazing as he did it to me over and over and when I told him after the first time to stop cuz it has hurt in the past he did it again in just a slightly different way that it didn’t hurt at all.
Thankfully the mess was mostly on the towel we laid down for the massage! And less you think his performance on fucking didn’t match the wonderful skill with his fingers you are just fooling yourself! Glorious and loving and long and lots of orgasms later I’m telling him that what I’d really like was for him to cum! His pre-cum was delicious! And as usual the actual load had that slight metal tang. Honestly I think I like the taste of cum but not sperm! Epiphany!
We rest, then shower, talking all the while. I’m just visually eating him up and almost want to strip the clothes off him when he’s dressed cuz he’s beyond scrumptious in a charcoal long coat… mmmmmmm.
Where was I? Oh yes. 🙂 Joseph kisses me and tells me he’s available for Saturday if I decide he was good enough and I’m laughing. I slept soooo well that night. But too well on the firm bed and woke with such a stiff lower back. Probably the supporting knots in my back had been ironed out!
We had pretty good sales considering how difficult it was to drag my mind away from my prior evening. By 7 pm I’m done for the night so head to the bar for an dinner of an appetizer and drink. I had them make a Pelican since they had Grey Goose Pear Vodka… which was delicious even though they used Coke and not Throwback Pepsi as is preferable by my Sex God who invented the drink.
Mark shows up and he’s just as cute as his pictures and more of my regular type. Slightly unsure what to do with such a confidant woman, pleasant to look at, smart & good company, more soft & naturally lean than hot. I easily take charge and enjoy a lovely night with him. I’m even able to fulfill a few fetishes he has… but honestly we spent more time talking than actually fucking. After an hour or two he’s off on his way and I text Joseph to see if he’s free for the next evening. Lucky me he is.
Again... NOT him... but smoldering looks & tousled hair similar!
Another day of selling, this time the sales are abysmal! I think the recession has finally hit my business this year. Ah well… it just encourages me to push us in new directions. But I cannot be sad about sales. I’m going to play with my now favorite Chicago man. And I’m toying with nick names for him. Finger God, Chicago Man, Mr. Gorgeous…. so many choices. Because he’s so good at so many things!
That night I got to talk more to him than on the first night and we even got daring and did anal, which I really didn’t think I could do with his size, but he’s a master of going gentle where needed & not when I want it rougher. Plus its so easy to give him directions, that’s very important! lol But I only got 2 hours with him. And I really, really wanted more. Not so much because of the sex, but because I valued his company. But this blogs long enough, so maybe more on that later.
I didn’t get a chance to do the Chicago music scene. Maybe another trip…. cuz I’d LOVE to visit Chi-town again. Sadly in 2013 the closest I’ll get is St Louis in May! Other two conferences are on the east coast… and my boss will be with me on that May conference… sigh. Just my luck!