Let me tell you about my friend, Gil.  I met Gil right here ... he was sitting where you're sitting right now ... doing EXACTLY what you are doing at the moment ... reading one of my stories!  I don't know exactly what it was that moved him to write me a note, but he did.  And I replied.  And that's where this story begins.  Oh, did I mention that my friend Gil just so happens to be a 40 year old virgin ... at least he is at the beginning of this story. 
Now Gil isn't from California; he lives on the east coast, so I told him if he's ever in town and in need of a driver, to let me know and I'd be happy to get him to wherever he needed to be.  I didn't think too much of it, as these things rarely come to fruition.  But Gil has proven to be the exception to more than one rule.  So here we are, weeks later, and I'm running a little behind schedule, pulling up in the rideshare lane at Burbank Airport.  Gil is in town for the weekend and needs to move between three different cities and I am his local connection.  Of course, we've talked about this moment, fantasized about it, and probably lost a little sleep over it, and now the moment was upon us.  I pop the trunk and hop out of the car.  Now, as most of you know, I am definitely on the shorter side ... or FUN size, as I like to say.  So when I go to hug Gil, I definitely feel dwarfed by his 5 foot 10 inch frame.  My fears that this first face-to-face meeting would be awkward quickly dissipate - we were just two friends about to embark on our own little adventure.
The first leg of our trip takes us down south to San Diego, approximately three hours by car - a good opportunity to make sure the chemistry that seemed volatile in our online interactions was present in person.  I was hopeful, as demonstrated by the fact that I had slipped my lush in before I even picked him up at the airport.  He wasn't aware, of course, but I was hoping to let him in on my little secret. The conversation was easy and comfortable.   I pointed out landmarks and fun facts ... not only of the squirmy variety, but about Southern California and the cities that we were driving through.  We passed Dodger Stadium, Knotts Berry Farm and Disneyland.  The sun was shining,; traffic was light, and I was feeling a bit playful. I allowed my hand to drop on to Gil's knee and I started to trace little circles on the inside of his thigh with just the very tip of my fingernail.  Now, if you've ever seen a picture of me, it's highly likely that you know how I love to get my nails done.  There's just something about running my nails over the most sensitive parts of your body that I find to be such a turn on.  The sight of my hands wrapped around a hard cock is a visual that I just can't get enough of ... but I digress.   Now where was I? Oh yes, my hand on Gil's knee ... I think I may have surprised him a bit but he certainly wasn't giving me any indication that he wanted me to stop.  I couldn't watch him, as I was driving, but I could hear the hitch in his breath.  The shift in the air was palpable. I knew that my actions were making both his mind and his heart race,  and it made me braver, bolder.  Gil shifted in his seat and cleared his throat, "Do you think we could make a pit stop?"  I glanced over at him, winked and replied "Of course, your wish is my command."
We exit at the next rest area and Gil wanders off to find the rest rooms.  I step out of the car to stretch my legs a bit and I grab a coconut water out of the small cooler I had packed with snacks in the back seat.  A quick glance at the app to make sure my lush was online and that I was "available", shifting permissions to give Gil control without request. 
As we get settled back in the car, I set the GPS for the hotel we will be staying the night at.  I lean over and whisper in Gil's ear, "Just so you know, I've granted you control without request in app and I am toyed up and ready whenever you are."  He immediately goes to his phone and takes control of my lush ... a nice, slow, gentle start ... gradually increasing the vibrations until I can't help but let out a breathy moan .... "Mmmmm.  Hello Gil.", I murmur.  "Did you just slide that toy in, or have you had it in the whole time?", he asks.  I make eye contact and remind him about Squirmy Fun Fact #77 ... "You do recall I'm a girl scout .... right?  I like to be prepared, always."  He smirks.  I smile, and off we go. We have approximately an hour left to travel before arriving at our hotel. The travel time was certainly not wasted.  The conversation took a more "flirty" turn and I could tell that Gil was trying to gage the effect he was having on me.  I reassured him that I was very confident I could handle anything he wanted to give me so long as I was wearing "just" the lush.  That was all the encouragement he needed.  Staying in the upper quadrant, he delivered long, slow, waves ... holding me captive at the height of the wave, until I felt like I could take no more and then dropping me down lower, only to take me right back up to the apex again.  Tantalizing.  Teasing.  I could feel my body respond.  Squirming.  Dripping.  I can't help myself, I reach over and start using my fingers to trace a line from behind his ear, along his hairline, down his neck, across his chest, pinching a nipple as my hand glides by.  I continue to trace the line down to his crotch and I graze up against his now rigid cock.   I could hear his sudden intake of breath, he was holding his breath, wondering what I might do next.  His reaction fueled my desire to "shock and awe" him.  I brought the tips of my fingers together and with gentle pressure I dragged the tips of my fingernails very slowly from the head of his cock down his full length.  I think I heard an audible gulp, and with that I withdrew my hand and placed it back on the steering wheel.  I think we both got lost in our own thoughts for a few moments there.  We arrive at the hotel just as I get that first warning that my lush is at 20%.  Gil's masterful control of my toy for the last hour has me horny, wet and eager to get behind closed doors. 
We had a couple of hours before we had to be anywhere and we were both pretty worked up from all the flirting, innuendo and playtime.  I told Gil I wanted to slip into something a bit more comfortable and would love it if he might get naked and wait for me on the bed.  Squirmy Fun Fact #3, if you didn't already know, is that I have an oral fixation. A fixation that Gil was very well aware of.  A fixation that we had discussed in great depth, over a long period of time. I've been told that my oral skills are exceptional but having been in only one relationship for almost four decades, I wanted a second opinion, and Gil (although pointing out he wasn't really experienced in this area) was eager to provide me with his.
I slipped into a leopard print nightie that I had bought specifically for the occasion.  It had diamond shaped cutouts on each side that somehow provided lift for my ample 44DDD tits while minimizing my waist.  It made me feel sexy and solidified the "cougar" image in my mind.  The nightie was short, barely long enough to cover my ass.  I opted to NOT wear the tiny thong that it came with; my lush still buzzing in my dripping wet pussy.  I fished my sleep mask out of my toiletry bag and dangled it from my forefinger as I exited the bathroom.  Gil was, as I asked, absolutely naked and laying on his back on the bed.  I positioned myself at the foot of the bed, twirling the sleep mask on my finger, "You wouldn't mind wearing this, would you?"  Gil's eyes widened and he slowly shook his head from side to side.  "Perfect.", I purred. I crawled on to the bed, between his legs, brushing my tits over his crotch and chest as I worked my way up his body to slide the sleep mask over his eyes slowly, sensually.  I lick my lips right before I tug the mask down, effectively blinding him.  "Relax, and breathe", I whisper in his ear.  I exhale into his ear and lick his earlobe, as I trace my fingernails across his neck and down his chest.  I watch the goosebumps on his arms as I use my body to tease and excite him.  The blindfold emboldened me; I wasn't concerned about how I looked but more about what I thought would pleasure him.  From all of the playing and teasing in the car, I knew that using my nails all over Gil"s body would definitely make him squirm, and who doesn't love to squirm, right?
I couldn't stand it any longer, I just needed to get my lips around Gil's cock.  Taking the shaft of his rock-hard cock in my right hand and cupping his balls in my left hand, I held my head about an inch over his cock and breathed deeply, exhaling my warm breath directly on to the head of his cock.  He twitched.  I considered that an invitation and I wrapped my lips around the very tip of his cock and I gently sucked him deeper into my wet, warm mouth - swirling my tongue around the ridge, all the while stroking his shaft and gently tugging on his balls.  His groans were guttural and only served to motivate me to give him the best blowjob of his life.  I love the feeling of a man's cock swelling in my mouth ... and Gil did not disappoint.  I could feel him grow in my mouth as I tasted and teased him.  If I had to venture a guess I would say he was about 8 inches in length and probably 5 to 6 inches in girth.  I could feel my pussy drip in anticipation.  I reached over to the nightstand and grabbed two altoids out of the tin I had left there.  I popped them in my mouth and chewed.  The explosion of icy fresh peppermint filled my mouth and cleared my sinuses.  Its no wonder why they are called "curiously strong mints".  I could feel tiny bits of the mint on my tongue and on the inside of my cheeks, perfect for a little added texture in my mouth as I took Gil's cock back into my now icy, cool mouth.  Altoids and pop rocks are two of my favorite tricks when indulging my oral fixation.  If you've never had the pleasure, I highly recommend you give it a try sometime.  Adds a bit of the unexpected ... and I like to keep things interesting.  "Ohhhhh, I guess I heard you chewing on a mint.", he whispers. "Too much?", I ask. "No, no, not at all.", he sighs.  My confidence was building and I wasn't feeling as shy, "You can remove the blindfold now, if you'd like.  Maybe you'd like to watch."  Gil fumbled with the blindfold a bit, but it didn't take him long to fling it on to the nightstand.  I believe that one of the hottest things about a blowjob is the eye contact.  I like to think that my eyes can say a whole lot, especially when my mouth is full.  I hope Gil got the message loud and clear - I was not only enjoying his cock, but savoring it.  Reveling in how he was responding to my tongue, driven to take him deeper into my mouth, by the moans he just couldn't control.  "I hate to cut this short, but I just need to be inside you.", he growled.  I took him deep into my throat one more time, stroking, licking and sucking.   I reluctantly roll over and let him up.  As he moves to stand by the bed, I position myself laying on my back close to the edge of the bed, legs dangling over.  This position ensured he would have both easy access and a bit of  leverage.  I planted my heels on the edge of the mattress and reached down to pull the lush out of my pussy.  I was sopping wet; I had to run my fingers through my slick, swollen folds to find the "tail" of the lush.  I pulled it out slowly and could feel my juices just leaking out as the lush broke free.  Squirmy Fun Fact #143:  I always lick my toys clean, so it was instinctive for me to put the toy in my mouth, but before I realized what was happening, Gil had snatched the toy from me and put it in HIS mouth.  I was so surprised and SO turned on by this.  He made a spectacle of licking it clean then tossed it off to the side of the bed.  He reached between my legs and ran his fingers through my slit, drenching them.  He then put his fingers in my mouth and I licked all of my juices off of his fingers.  He rubbed the tip of his cock on my clit.  We could both hear how wet I was, "Looks like you are ready for me.",  and with that, he slowly pushed his throbbing, swollen cock deep into my quivering pussy.  I could feel my pussy just engulf his cock as he made entry.  It was truly a delicious stretch.  I was mesmerized as I watched him experience my pussy, ANY pussy for the first time.  He watched his cock as he buried it deep.  Once his balls were flush against my ass and his neatly trimmed crotch was pressed firmly against me, I saw his eyes close and I could audibly hear him exhale.  He held there for just a moment and I couldn't help but think he was touching a place inside me that had never been touched before.  I could feel his cock twitch inside me; I clenched hard and could feel my pussy squeeze him ... and then he started to move ... so slowly to start.  He slowly pulled his cock out until it was just the tip of his cock inside me, and then he thrust his full length deep inside me.  Out. In. Out. In.  Both the pace and the urgency steadily increased.  My breathing was becoming labored, a moan escaping my lips every time he thrust deep inside me.  I could feel his eyes upon me ... watching me ... watching what he was doing to me. Much to my surprise (and delight), he reached down between us and started rubbing my clit as he continued to pound my pussy.  The additional stimulation was too much and I felt myself go over the edge.  I could feel my eyes roll into the back of my head, and my back arching as I came off of the bed.  I like to think my orgasm was the catalyst for Gil's.  His thrusts came harder ... deeper ... faster, until he couldn't hold back any longer.  He exploded deep in my pussy, filling me with his hot, sticky cum.  What a load it was. He stayed there, just for a moment before he withdrew.  He reached down between us again and coated his fingers with the cocktail that was our juices combined .... licking his fingers and then offering me a taste.  Of course, I licked his fingers clean. 
There is much more to this story, but those are stories for another day.  And just for the record ... this IS a true story ... only his name has been changed ... as I like to say ... to protect the (not so) innocent.  The story is written with his consent ... I'm sure he will be one of the first to read it ... I just hope I did the story justice. When we first met, he always said that he would love to inspire a story or two ... well here you go Gil ... thank YOU for the inspiration.