One night stands

Triple Play Weekend, pt. 2

Memorial Day Weekend, 2014

Saturday morning arrived and I began packing to visit the pierced shrink in Hilton Head. Although I was only going for one night, I had no idea what to bring. Would we go out? Would we stay in? What type of lingerie should I pack? Sweet and demure? Tawdry?  So I ended up packing a bunch of shit I knew I didn’t need, but had ‘just in case’.  I arrived a couple of hours late (due to the babysitter’s delay) and I texted him when I pulled up at the main entrance.

He lived in a gated community on a marina. There were old world shops and cafes lining the sidewalk. His condo faced the water and he met me at the car. “It’s nice to meet you, I am Sean.” He got my suitcase from the trunk and took me by the hand as we walked towards his condo. My legs and body were still sore from being with Mark the day before. We boarded the elevator and out of nowhere, he pushed me up against the back wall and planted a deep passionate kiss on my unsuspecting mouth. “I can’t wait to have you.” he said.

His condo was on a corner unit, top floor. His large balcony faced the marina. We sat outside sipping on wine. I stood at the railing and looked out at all the boats when he walked up behind me, “I want you right here, Tessa.  Right now.”

At first, I was reluctant…shying away at the thought of fucking him outside on his balcony, but then I realized…I am on an island…with a shrink…with a piercing, so I went for it. He quickly disrobed me and himself. I wanted to look at his cock (before he put on the condom). I needed to see this piercing. His cock was quite large for his small stature, the piercing was a stud, midway down the shaft. I began to feel a tinge of panic, wondering if it would hurt when he entered me. I worried if the piercing would tear the condom…and before I could think about it, I felt him inside me.

I was still sore from being savagely fucked the day prior, but the piercing rubbed against my G-spot and sent me over the edge, almost instantly. He told me to hold on to the rail as he picked my legs up and fucked me deeper. It was so intense, I moaned…loudly. I didn’t care if anyone heard me…I didn’t care if anyone saw us…I just wanted more. We moved to his bedroom and he fucked me from behind. I watched him pound me from a mirror that faced the bed. It was a hot scene…primal and dirty. And it was about to get dirtier.

I felt him finger my ass with his thumb, as he fucked me, which drove me crazy. I was putty in his hands and he knew it. He pulled out of my cunt and pushed his cock in my ass. The piercing made me squeal as I pushed my body into his. I wanted it. I wanted the sweet tinge of pain that came with every thrust. He lasted a long time and I came repeatedly. The piercing sent me over the edge and I felt like an animal, a beast..glazed over from the pleasure. Dripping with desire for more. He reached orgasm and we moved to the shower. He went from being a sex god, to a quirky sixth grader in a matter of minutes. It was so strange. Afterward, went out for dinner and he was quiet. Very quiet. I received a text from the IT guy (Daddy Dom Dave) and I excused myself, telling the shrink it was the babysitter.

“Did you go to Hilton Head?” he texted.

I texted back, “Yes. I am here now.”

“Good. So am I. I was worried you may need me, so I booked a room at the Hampton. Is everything okay?”

I could not believe that he would travel to Hilton Head to ensure I was okay. It was thoughtful and creepy at the same time. Since I was already outside alone (taking the fictional call from the sitter), I decided to call him.

“I cannot believe you drove to Hilton Head to make sure I was okay. Thanks, stalker!” I said in a playful tone.

“Well, I also wanted to see you. And it’s only an hour away from my house. Let me take you to breakfast tomorrow. Ditch the shrink and meet me in the morning….or tonight, if you need to.” he laughed.

“I think I will stay over tonight. But I will call you if I need to. What time and where do you want to meet tomorrow morning?”

“Just come to the hotel and we can take my car. I know a great place on the water. Best breakfast you’ve ever had.”

“It’s a date! Now I need to get back to my date!”

I walked back inside the restaurant and he was ready to leave. From there, we walked to a bar in his community and I drank far more than I should have. Tipsy and horny we sauntered back to his place, where he fucked me again. And again. We fell asleep and he woke me up to fuck me again. The next morning arrived and I was exhausted and sore. I opened my eyes to find a cup of coffee waiting for me at the bedside. I heard him in the shower and decided it was a good time to make a swift exit. He was quiet when he got out of the bathroom, back to his quirky personality. I was packed up and ready to go.

“I have to get on the road. Thank you so much for having me.” I said.

“It was fun. Come see me again. Soon.” he said.

He offered to help get my suitcase to the car, but I’d already taken it down while he was in the shower. We kissed and I walked out the door, texting Dave, the Daddy Dom, as I walked to my car. Damn, my legs were so sore.

Me: “On my way to the Hampton. Can I use your shower when I get there. Needed to make a quick exit this morning.”

Dave: “Sure thing! Want some coffee?”

Me: “Yes. Please. I am sooo tired.”

Dave: “Room 212. Door will be open.Be safe driving.”

And there I was…on my way to visit bachelor #3. The last stop on my triple play adventure.

(To be continued)

balcony

Photo credit, Pinterest

One Hit Wonders-Hotel Atlanta

It was January 2004.  I’d been invited by my boss to accompany her to a conference in Atlanta.  Translation:  she needed a wingman/sidekick/bad girl to hang out with her at this boring 3-day conference.  I was happy to oblige. I enjoyed any opportunity to let my hair down and sow some oats.

Her name was Jane and she was simply beautiful. She had the facial structure of Angelina Jolie, with dark auburn hair. She was tall and statuesque. Men noticed her. And you put us together with my long dark wavy hair, full lips and hourglass body, and we caused quite a stir. On our first night there, we sat at the hotel bar chatting over happy hour drinks, when we were approached by two older gentlemen.  They sat down with us and struck up a conversation. Before long, we were having dinner with them. They were from Boston, there on business with large expense accounts and even larger…egos.  We grew tired of their posturing and excused ourselves soon after dinner.

We were both tired from the day’s events and retired to our room. Since I was not a paid attendee of the conference (I was just there for Jane) I had to share a room with her.  It was no big deal, as there were 2 queen beds and a bathroom mirror large enough to accommodate us both getting ready at the same time. It was all good. We put on our pajamas, cracked open a bottle of wine and had cocktail confessions. It was like a grown-up sleepover. We laughed and giggled for hours. Jane was just as wild as me.  We shared stories of our escapades, as we finished up the wine and moved on to a fresh new bottle of gin. We were both sauced when Jane spilled an entire drink on her bed.  It was soaked.

“Guess I will just have to bunk up with you tonight!” she exclaimed.  And we laughed and drank some more. It was approaching 2:00 am, when we finally ran out of mixer and decided to go to sleep. She and I said our good-nights and crawled into my bed.  I was beginning to dose off when I felt her hand on me. I had my back to her, but felt her playing with my hair. At first, I didn’t know what to do. I’d been with women at different times in my life, but it had been years…and this was my boss. I began thinking about how she would feel, how she would taste and I slowly rolled over to face her. She looked at me and stroked my face.

“You know me spilling that drink was no accident, don’t you? I’ve wanted you since I hired you. But I don’t want you to do anything that would make you uncomfortable. I just want you to know the door is open.”

And without thought, or hesitation, I leaned over and kissed her soft mouth. I don’t remember the specifics, but I do remember that we flung off the covers and sat up in the middle of the bed kissing while we undressed each other. She pulled me into her body, facing me away from her as she massaged my spot, making me cum almost immediately. I could not wait to taste her as I opened her legs and found that she was dripping wet with anticipation. I made her wait for it, teasing her by kissing her inner thighs, avoiding her sweet cunt, until she could not stand it any longer.  We fucked all night.  No inhibitions. No limits. Insatiable.  We finally collapsed as the sun rose, getting about 2 hours of sleep before we had to wake up. I heard her in the shower when I shuffled into the bathroom for a drink of water.

“Good morning, you.” she said from behind the shower curtain, “how did you sleep?”

“I didn’t get much sleep, but I feel rested,” I replied.

“Yeah, me too.” she snickered.  She soon made her way out of the shower and I jumped in.  We went about our day as if nothing had happened.  There was no awkwardness.  No shame. No difference in how we were than before it happened. I was glad.  I didn’t want there to be any strangeness.

That evening she had made plans for us to go to a local night spot for dancing.  We ate a quick dinner and hopped a cab to the club.  We danced for hours.  She found a “friend” and went back to his place.  He was a strapping young lad and I knew she was in for a good time.  I’d met a few fellas, but no one that really interested me, so I went back to the hotel. As the cab approached the door to the lobby, a man that was standing out front opened my door, “Good evening.  Let me help you out.”

I smiled and said, “Thank you. And they say chivalry is dead.”

He said, “I am proof that is not true. Let me show you.  Come have a drink with me.”

And I thought…what the hell.  Why not?

Over some very dirty Martini’s I found out he was from Ohio and was attending the same conference that we were. He mentioned seeing me during one of the workshops and wanting to ask me to dinner, but not having the opportunity.  He was nice looking and smart.  And married, like me.  He was charming and I’d already made up my mind to fuck him senseless before the night was over.

After several drinks, I excused myself for the evening.  He insisted on walking me to my room.  I knew the routine…we would kiss…our clothes would end up in a pile on the floor….we would fuck…he would leave and that would be that.  But when we got to my room, he froze.  No kiss.  No move.  Nothing.  I didn’t make a move either, I was expecting him to.  Before I knew it, he was walking away to his room.  I shrugged it off.  I would have liked to have had wild, crazy sex with a stranger, but if it was not in the cards…that was okay too.

I had just gotten undressed when I heard a tap at the door.  I peered out of the peep hole and saw him standing there.  I answered the door with nothing on but a towel, wondering if he had finally gotten up the nerve to seal the deal.  He saw me standing there barely covered and it was on.

We kissed as we made our way to the bed.  I still had the towel on, but he reached up and pulled it off of me. I began taking off his shirt and pants.  When I pulled down his boxer briefs, I was in shock. I was not expecting him to be packing.  He seemed so unsure of himself. But this fella was hung like Seabiscuit.  I was in awe.  Regardless if he had skills or not, I knew exactly what to do with that.  I could not wait to have him inside me.

After he fumbled with the condom, I finally got my wish.  His cock was so large that I felt a tinge of pain as he pushed himself inside. I loved it. He wasn’t aggressive enough for me, so I took the lead and mounted him. I don’t remember how many times I came, but I loved fucking him.  After a couple of rounds, he got dressed and left, just as Jane came in.  I told her about him and she told me about her night.  She’d had a great time with a young cowboy.  He was not as well endowed as my guest, but she had lots of fun.

And although her bed was in pristine condition, no drinks spilled on it that night, she chose to sleep with me. We didn’t do anything but sleep…tangled up and naked, both of us sated. The morning came and we were back to business as usual.  We maintained a great working friendship and never crossed that line again.  And although we work in different states, we are still friends, and Jane is just as beautiful.

jane

(Photo credit, Pinterest)

One Hit Wonders-Hotel Valdosta

I am back after a lengthy hiatus.  I would love to report that my absence was from some extended hedonistic orgy in a far away tropical land.  But that was not the case.  A little thing called “life” broke in line, stepping in front of this pleasure seeking vixen and I ended up having to do responsible shit…you know, all the crap that has to be done…

When all I wanted, was to be the one getting “done”

During this responsibility-fueled sabbatical, I did quite a bit of thinking.  And reminiscing.  And fantasizing.  And….(you get the drift).  I thought about the gents I’ve written about and the fun times had by all.  I realized that I’d left out some of my favorite stories of the “one-hit-wonders” of my decadent past.

For several years of my career, I traveled.  I traveled from one side of the state to the other, often leaving on a Sunday night…to return home on a Friday.  The money was great, which helped my family.  But the hours were long and I was away from my kids, which was the major downside.  Along the way, I found opportunities to bring them with me and turn my obligatory business trip into a mini-vacation, while I still managed to work.  It was a win-win.

But for the most part, I traveled alone, but rarely did I find myself alone for long.

Early in my career, I went on a business trip with a colleague.  She was training me to take over a region, she had formerly managed.  She could see that I was more than capable of doing the job and left after one day of training…which left me on my own for four days.  It was my first time traveling alone.  It was nice.  I worked hard during the day and then I did whatever I wanted to do at night.  No kids to bathe…no dinners to cook…no husband to fight with.  The first evening, I stayed in my room and ordered room service.  The second evening, I ventured out to the hotel’s lounge and met several interesting people over free wine and appetizers.  On the third night, I went back to the lounge to see my new friends, where I met Alan.  He worked for Target and had just been promoted to a regional position.  He was tall and very muscular, with a shaved head and a devious smile.  We hit it off immediately.

He was charming.  We sat outside by the pool and talked about everything from work to kids to sports to history.  He was a great conversationalist.  I thoroughly enjoyed my time with him.  Around 8:00 that night, he said, “I am going to head back to my room to call my kids and check in on them.  I will be free in about 30 minutes.  Why don’t you come by and we can rent one of those overpriced movies to watch?”

And I thought…okay.  Sounds fun.  I will do the same.  So I called home and talked to everyone.  I emailed my expense report and prepared some items for work the next day when I heard a knock on the door.  It was Alan.

“How about that movie?” he asked.

“Sure. Let’s do it.” I said.

I had no idea he was about to fuck my brains out and ruin me for days afterward.  Really.  No idea.  I honestly thought we would watch a movie.  (My naivety astounds me at times).  

We arrived back at his room as he made a half-hearted attempt to find a movie.  In a fit of frustration, he flung the remote on the bed and said, “There’s nothing I really want to watch, how about you?”

I hadn’t seen anything that interested me either.

“You know what I want to do?” he asked.  “I want to kiss those full lips of yours.  I’ve wanted to all night. May I?”

And then it finally hit me!  OMG.  How silly of me….of course.  He was trying to weave a web of seduction.  My slut brain had been lying dormant and I didn’t detect the signals…but it was only a matter of seconds before I flipped the switch.

“Silly boy.  You don’t have to ask permission.  In fact, I’d rather you didn’t.  Just take what you want.”

That was the nod he needed to proceed.  He was adept and experienced.  Although, I’d opened the door of opportunity (and my thighs) quite wide, he continued on with his seduction.  He massaged every part me as he removed my clothing.  His lips grazed my neck. My ears.  My back.  My breasts.  He took his time and was relentless in how he enticed me with each touch.

His body was amazing.  His large stature and fit physique were a sight to behold, but there was a large scar on his abdomen.  It was where he had been stabbed as a teenager. He was part of a gang and spent a part of his life running with the wrong crowd.  And that just turned me on even more.  I was about to fuck a real bad boy.  I was about to bang a  member of a gang…ha! 

I recall how his mouth felt as he spread me open.  He told me, “You will never forget me.  I will devour this pussy and no one will ever compare.” He’s right, thirteen years later, few have had his talent for oral expression.  I remember hearing myself scream in ecstasy. I remember how his bald head felt in my hands as I held it tightly between my sticky thighs.

He eventually came up for air.  His face glistened with me as he whispered in my ear.  “You liked that, didn’t you?  Now you’re really going to like what I am going to give you.  I am going to fuck you hard.” He pulled my legs on his shoulders and slid himself inside my throbbing cunt.

His cock was fucking huge.  He filled every inch of me and more.  He teased me with his rhythm.  He would pound me hard and fast and then slow and deep.  And he would all but stop, pushing into me until I begged him, truly begged him for more…and then he would fuck me like a wild animal.  This went on for hours.

We fucked all over his hotel room, knocking shit over that got in our way.  He picked me up and fucked me against the bathroom wall, so we could watch it in the mirror.  Then he put me on the bathroom sink, facing the mirror, my knees on the counter with my ass in his face…so I could watch him lap me up.  That was fucking hot.

We got in the shower together and fucked some more.  He told me to suck him clean before we lathered up.  I guess I shocked him with my own oral skills, because he could not hold back any longer.  I will never forget how he grasped the shower rod and almost pulled it down.  He pushed my mouth away and shot his warm seed all over my face.

He lathered my body from head to toe and I reciprocated.  I loved the feel of his skin.  Once we were clean from the ditty deeds we’d done, we got dressed.  He walked me back to my room, made sure I was in and safe, kissed me and returned back to his room.  It was almost 3:00 am.

The next morning we passed each other in the lobby as we made our way to the coffee station.  “Good morning” he said, with that devious smile.  “You look rested.”

“So do you.” I smiled.  “It was great meeting you, Alan.”

And just like that…I turned and walked out to my car, headed to a meeting.  Keep in mind, I could barely walk and my entire body was sore from the night before.  It’s that kind of sore that makes you giggle under your breath.  The feeling that you’ve done something naughty and each movement is a reminder of how well you were handled the night before…

Sigh…

And then I realized…the money is great and the job is fun, but this is definitely a perk of working on the road.

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