sex outside

A Man Named Dick (Part 1)

His name was Dick.

No, I am serious.  His real name was Richard, but he went by Dick. I met him in the summer of 1994. We worked together at the penis pump company (that’s enough for an entire post on its own…it was a legitimate medical company that sold erection devices.) Dick worked in technical support and I worked in customer service and if you will recall at that time,  I’d just begun my first “side hustle” as an escort.

And now that I write this, I find it ironic that both of my jobs involved sex.

Life was easy back then. My work schedule was 10:00 am-6:00 pm (the same as his) and I’d leave work, go home and get ready for any “calls” I had for the evening.  I stayed pretty busy and there was little time for dating anyone, but Dick was persistent.  Several times a week he would ask me out for dinner, a drink, coffee, a walk…anything.

So one night, I accepted. I decided to live a little. We went out to a downtown pub and had some drinks and appetizers. It was fun. He was a great guy. Blonde, blue-eyed, tall and lean. He was a runner and in excellent shape. And he was a good guy…squeaky clean. Not my type at all.  But still, the date was going well and I enjoyed spending time with him.

And then my pager began going off.  I muted it and carried on with the date. It went off again. And again. So I politely excused myself to the bathroom, found a pay phone (remember this was 1994) and called the boss, Gina.

“Where are you?” she asked. I could tell she was irritated.

“Sorry, I am on a date.” I replied.

She giggled. “Crap! I forget that you still date. Do you want to take a couple of calls for me tonight? These two have asked for you specifically.”

So I pondered it for a moment…two regulars would mean a lot of money. These two would tip well also. So I asked her to give me some time and I would make it happen.

I went back to the table and finished my drink. And made up an excuse to cut it short. Lucky for me, he bought it. We walked to my car and said, “I enjoyed this. What are you doing tomorrow night?”

I thought about it for a moment. Maybe I could pull it off…dating and working? So I smiled a devious grin, “I don’t know, Dick. What are we doing?”

He smiled, “Something fun. How about dinner and the comedy club?”

That would not work for me.  It would take way too much time. So I said, “Let’s save the club for another time, tomorrow is a work night.”  He agreed. And as I turned to get into my car, he laid a kiss on me that made my toes curl.  This clean-cut boy clearly had some skills.

So I went home, changed clothes, packed my bag of tricks and headed out for the first call.  It was Andy, one of my favorites.  We always had a great time together. He was the one who liked to fuck me in front of the mirror. That night was no exception. He paid for additional time and I almost forgot about my next call.  But I made it just in time.

The next regular was nothing to write home about. I loved the conversation, but the sex was mediocre. It seemed every time we saw each other, it was always mediocre. I think he wanted an escort more for the conversation than the sex. But he liked to tip.

The night was over and I was several hundred dollars richer. My thoughts reflected back to Dick. He had surprised me with that kiss. I wondered what he would be like in bed.

The next day arrived and work went by faster than usual. Before I knew it, the day was over and it was on to dinner with Dick. I’d told my “boss” Gina that I would not be available until after 9:00.

We ate at a small cafe on the river. It was nice. Romantic and charming. Dinner was delicious and the drinks were ever-flowing. I quickly found myself a bit tipsy.  He could see I was feeling good and suggested we take a walk along the river walk. We held hands and strolled about on the cobblestone path. I was thankful that I’d not worn my highest heels that night.

We approached an empty park along the way.  He quickly pushed me up against a tree and planted another one of those kisses on my unsuspecting lips. I could feel his desire. Actually, I could feel his hard cock through his pants, pressing against my body.

“Tess, I want you right here, right now. I’ve wanted you ever since I saw you. You are so damn sexy.”

I was shocked. Crisp and clean Dick had a dirty side. I liked it. Soon after, my blouse was open and my bra was off. He teased my hard nipples with his tongue.

And just as I was about to drop to my knees and show him my dirty side, my pager went off. Three times in a row.

I looked at my watch. It was 9:30. I needed to go.

“I would love to take this further, but I need to go for now.”

He backed away, defeated. “Why? Who pages you all the time?”

Oh shit, I thought…not prepared for that question, especially after so many drinks.

“I can’t explain now, but I promise, I will tell you later.”

And just like Cinderella, I fled the scene, except I didn’t leave my shoe behind…I left my bra.

I made it to a phone and got the info for the night.  Luckily it turned out to be one call, an older gent. I would be in and out (no pun intended) and done for the evening.  And just like that…I was.

But I needed to come up with something to tell Dick at work the next day.  I thought about it as I drove home. What if I just took a couple of nights off? That way, I could put the pager down, without feeling like I was missing out. And I could focus time with him, maybe for two consecutive days. That should throw him off of my trail.

The next day at work, Dick approached me just as I was getting coffee.

Leaning against the water cooler, he inquired, “So Tess, where did you run off to last night?”

I tried to be dismissive in my response. “Well Dick, I had something to do. I am helping a friend out with some things.” I answered.

“What kind of friend?” he inquired. Peering straight through me and my bullshit.

“Her name is Gina. I’d forgotten that she needed me to look in on some of her elderly clients. She runs a home care business” Damn, that was quick! (And I came up with that gem, in the morning…before coffee?) I was quite proud of my lie.

He smiled and whispered in my ear, “I know what you do, Tess. And it’s okay. It makes me want you more.”

Then he walked away to his desk. And I stood there stunned.

I managed to avoid chatting with him until later that day when Dick sauntered over to my desk. “Where would you like to go tonight, Tessa?” he asked.

I smiled and said, “how about the comedy club?”

He smiled and said, “how about my house?”

I licked my lips and grinned, “Even better, Dick. Even better.”

He moved closer to me and said, “You do make house calls don’t you, Tess?”

I grinned and said, “I sure do, Dick. For you, I will.”

(To be continued)

sex at work

(Photo credit: Google/Pinterest)

The Very Close Call

Lee was one of my many high school boyfriends…you know, the ones I used as a facade, so that no one would catch on that I was having a very inappropriate, very mature relationship with a man twice my age.

We started seeing each other when I was fourteen and he was fifteen.  It was puppy love (from his perspective) and we were together every day.  His home-life was not the best and I think he enjoyed being around my family as much as he did me.  And don’t get me wrong…we did have our share of escapades.  Although he was older, I out-experienced him, but we learned a lot together.  In fact, with him I learned how to give head upside down, with my head hanging off the bed.  Not bad for a freshman.

We were on-again, off-again all through high school.  In college, we had a steamy affair (neither of us married, but both of us were seeing other people).  By that time, he had gained more experience and the sex was amazing.  I recall one tryst.  HE was living with his older brother.  It was mid-afternoon and his brother was scheduled to work until 7:00, but he came home early.  Lee and I had been at it for hours.  I was a sweaty mess.  My long dark hair was stuck to the sweat on my face.  I was wearing nothing but a t-shirt as I was perched on his cock, grinding my body into his.  We were listening to Whitesnake (yes, it was the early 90’s) and I was consumed with lust.  I noticed his brother walk in.  Our eyes met and I didn’t shy away.  I didn’t stop fucking Lee.  I lifted the sweaty t-shirt from my body and took it off as I maintained eye contact with his brother.  I used the shirt to wipe the sweat from my face and smiled devilishly at his brother, as I threw it in a heap of our clothes on the floor.  Lee then noticed and dismissed him from the room.  We finished soon after and that was the last time we were together until 2005.

We ran into each other at a Chamber of Commerce breakfast.  Both of us were networking our businesses.  We had lunch a few times. The chemistry, the connection was still there.  Our first “reunion” was at a local biking trail.  Lee is an avid cyclist and we rode our bikes to a secluded spot and picked up where we left off 14 years earlier.  We fucked outside, in broad daylight, as if we were the only people around.  I wondered if the other cyclists could hear us, but neither of us cared.

That was just the beginning.

We embarked on a journey of lust and debauchery that lasted an additional 8 years.  We couldn’t get enough of each other.  We went through phases.  We would see each other often and then we would be apart for several months.  It was the ebb and flow of our dynamic.  It worked for us.

One spring day in 2012, we reconnected.  I woke up that morning, hungry for Lee.  No one else would do.   Especially not the man I was married to at the time.  He was consumed with addictions and spent his days gambling and drinking, as he plowed through our life savings.  Our relationship was over, but neither of us had the initiative to start divorce proceedings.  All of that aside…on that day, all I wanted was Lee.

The hubs had two doctor’s appointments back to back.  He worked very hard at being unemployed, so it was rare that he was out of the house for any length of time.  I welcomed the break and knew how I wanted to spend the four hours he would be gone.  With Lee.  I called him and told him the situation.  He cleared his schedule and headed over to my house.

He parked in front of a house a few doors down.  It was for sale on the market and always had different cars out front, so it wouldn’t bring attention from any of the neighbors.  He walked through my front door at 1:00 and immediately afterwards, the doorbell rang.

My heart sank.  OH SHIT!!!!  Who is out there????

I opened the door, and there was a young man standing there from TruGreen (a landscaping service) looking to sell me a lawn maintenance plan.

“Good afternoon, ma’am.  I am Chris from TruGreen.  I was trying to catch up to your husband before he came in, but looks like he got in here before me.  Do you guys have a few minutes to talk about your lawn?”

OH SHIT!!!  My husband?  Oh…he thinks Lee is my husband.  Okay.  I can handle this.  But what if he comes back by and my actual husband answers the door?  So I reacted quickly and said, “Oh no.  That’s not my husband.  He’s a co-worker and we are late for a conference call.  Can you come back another time?”

Chris bought the story and excused himself to return at later time.  Soon afterwards my legs were behind my head as Lee fucked me relentlessly. About an hour into it, we almost lost track of time and finished our afternoon delight in a frenzied state of climax that made me shake all over.

We cleaned up, got dressed, fixed the bed, and as I was walking him to the door, I heard the garage door open.  HUBS WAS HOME!!!! Over two hours early.

Lee went into stealth mode, slipped out the front door and got to his car in record time, just as hubs was coming in from the garage.  Seems the last doctor’s appointment was rescheduled for another time.

We pulled it off.  Barely.

Later that evening, the doorbell rang.  Guess who was back?  Chris.  The eager-beaver salesman from TruGreen.  Hubs and I both arrived at the door at the same time.  Chris was all smiles.

“Hey there again.  Sorry for intruding on your conference call earlier.  Is now a better time?  Is this your husband? he chuckled.

I could have DIED!  I kept my composure and said, “This is my husband! I am glad you came back!  Come in.  Let’s talk about that plan.”

My husband didn’t even catch on.  He was too inebriated to notice anything.  And I felt like I’d dodged yet another bullet.

From that day forward, Lee and opted to see each other in neutral places.

And Chris sold me a great plan.  My lawn was perfect that Spring.

front door