My Amazing Ashley Madison Date

My Amazing Ashley Madison Date

Disclaimer: this story may cause great bodily reactions, tingling and create excitement in some readers šŸ˜‰
(thank you, myipadography)

He’s a Capricorn. I studied up on Capricorns before our date so I had some kind of idea what to expect.

I’m glad I did.

Capricorn

I found out that they are very reserved and don’t like affection in public.

They appreciate modesty, so don’t go all-out with a crazy “bare everything” outfit. That will turn him off.

Capricorns like intelligence and sarcastic wit. They appreciate cool composure and “stellar conversation”.

I learned they are very goal-oriented and, when they want something, they will slowly and surely get it.

They are dependable. When they say they’ll be there at 8, they will be there at 8.

They appreciate honesty and become comfortable with a person more quickly if they are immediately forthcoming.

They are very passionate lovers!

He was all of that, and he really liked me! I didn’t act any different from my normal self, but I was very grateful to know a little bit about what I was in for.

He texted me at 6:10 to tell me that he was stuck in traffic and his “ETA was 6:35.” The restaurant was downtown and I was relieved I would have a couple extra minutes to get myself together after navigating through all the one-ways and trying to find a parking garage.

The garage that I found was right next to the restaurant, underneath a luxury apartment complex and the elevators came out into the lobby. There was a concierge sitting at the front desk who said “Hello” to me as I walked by the first time.

But, I had forgotten to change my shoes to the ‘evening’ ones, so I had to go back into the building to get back to my truck. This time, I asked the concierge if the front doors were open 24 hours so I could get back in later. He told me, “I’ll be here until midnight, Ma’am. After that, security will be here. There’s a number at the door outside to call if no one is at the front desk when you need to get in.”

“Thank you. I have to go change my shoes quick, I’ll be right back.” (oversharing is a problem with me when I am nervous)

The concierge smiled at me, and when I walked through the lobby for the third time, he said, “I hope you have a lovely date.”

That was so sweet.

My date didn’t arrive until 6:45, but I didn’t care. It was a nice evening and I was waiting outside the restaurant on a bench. I called out his name when I saw him walking up to the door. He looked excited to see me; I’m sure I looked exited to see him. We side-hugged. I felt a connection then. He apologized for being late and opened the door for me to walk through first.

We didn’t have to wait to be seated. He had made a reservation and called to tell them we would be late (oooh, that was SO sexy!). The Hostess walked us to our table while he let me lead. I’m pretty sure he wanted to walk behind me so he could check out my ass. I did my sexy-curvy walk just in case šŸ˜‰ He pulled out my chair for me and sat down across the table.

He was so charming. His smile lit up his face. His pictures on the website didn’t do him justice. They were super-hot pictures, but I thought they made him look arrogant and conceited.

If he was either of those things, they didn’t affect our evening together.

We had a lovely dinner. The meal was awesomely expensive ($162) and awesomely tasty and the company was so much better than I anticipated.

We mostly talked about work and what we are looking for in regards to a “relationship”. We got to know about each other; talked about our past choices and relationships, etc. He was very candid, as was I. At one point he asked me why it took so long for me to respond to his original message to me – 2 months.

I told him that I thought he looked/seemed way out of my league. When I saw his pictures he looked so handsome and professional and well-coiffed that I didn’t think I stood a chance. I thought that, once he actually met me, he would lose interest with me quickly. I’m just a simpleton. But, then, WTF? If I don’t try, I can’t know.

He reminded me that *he* was the one who initiated contact.

I reminded him that I only have a picture of my legs posted.

We sat at our table talking for almost 3 hours.

He walked me to my truck afterward, as I assumed he would. (Who says chivalry is dead?) We had to phone the concierge to let us into the building. We were let in and my date insisted, yet again, that I walk in front of him to the elevator.

I stood at the door of my truck, looking into his light brown eyes… It must have been intense because he broke the silence with, “You look like you’re thinking very hard about something.”

“Yes,” I answered. “I am thinking how much fun I had at dinner with you and how much I wish you would kiss me. And how I know we can’t really do that out here in the open…”

He was already looking around for security cameras and said something to that effect.

I turned around to face my truck and as I unlocked and opened the driver’s door, he stepped in close behind me, buried his face in my neck and breathed in deeply the scent of me. He kissed the side of my neck and nuzzled his face into my hair some more. One of his hands were up the back of my dress, fondling my ass, caressing towards the front to fondle my pussy a little through my panties.

I let my body be free to his touch, my hips grinding my ass into his hips, my hand grabbing onto his thick erection through his black jeans. I could hear myself making noises, they were echoing off the cement walls. I tried to quiet myself, but the electricity between us right then was practically palpable!

He asked, “Does the back seat of your truck fold down?”

“No, but the front one does,” I replied. My cheeks were flushed and our breathing was heavy. He got into the driver’s side and I walked over to the passenger side and climbed in. Immediately his lips were on mine – fierce and powerful, full of lust and passion – and his hand was creeping it’s way back up my skirt again. He reached my, now very wet, black panties and began pulling them down my right thigh; then the left.

I lowered my seat as far as it would go and he climbed on top of me — he was still fully clothed. He grabbed my hips and thrust me farther up the back of the seat. My shoulders and head were actually resting on the seat behind us.

Somehow, he managed to get his legs crunched up at the base of my seat, body between my legs and then he buried his face in my pussy!

For almost 45 minutes!

I came so many times that I lost count – twice I came so hard I actually thought I was going to lose consciousness!

After such a lovely dinner, to be worshiped like this was absolutely fabulous. I was in heaven. A few times, when I was actually coherent enough to form a complete thought, I said something like, “This is so unfair. You really need to be getting a turn, too. This feels so good, what you’re doing to me. I hope I can make you feel this good, too.”

All he said in response to that was, “This is your night. This is all for you.”

When I seriously thought I could come no more, he asked me, “Do you have another one in there for me?”

“I don’t think so.” I gasped, “You do so well, but I think she’s done for tonight.”

“Your pussy is so tight and beautiful and you are so sexually responsive. You just keep coming and coming. It’s powerful knowing I can show you this kind of pleasure. I want to feel you come again.”

“You can do this to me all night long if it’s going to feel this good.”

His mouth was fully on my clit, sucking and licking and he had two fingers in my pussy doing some kind of corkscrew thing. It felt a-MA-zing! “I don’t know what you’re doing, but don’t stop. It feels so good.” And I let loose with another orgasm.

“I thought you said you didn’t have another one in you,” he teased as he licked up every last bit of my juices, “You’re a squirter. Did you know that?”

I shook my head and answered, “No, but no one has ever eaten me out like that before. I didn’t even know I could come that hard!” He bit my inner thigh a couple of times to tease me and I giggled. My body was still trembling and he was rubbing my entire pussy with the palm of his hand, trying to calm me down. We were both drenched with sweat. The windows of my truck were completely fogged up.

“It’s like a sauna in here.” He kissed me a few more times, less energetically, and let himself out of my truck. While he was straightening his sport coat and shirt he said, “I am going to have to walk around for a little while to cool off. Should we try this again next week?”

“I would like that very much.”

He picked up one of my shoes that had fallen out of the truck, handed it to me and casually walked away. He didn’t look back; while I laid, barely aware, on the still-reclined passenger seat, dress completely disheveled, panties off, one leg out of the vehicle, sweating and panting and trying to collect myself. I laid there sprawled like that for probably 10 minutes. My brain was blown and all I could feel was the pleasure between my thighs. I laid there: mind-blown and giggling quietly to myself. My imagination kept flashing back to all parts of the night. The waitress, the amazing dinner, the great wine, the company, the crazy pussy-eating fest at the end…

I almost came again on the drive home thinking about it.

And, if there were security cameras in that parking garage, the sweet young concierge had a very scintillating night at work! šŸ˜‰

I sent this email to him Tuesday night, before I passed out to dream of incredible oral sex:

Thank you for a breathtaking evening. It was better than I ever could have imagined! I look forward to having a next time so I can get a turn with you, too. The things you did to my body tonight were amazing! My mind is still blown.
On my drive home I had a hard time concentrating. I almost came again thinking about how you made my body tingle… Mmmm….! I hope you sleep well.
Titillated and tingly
Me

His response Wednesday morning was:

I’m glad you had a great time (I did too!).Ā  I’m traveling for work the next couple of weeks, but how does Tuesday the 1st look to get together?
C

I think it’s looking pretty damn good! What do you think?

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24 thoughts on “My Amazing Ashley Madison Date

    1. That’s very encouraging. I really love that he already has a date in mind. And it’s nice to have something to look forward to, but I don’t want to get my hopes up either. Thanks šŸ™‚

      1. You should add a disclaimer that this may cause great reactions to the body and make a person tingle lol

    1. LOL! You’re so cute. You can sign up for it, but technically it’s for married people (however, there are some single people on there, too) – so you will still end up being someone’s “mistress” I am sorry to say. I really want you to find what you are looking for!

      Also, it’s just like any other dating website, you have a kiss A LOT of frogs to find the prince. I was out on 6 other dates, over the last year or so, and this was the only one that I really liked (and who really liked me). We’ll have to see where things go on date #2 in 3 weeks… And if Loverman is returning my calls by then…

    1. Thanks, man! He did have awesome skills, but I really do come very easily.

      And, to answer your question, I think of a lot of different things when I get into my truck šŸ˜‰ and, yes, Mr. Ashley Madison is one of them for sure! It definitely eases my 50-minute commute.

Talk to me :-)

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