Meet #31 Brett – Day/Night Double-Header

May 3, 2019 Friday

From: Sassy

To: Brett
Sent: Fri, May 3, 2019 at 7:37 AM
Subject: Sassy time

Good morning! Happy Friday! Ready for a Sassy evening?

I am home taking it easy until it’s time to take off to see you! Whee!!!!

I hope this day flies by!



Meet #31
Day/Night Double-Header

May 3, 2019 Friday

I had my first late evening with The Northerner!

I took the day off to relax and give myself plenty of time to get ready and get out to the suburbs. I put on my fireworks shirt and black leggings, with a black bra and some wild blue/white panties, black socks and shoes.

The driving was terrible – a combination of bad traffic due to going much later than usual, and awful foggy drizzly weather! It took me almost three times as long!

I checked in at the hotel and sat in the lobby for a few minutes willing Brett to be early, but finally gave up and went on to the room. Of course, without him to guide me, it was the furthest away from the lobby it’s ever been! I went up a floor, then down the hall, over another hall, down another hall, around a corner and finally to the hall I wanted…I found room 3128.

I wasn’t sure how risky it was to text him, but decided to send him the number and “okay?” He replied quickly, “Yup”. I was so relieved not to have to hike back to the lobby to meet him!

I took off my shoes and socks and ate the warm chocolate chip cookie the front desk gave me. I took photos of the view out the window, the big chair, the bathroom and the bed, then sat in the big chair and put my feet up on the ottoman, and took another photo and sent it to Phillip. I looked at naughty photos on Tumblr.  He wrote back right away! and talked about the cat hair on my leggings?!

I was going to snark back, but at that moment Brett knocked! I opened the door and stood behind it, so no one could see me from the hall. He peered around the door and broke into this huge smile. I stepped back so he could enter, and shut the door. He had on a silky blue dress shirt – I rubbed it and he gathered me into his arms for a long hug and apologized for being late. I told him it was okay, that I’d kept busy.

He took off his clothes and took off my top and bra. I admired his sexy black boxer briefs. He asked what I did while I was waiting. I told him I looked at Tumblr. He wanted to see what I’d been looking at, so I pulled up my account on my phone. We sat at the end of the bed looking at naughty photos. There was a series of big-breasted women – he was surprised I would look at those. I told him I get ideas for how to pose and what to wear and look for ones I might send to him! Then a series of men eating woman popped up. He asked if I like looking at that. I said yes, I had been thinking about it a lot lately.

He set down my phone and pulled up my right foot to massage it. It felt so good! He massaged the other one then pushed me back on the bed with my legs hanging over, took off my leggings and panties and knelt on the floor and went down on me! I had been wanting this so much and gearing up to ask him to do it and he just did it!

He is so good… teasing, tasting, nibbling, flicking… mmmm. I got so worked up! He did it for quite awhile, which is the key to me getting enough out of it. My hips rolled and my shrieks got louder and he hummed against my lower lips. Oh my…

He moved up my body, kissing his way to my breasts and my lips. I tasted my juices and smiled. He grabbed a condom from the nightstand and rolled it on, then pressed me into the bed, pulled up my legs around his waist and drove his hard cock inside me! He pounded me, sliding most of the way out and then plunging in again… over and over. I watched his face, played with his hair, rubbed his shoulders and arms, and played with my own tits to add to the action. I rose up to meet his thrusts… mmm… so deep and wet and hot!

He asked me to roll over so we could finish doggy style. I cheerfully rolled onto my hands and knees and he slid back inside, even deeper this way. He was quickly lost in the rhythm and came hard deep inside me, shuddering as he finished.

We collapsed together and cuddled for a few minutes, then he launched into a discussion of how we should behave at the concert in case he runs into people he knows. I am supposed to be a stranger who happened to be sitting with him. He said we should go in right before the start, and leave before the encore so we lessen the risk of being seen together. Makes sense to me. I was surprised he had asked me to go, but pleased that he’d thought it out and let me know what would keep him from being too nervous. 

We talked about the concert and looked at the setlist on my phone, then looked at restaurants around the venue and checked Google Maps to see how long it would take to get there. We decided he would drive.

He took a quick shower and I threw on my clothes and off we went! We piled into his car and I used my Google Maps on my phone to get him where we needed to go. It was fun to be the co-pilot for a change! We had a wonderful discussion about his work, and the car, and the band we’d be seeing.

We found street packing a block from the show! We walked around checking out various restaurants, and ended up at a cute little Cuban bistro called CM Bistro. He had a Cuban sandwich and a Bud Light. I had the same sandwich and a lemonade. I managed to pay the check when he went to the restroom! He seemed inordinately pleased that I did that.

We went to the concert, I stayed a little behind him in the crowd like I was there on my own. We had great seats on the first level near the sound board.

Once the lights went down, I could not behave! I touched him arm and tapped out the beat of the song. Then I rubbed his leg. Then a little higher. He smacked my hand gently when I rubbed across his lap. I looked him in the eyes and licked my lips. He asked me what I was doing, and I replied, “Tempting you!” He laughed and turned away. I added, “That’s why you brought me, right?” He nodded and smiled with that mischievous twinkle in his eyes.

I left him at intermission – he had moved over a seat, and was scanning the crowd, so nervous about being seen by people he knows. I went to the bathroom to give him a break and lessen the risk. I continue to be surprised he brought me.  There was a long line for the women’s room, but I chatted with the people around me and that helped the time pass. 

The second half started and he moved back to sit next to me, cuddling in close. I swayed to the music and tapped on his leg. I thought I would end up knowing some of the music, but there was only one song. I focused on the light show and the handsome musicians and rubbing on him.

Here’s a video from a show that same week of the song I knew. 

Brit Floyd – Another Brick In The Wall -The Happiest Days Of Our Lives

We left the moment the concert was over, another part of his plan to avoid seeing anyone he knows.  It had started to rain a little, so we walked quickly.  We stopped in at a convenience store so I could get water and a Snickers chocolate bar. We found the car and I guided him back to the hotel. We talked about the concert, and he thanked me for going and paying attention and being so pleasant (I categorize those comments in the “unlike my wife” column).

We went back to the hotel for another romp in the sheets! He focused on my chest and my clit to get me wet then I threw my legs over his hips and got to the 90 degree angle necessary for him to enter me from underneath,. He slid in easily and pounded away for quite awhile. He finally asked if I could turn over for another doggy finish and I did and he did and wow!

It was after midnight by that time. He said he wished he could stay but had to go. He took a quick shower and we scurried to dress. I said I was amazed we had spent so long together – a day/night double-header with dinner and a concert – and were still talking to each other! He laughed and told me I make it so easy.  I was touched and nearly cried but took a deep breath to squelch that. 

Most of the times we meet, I am fine with how long we spend together and can leave easily but tonight it was tough… I wanted to stay over with him.  Figures that when I get to see him for a longer time, I want ever more!  I wanted to ask him to come back in the morning but instead I asked him to walking me to my car because it was so late, and I needed a few more moments.  In theory, it shouldn’t be much of a risk with no one around. 

He gave me the money for the room, then walked me to my car and said he’d see me soon. PLEASE LET THAT BE TRUE!

I texted Hubby to tell him I was on my way. He told me his latest prospect had dumped him. So instead of being able to go home and collapse, I envisioned having to try to comfort him somehow. It made my evening seem all the sweeter. *sigh

I drove home easily – there was no one out on the roads in the suburbs and the highway traffic was light. I put off thinking about Hubby, marveled at how Brett continues to grow and change and please me, and reveled in thoughts of his tongue flicking my clit!

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