After our encounter in the park, Kara and I tried to find time for a second hookup. But, with our crazy work schedules and our commitments with our respective kids, the timing was never right. Then, out of the blue, about a month later, on a Sunday, Kara texted, “Hey, my kids will be with their Dad this Thursday night. Any, chance you can find time?”

I checked my calendar and canceled a Friday morning meeting. I texted back, “I just cleared my Friday morning. The kids are covered. Let’s do this. How about I pick a place about thirty miles from here so that we don’t run into people we know from the community?”

Kara agreed. I picked a hotel with a restaurant and a lounge. I sent a link to the hotel to Kara for her approval and she sent back a heart emoji.

During the week, we finalized the plans. We agreed to meet at the hotel restaurant for an early dinner. I arrived early and rented the room. I put a bottle of wine on chill for later. I showered and dressed for dinner.

At 5:30, I went down to the restaurant. Kara was in the lobby with her bag. I snuck up behind her, put my arms on her waist, pulled her close, and kissed her cheek. Kara told me she needed to shower and change for dinner.

I gave her the key to the room and went to the bar. I ordered a glass of wine and found a table, in a little nook, where I could observe the comings and goings of the bar.

By 6:30, I was on my second glass of Merlot and the bar area was filling up. Unbeknownst to me, this hotel was the local hotspot for Happy Hour.

Kara finally came into view. She was stunning. She had changed into a “ little black dress” which was cut low revealing her ample cleavage. She had on black stilettos with 3” heels. I greeted her at the table with a warm kiss and told her how sexy she was.

We opted to stay in the bar lounge area because of the Happy Hour. There was a band playing with people dancing. After we ate the Happy Hour shrimp special, and took advantage of the BOGO drinks for two rounds, I was ready to head to the room and get Kara out of her “little black dress”.

As I got up and took Kara by the hand, the band started to play a slow number.

Kara said, “Let’s dance.”

She then dragged me on to the floor amongst several other couples. The dance area was dark, very dark. Kara had her arms around my neck. I had my hands resting on her hips. About 30 seconds into the swaying Kara said, “Kiss me”.

I pressed my lips into hers and her tongue shot into my mouth. I could hear the moaning start deep in her throat while our tongues fought for control over whose mouth to wrestle in.

I could tell Kara was getting turned on. I think it was from being in a crowd while we were kissing. She was showing the same passion that she exhibited, when we were watched by the college boys, when she blew me in the car at the park. So, I figured I would up the ante some. If she likes giving a show, let’s give a little show..

I broke our kiss and began sucking and nibbling on her ear. I moved my hands from Kara’s hips to her ass. I pulled her in close so she could feel my arousal against her stomach. I kneaded her ass and noticed that she appeared to have nothing on under the dress.

I decided I would confirm that suspicion. I started to scoot her hem line up. As I did that, Kara reinserted her tongue deep into my mouth. My hands had now moved under the hem line and onto her bare flesh. I “squeezed the Charmain” while we continued to be oblivious to those around us. I broke our kiss and whispered into Kara’s ear that I was going to pull her dress up and expose her ass if we didn’t leave now.

She looked me in the eye and said, “Ok.”

The band changed songs keeping the music slow. Kara kissed me again and I slowly started to inch up Kara’s hem line. She cooed into my mouth when the dress was at the point where her legs met her butt. Slowly, I rolled more fabric up and Kara’s ass was in view. I now made a point to circle her around so that anyone in close proximity could get a view.

The song ended and we walked arm in arm to the table so that Kara could get her purse before we headed to the room. When we got to the table, a hand reached from behind us and tapped Kara on the shoulder.

Kara turned and said, “Oh my God, Dorothy! I can’t believe it. It’s been ten, fifteen years.”

Well, after two more drinks with Dorothy, I learned that Kara and Dorothy went to high school together. Dorothy went to college on a basketball scholarship. She later became a teacher and coached basketball here in this town that I picked so that no one would recognize Kara and I. Guess I was wrong. The girls hadn’t seen one another since their 25th high school reunion and it was obvious that they were very happy to see one another.

Apparently, Dorothy had recently gotten divorced and was out with some work friends. Kara told Dorothy that she and I were work friends out for a good time. Their yakking was getting a bit incessant, so I took the opportunity to hit the men’s room.

When I returned, I heard Kara say to Dorothy, “I don’t know, I’ve never been with a woman…” Kara stopped mid-sentence when she saw me standing there.

Dorothy looked at me and said, “I saw the way you two were dancing. I know you are looking to get out of here and fuck Kara. I am so horny. I haven’t been laid in eight months. I was trying to talk Kara into a threesome. But apparently she isn’t sure she could do it”

Kara looked at me, and I said, “It’s your call. But, I would love to see you eat your first pussy.”

Kara moved over to Dorothy and kissed her. The two smiled and Kara said, “Let’s do this”.

We scurried to the room. Once inside both ladies took turns kissing me and getting me out of my clothes. They had me naked, on my back, with my dick sticking up like a rocket waiting for blastoff.

Kara and Dorothy stripped out of their clothes. Their bodies contrasted; but each were beautiful in their own right. Kara is 5”2” with tan skin, 38 D tits, and racing strip of pubes on her pussy. Dorothy is cream complected with small tits but large nipples, very taught stomach, long strong legs, and a shaved beaver.

The two decided they had tormented me long enough and began giving me a double blowjob. They licked my shaft up and down, Their tongues met on my mushroom head and then they alternated taking me deep in their mouths. Kara began licking and sucking my balls while Dorothy picked up the pace of bobbing her head on my cock. I moaned and shot streams of cum into Dorothy’s mouth. Dorothy pulled off of my cock and began kissing Kara giving her the mouthful of my cum.

Kara was now lying on her back and Dorothy and I were sucking on her tits. Kara was squirming her hips in need of sexual release. I slid down and licked her pussy until she was bucking her hips so hard from her orgasm that I thought she would break my nose.

Dorothy rolled onto her back and spread her legs. Kara was sucking Dorothy’s nipples while I fingered Dorothy. I pulled my fingers from Dorothy and offered them to Kara to lick. I then guided Kara down to where she could eat her first pussy. I watched as Kara gently licked Dorothy. Dorothy was moaning and rocking her hips.

I whispered into Kara’s ear, "Tongue her deep like a passionate kiss.”

Kara did and Dorothy arched her back and yelled, “I’m gonna cum!”

I was now semi-hard again. I watched Kara from above Dorothy’s head, dangling my dick above her lips. Dorothy opened her mouth and I lowered my tool into her hot wet mouth. Dorothy was now a link in an oral sex chain, with Kara eating her pussy, and me fucking her throat while pulling and pinching her bullet-hard nipples.

As Dorothy began screaming through another orgasm she released my cock. I circled the bed and began fucking Kara from behind. Soon both women were moaning in delight. Dorothy wiggled away from Kara. She then sat at the top of bed watching me fuck Kara.

Kara began to cum and was taking to calling God out by name. I told Kara I was about to cum and she yelled, “I want you in my mouth.”

I pulled out of Kara’s pussy and Kara turned around and put my dick in her mouth. I shot a stream of my cum into her mouth. Kara then turned and crawled to Dorothy. She then returned the favor of the first cum kiss as they swapped my cum in their mouths with an erotic kiss.

At about 8 AM, I was showering. Dorothy pulled open the curtain and said, “Where is Kara?”

I replied, “She is long gone. She had a ‘save the community’ meeting this morning, She wanted me to tell you that she had a blast last night and was hoping to do this again.”

Dorothy replied, “Me too. It scratched my bucket list. How about you?”

I said, “It definitely scratched my bucket list. But not the one I came to scratch.”

“Do tell!” exclaimed Dorothy

I replied, “Well, Kara had told me I could take her anal cherry. Guess there will be a next time for that.”

Dorothy stepped into the shower and kissed me long and deep and started stroking my cock. She whispered in my ear, “My ass is a cherry if you want it. My ex was not very imaginative. Last night was fun. If you want my ass, take it.”

With that, we soaped one another very slowly. With lathered fingers, I easily slid three into Dorothy’s pussy. It wasn’t long before she was cumming. I pulled my fingers out and let Dorothy taste herself on my fingers.

I then lathered my hand with more soap and began circling her rosebud, until it involuntarily opened. I slid in one, then two fingers, and worked them knuckle deep. Dorothy bit my shoulder as I pushed my fingers deeper. I whispered into her ear, “Are you sure you want me to fuck your ass?”

Dorothy looked me in the eye and said, “Please.”

I withdrew my fingers and the suction made a popping noise. I whispered into her ear, “Turn around, bend over, and put your hands on the wall. I have one more way to help relax your ass.”

Dorothy did as directed. I grabbed a towel and folded it so that I could kneel. I then began eating Dorothy’s pussy from behind. As she was about to cum, I moved my tongue north to her anus. I circled her bud and then tongue fucked her ass. With my tongue slithering in and out of her ass, Dorothy was definitely ready for her first ass fucking.

I stood up, lathered my dick and push past her sphincter with my dick. The force of my fucking was causing us to slip, so I disengaged and we scurried to the bed. I bent Dorothy over the bed. With minimal prodding, her anus reopened for my dick. I pounded her ass and her legs began to shake. I told her that I was about to cum, and Dorothy said, “My other bucket list is a facial!”

With that, she pulled away and kneeled in front of me while I shot ropes of cum all over her pretty face. Dorothy smiled and said, “A triple bucket list day. Well, that was unexpected!”