Twenty Dirty Dates Group

Date Ten, Binge Watching—Ginny

It truly was a legitimate suggestion, no secret agenda. I suggested to Kyle that he should stop in after work and watch the first episode of a made for Netflix sci-fi action series with me. I had heard good things about the series, season two had just been released to Netflix so I was ready to start binge watching. I had explained that we should watch the first episode together, after that we could talk about the characters and how we expected the series to progress. If both of us liked it we could binge watch it together, if only one of us liked it that person would watch it alone.

"That is the sorriest and most transparent invitation for a booty call I've ever heard," Kyle said. "If you need some dick, just ask." The man has a way with words, doesn't he?

I fixed dinner, we watched the first episode, we talked about it for a while, and then we ended up in bed. I swear, it was legitimate, not a booty call.

Kyle had me on my back, my legs were pulled up and out so that the backside of my knees were draped over the inside of his elbows. His big hands were planted on the bed on either side of my boobs. I was pinned down, spread wide open and he was pounding into me hard. It was not the time to start a conversation, but I had something to say.

"Kyle. Kyle. Kyle," I said his name three times before he stopped, he had been thinking that I was just calling his name in a fit of orgasmic bliss. I wanted to have a conversation about something.

"When your cock bottoms out inside me, your balls slap me on my ass," I said. "It is an incredible feeling and I can visualize it so clearly. Those big heavy balls dangling down and slapping my ass every time you stroke into me."

He looked at me in shock and said, "whatever happened to loud grunting pleasure sounds and screaming something like 'I'm fucking going to cum!' Who stops in the middle of a great fuck to have a conversation?"

He didn't let the interruption in the action bother him, he went right back to pumping me with all of his strength and it wasn't long before I was yelling that I was going to fucking cum, and he was making loud noises that sounded somewhere between pleasure and pain. Then he unloaded deep inside me.

We were breathless and sweaty, lying beside each other and I said, "I think I just found a new favorite way to get kinky. Getting my ass slapped by low hanging balls. I'm getting all juiced up just thinking about it."

I told him that I was also looking forward to having my clit hammered by dangling balls, he asked me to give him a few minutes to rest and recover.

I asked him what his favorite kinky sex was and reminded me that it was and always has been all about creampies. Kyle loves to see a pussy leaking cum, he loves to bury his cock into a cummy pussy, seeing a well fucked pussy or just hearing a woman talk about taking a load gets him hard every time.

I stood up on the bed and put a foot on either side of his body. Then I squatted down and pulled my pussy lips wide open. "Here's a well fucked pussy for you, do you like that?" I squeezed some crotch muscles and a glob of cum came out and landed on his chest. When I bent over and licked it off his chest another blob leaked out and landed on his balls.

I turned around and put my leaking pussy just inches above his face and licked the cum off his balls. He grabbed my ass with both hands, pulled me into his face and gave me what was probably the greatest oral sex of my life. He must have had his mouth on my cunt for half an hour and I lost track of the number of orgasms I had.

After that I found out exactly how it felt to have dangling balls slapping my clit. It was wonderful. When he finished I squatted on his face again.

Over the next few months we tried, but we never did binge watch that sci-fi series. Every time we tried we ended up in bed with a load of cum in my cunt, and the first load always leads to the second.

Date Eleven, Closet Door—Kyle

Arrangements had been made to pick Ginny up at 7:00 pm. We were going out to dinner with friends Hanna and Mike. She sent me a text earlier in the day asking me to come by an hour earlier, no explanation as to why. I spent the hour before picking her up convincing myself that she was going to be inviting me in for a round of bedroom gymnastics before dinner. I was ready for anything when I got there and found the door open so I could just walk in without knocking.

"In the bedroom," she yelled in a breathless voice when I let myself in.

I walked into the bedroom and looked to my left and there was Ginny in all her naked glory. She was bent over at her waist, her hands gripping the back of a chair, she was back humping against the closet door and a large wet cock that was protruding through the door and getting buried deep in her pussy every time she slammed her ass into the door.

"Hel-lo" she grunted and gave me a faint wave as she seemed to be approaching orgasm and continued to pound back against the stiff cock protruding from the closet.

I sized up the situation and concluded that she had cut a glory hole through the closet door and had a man on the other side. There is no limit to what this crazy lady will do when she is horny. I opened my jeans and pulled my cock out as I walked up to Ginny, she had her hand around my cock before I got a really good look and realized that there was no hole in the door. She had a large dildo with a suction cup on the back end and it was attached to the door while she gave it a wild ride.

She was in the throes of an orgasm from her rubber friend as she simultaneously jerked my cock fast and hard so I didn't mention my misconception at first. By the time she started to come down from her climax I tried to bring up the subject but could only manage to grunt out "THOUGHT! GLORY! HOLE!" as I filled her mouth with a large load of cum which she greeted with sunken cheeks and multiple swallows.

I flopped on the bed with my jeans still around my ankles and she came up and lay beside me. With both of us staring up at the ceiling in post orgasm stupors she said, "what did you say? I explained my glory hole delusion and she laughed so hard that she rolled off the bed. It was going to be another interesting evening with Ginny.

Before we even got to the restaurant she had told Hanna and Mike the story of the mis-identified glory hole and it was the topic of conversation all through dinner.

Mike suggested that after dinner we should go to an adult bookstore and check out a real glory hole, but Hanna was squeamish about encountering a live cock from some potential disease infested pervert who might be hanging out at a glory hole. Ginny would only agree to do it if both Mike and I were willing to suck any cock that came through the hole. That was the conclusion of discussion about a possible glory hole visit. The ladies liked the idea in theory only.

Ginny said that she would like to build a sex booth with a glory hole in her basement. Like two perverted engineers, Mike and I picked up bar napkins and began sketching out plans for Ginny's basement sex booth. Our conversation got a little loud. By the time we were ready to leave, two waiters, a bar tender and half a dozen other people stopped by with suggestions about building a personal glory hole.

Being an impetuous group, and also since we had consumed several beers, we headed to Home Depot to buy the materials we needed. We settled on a very simple design, three 4 foot by 8 foot panels arranged in an H shape with the 4 foot wide edges on the floor, so that the panels extended 8 feet high. That leaves a 2 foot by 4 foot open sided cubical on both sides, one for the owner of the cock and one for the handler/user of the cock. We bought three white Melamine 4 X 8 panels and the hardware needed to put it together. I believe that they will remember us and talk about us for a long time. There will be many stories making the rounds in Home Depot about the night two drunken couples came in late and bought the supplies to build their own sex booth with a glory hole.

Before noon the next day Mike came by in his truck and we went to Home Depot to pick up the supplies. By noon we had wrestled them down the steps, Ginny picked out a location and we began putting it together.

Ginny wanted the white panels so she could write graffiti on them. She intended to write messages on the wall like "For a good blow job call Hanna at 123-321-1234." Overnight she had an even better idea.

Ginny knew an artist, and by the time we had the walls put together Crissy, the artist, was there to paint characters on them. By the end of the day the walls were painted. On the men's' side there was a painting of a female character who seemed to be something like a cross between a female superhero and an Amazon goddess. She had enormous gravity defying boobs, a Wonder Woman headband, a spear in her hand, a snake wrapped around her bicep, her legs were spread wide and the actual glory hole was located at the junction of her legs. On the ladies' side there was a body builder hunk with outrageously broad shoulders, a tiny waist and muscles bulging everywhere. He was wearing nothing but a chain around his waist and a spiked dog collar around his neck. He was generously covered with very artistic tattoos including the word "mom" inside a read heart on the top of his bald head.

Of course the glory hole was located at the juncture of his legs as well. We spent a lot of time discussing the proper height and diameter of the hole, finally ending up watching a few glory hole porn videos for direction. By the end of the day the paint was dry and the sex booth was ready for action. Ginny and I claimed honors.

"Gimme some dick asshole," she managed to say without breaking out in laughter.

"Suck on this bitch," I replied.

Before I even got my two thirds hard cock through the hole she reached through the hole to direct me in place. Hanna, Mike and Crissy all called foul for that. Apparently proper glory hole etiquette is that only cocks can pass through the hole. I had never received a blow job in front of audience before.

When she got me hard a collective cheer went up from the watchers. When she managed a full deep throat, high fives were apparently exchanged on the other side of the wall.

There was a slight interruption in the blow job and some shuffling happening on the other side that I pretended not to notice when the blow job continued.

Suddenly Ginny was standing behind me with her hands on my bare ass. "Who do you think is sucking your cock now?" She asked.

"Crissy," I guessed.

"Maybe," she said, "or maybe not." She slapped my ass and went back to the other side.

I could tell that another change of cocksucket had occurred just before Mike tapped me on the shoulder and announced it was his turn. When I made my way back to the other side I saw that Crissy had her mouth and hands on Mike's cock. Apparently my guess had been wrong.

Crissy had Mike ready to explode when she motioned for someone to join her. Ginny got on her knees beside her that they traded sucking duties for less than a minute before sharing a facial from Mike while Hanna and I applauded.

When Mike stepped back from the wall I pushed my cock through and Hanna went to work. I know that multiple mouths and hands were on my cock for the next several minute before there was a short break and I was quickly engulfed in a very wet pussy, ownership unknown. Shortly after the second pussy exchange I couldn't hold out any longer and filled a pussy with a full load of cum.

When I walked around to the other side all three women were standing there with no pants on, I never did find out whose pussy was cum filled.

In the year since the sex booth/glory hole was build it has received a fair amount of use. There are almost two dozen names and phone numbers on the women's side of the wall (not all of them are women) and as many on the men's side (not all of them are men). There are also some shackles mounted on the outside wall of the sex booth, those have been a lot of fun. We have never been to a public glory hole, but we continue to make good use of Ginny's private glory hole.

Date Twelve, Softball Hero—Kyle

It was the bottom of the last inning, we were down by one with a runner on first, two outs, Ginny was at bat, I was on deck.

"AAUUUUGGG," she grunted loud and powerfully as the ball made contact with her bat and she crushed it into the left center gap. The ball rolled all the way to the fence and the speedy little girl on first base went all the way around to score, Ginny made it to second base, she is strong, but not fast.

The outfield was playing me deep. It occurred to me that with any kind of hit I got she would only make it to third. I needed to hit it over the fence if we were going to win the game. I took a called strike one on a pitch I thought was too high. I was too anxious and hit the next pitch well over the fence but foul. The count was 0-2 and I really needed to get on base even if she didn't score. The next pitch was inside but too close to take with two strikes. I hit it hard on the ground and fair by not more than an inch or two, it got by the third baseman and rolled into the corner. As I came around first base Ginny was nearing third and the third base coach was waving her around. I had real doubts that she was going to beat the throw home but I watched as I trotted into second.

Ginny was running with every muscle in her body, arms pumping all out of sync, dust flying, tits bouncing, and feet pounding. From the dugout people were yelling "down, down," urging her to slide. About 10-12 feet from the plate she launched a head first slide. The ball got there about the same time she did. When the dust cleared the stocky man who was catching was lying on his back behind home plate, the ball had rolled against the backstop and Ginny's ample chest totally covered home plate.

"Safe," the umpire yelled emphatically as he gave as he gave a forceful two handed safe signal. Game over, we won.

We all ran to home plate and gathered around Ginny. She is a little big for us to have carried her off the field on our shoulders. She had made a perfect head first slide to win the game. In the process she bowled over the catcher who was built like a fire plug, knocked the ball out of his glove and gave herself three sets of symmetrical strawberries on her elbows, knees and tits. She took one for the team.

Later over a cooler of cold beer in the park shelter house she was laying on her back on a picnic table with two teammates holding ice on her knees, two more on her elbows, and two more of us rolling icy unopened beer cans on her chest.

"My body aches so fucking bad," she moaned. "It's going to be a month before I can have doggy sex again."

It wasn't quite that long, but that night and for at least another week the sex was extra gentle.

Date Thirteen, Green Eyes for Alicia—Ginny

We had an understanding, Kyle and I did. Either of us was free to sleep around with whoever we wanted. We had tried living together and it didn't work out. I was newly divorced at the time and definitely not ready to get into a serious relationship, but it was more than that. I'm just not concerned about having my house and everything else in my life arranged neat and tidy. Kyle craves order, perfection and a clean house. It may never work out between us, then again it may someday. He tolerates me being a slob most of the time and I find satisfaction in cleaning my house to make it look good when I know he is coming over.

As far as being non-exclusive with each other sexually, that was never an issue. But the odd thing is, every time one of us has a hook up with someone, we can't wait to tell the other all the nasty details. For two years there has never a time when I so much as flirted with another man without telling Kyle about it, and I'm confident he kept me informed with every encounter he had as well. Somehow I came to feel like I would be cheating if I didn't tell him everything. Not only was it excessive honesty as work, it became a sex game between us. The better the story, but more turned on each of us got in hearing about it. Then the sex we would have would be extra good.

I called him up at like 6:00 am one morning and told him that my ass was never going to be the same. I had spent the night with a guy from college and he had just left 10 minutes earlier. My ass was sore from the three times we had anal sex. Kyle was at my house in half an hour and I gave him a hand job before we went out for breakfast. He would definitely have had sloppy seconds in my ass if I had not been so sore. That is the kind of sharing stories we did.

The limited few other women Kyle was with had always been skinny little athletic types. Little girls with fantasies about riding a big dick attached to a big powerful man. I enjoy hearing stories and I have always known that deep down he prefers a plus size woman with abundant curves, like me. When he told me about spending the night with Alicia, my jealousy flared up big time.

Alicia is a big woman, bigger than me. She is loud and crazy, she cusses like a sailor, she dresses in tight jeans and yoga pants—you know they shouldn't make tight pants in size 20 and up. If my boobs are small cantaloupes, hers are small watermelons. And the son of a bitch was just plain giddy over how good the sex was with Alicia.

"God dammit Kyle, go ahead and dip your dick in all the petite little cheerleader types you can find. Let them indulge their big meat fantasies. But when you want mind-blowing, heart-stopping, total exhaustion fucking, come home to mama."

Then the bastard had the nerve to tell me all the details. He even asked me if Alicia could join us for a threesome. I'd smack that whore in the tits and kick Kyle in the balls if he ever brought her into my bed. I am sure that by the time he left that night he was not thinking about Alicia. We out did ourselves that night.

Date Fourteen, Understanding Anal—Ginny

What is it about men and anal sex? What makes them want to put their dicks up our butts? I admit that there are some great arousal points up there, I've had more than a few orgasms from anal, but so many men put it right up there among their favorite sexual experiences. Kyle never turns down anal when the opportunity is there, but he never brings it up either. I have some theories about men as anal hounds.

Some men say it is tighter, but I have my doubts that tightness is ever the number one attraction. Tighter just makes them cum quicker, trust me on that, as an expert hand job provider I know that when my jerking arm starts to get a little tired, all I need to do is to squeeze a little tighter and the cum fountain erupts quickly. If it was only about tightness the fun would always be over too quick. I think they like the forbidden and nasty aspect. It brings out the wild and forceful side of a man.

Has a man ever said anything like, "oh my precious darling, I love and cherish you forever and always, to show you how much I love you I'm going to jerk your pants down, bend you over the arm of a chair and slam my hard cock up your tight ass?" No they don't say or think anything like that. They want anal when they want to be a badass, when they want to dominate, and with some men they want to humiliate. Even if they just want to enjoy the stimulation they still think of it as nasty and forbidden.

Then there are the men who want to give you advanced notice. They say, "after our date on Saturday night I going to take you to my place and have anal sex with you." I think I know what is going on with them. They are looking for a woman to provide a clean and empty chute for their anal pleasure. I'll be damned if I'm going to starve myself for a day, eating nothing but laxatives so he doesn't have to deal with poop. You want anal? Poop lives there, deal with it.