Date Night – Erotic Couplings – Free Sex Story

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Thomas and Gerry (short for Geraldine) watched Netflix cuddled up on the couch. The kids, early teenagers, were finishing homework and/or studying. Married early, they had pushed through the early years of career and family, and were able to do so with the help of two sets of grandparents. Now, both were well established in their careers, they were starting to enjoy their mid-30’s. They also had taken steps from an early age to talk to their children about anything and everything. So far, in the early teen years, it was paying off as their 13 and 14 year old still came to them for advice.

“What do you think, does she sleep with the guy?” muttered Tom.

“Probably, you know how these Adult shows go…” she offered. “Oh, and don’t forget the block party is this Saturday.”

“How can I forget? After last year’s 4th of July bash…everyone is talking about it. Think Phil will get plastered again?”

“Not according to his Wife,” she chuckled.

Phillip Morris had partaken a wee bit too much of the jungle juice last summer and had peed his pants just after sundown. He said he didn’t remember it, but that might have been his cover story. When they finished the show, they checked on their kids.

“Need any help?” they chorused as they peaked in on them one, then the next.

“No, we’re good. I’m okay.” each had replied.

They went to bed, spending some time with pillow talk. They had a ritual, a practice of saying nice things to each other before nodding off. If they were fighting, which did happen like any married couple, then they talked about that. If it wasn’t resolved, they would continue the next night, usually two nights was enough. Rarely had they disagreed into a third night. They dozed off after some compliments for the little things that made each other’s lives better.

Tom woke up at 5am with a raging wood. These were more frequent when he was younger. As he was 35, he liked to take advantage and use them when they magically appeared. He slowly removed the blanket and sheet from Gerry. Her nightie was shoved in an awkwardly erotic way. One breast was fully exposed, and her tiny bottom was wedged into her crevice. Tom blew cold air on her exposed nipple until it started to get hard. She shivered, but that was all. He kissed it lightly, still no movement. He licked it, and she moaned. He smiled, and crept down to her bottom, lifting the waistband gently, and started to shimmy it down. She stirred, and when she did, he moved it down her bottom a little faster. She stirred more allowing him to get them off entirely.

He waited.

She was still. Then she started to roll over a bit so he grabbed and used a pillow to open her legs. He waited again. After a few moments, he could hear her soft breathing. He slowly and carefully went to the drawer that had his underwear. Lifting them up, he got his cock ring and lube. He went back to her side, placing the lube on the sill. The cockring he placed as far down as he could on his shaft. She was still asleep…so he started kissing his way up her semi open legs. She stirred a little.

As he got to the meeting place of her long legs, and opened her completely and started licking her kitty. After a moment, her body moved, opening her legs wider.

“Did you get one of your Woody Woodpeckers?” she sleepily said.

He now started sucking her lips into his. His tongue entered her, licking up and back, teasing her g-spot.

“So that’s a yes I take it.”

He continued eating her Pussy. They had long learned what each liked and knew how to please each other.

‘Bring me your cock then,” she said.

He temporarily stopped to move so he was licking her from almost 69. She grabbed his meat, squeezed it several times before pumping it with her hand.

“Mmm, yes! Nice and hard. I Love our sudden fuck-fests.”

They were both up and aroused. He kept orally stimulating her, then he felt her wet lips on his Hot rod.

“I Love when you return the favor!” he moaned.

The liquid sensation had them both energized, and they suckled each other with renewed vigor. The wet sounds of her Blowjob, and his licking up her wetness filled their ears. He ran his hands on her body in pseudo massage. She grabbed his waist and pushed his cock deeper in her mouth.

“Mmm, you gotta fuck me soon,” she crooned.

“Don’t mind if I do!” as he shifted, arranging himself next to her.

“I Love when we fuck sideway,” he could hear the smile in her voice.

“Yeah? Tell me why Gerry?

“Because it takes longer for you to cum, so I get my Pussy fucked even longer,” she said. She grabbed her breasts, rubbing it, squeezing it, then brought it up to lick her nipple. He lifted her leg from behind, then placed his mushroom tip at her lips and pushed in.

“Oh, and your dick hits my g-spot better this way,” she continued licking her nipple.

His member inside her, he took a moment to simply enjoy his favorite body part encased in the sweet liquid embrace of her silky soft and warm maidenhead.

Then he pushed, aimed right at the little area of ridged folds just inside her lips. He poked at it repeatedly, her breath rising and falling with each thrust. He kissed her shoulders, leaving little wet spots he would blow air on. Pushing into her, she reached around to hold his body closer.

On and on, they made Love like they had a hundred times. After a good while, he finally came inside her. She moaned and thanked him for taking care of her needs.

“No no, thank you for letting me get off!” He kissed her.

*************

Friday came, and Tom was gathering all the supplies they would need for the block party. Gerry was getting the lawn chairs and canopies together with the help of their kids. As it got closer to 3pm, families started setting their gear up in their front yards. Kids were riding around the block on their bicycles, scooters and skateboards. Some ramps were set up in the cul-de-sac. A pair of dads had closed off the street at the entrance with their sawhorse from their workshops. Beer already in their hands, they acted as the ‘security’ for the neighborhood.

By the time the sun was setting, food was cooking everywhere. There would be pie contest, the place setting contest, and for the dad’s that brewed, a homebrew contest. Random fireworks were being lit. Kids ran around with sparklers and lit ground flowers. Mom’s were gossiping while the men, once finished grilling, were talking sports.

Tom and Gerry, yes they were well aware of the cartoon, were talking to the Millers. They were far enough from the kids when Beth Miller asked,

“Have you watched Wanderlust on Netflix?”

They shook their heads, although they had seen it listed on the Top 25. “What is it about?” asked Gerry.

“A man and Wife try to re-spark their Sex life by having a ‘hall pass’. They sleep with people they know, and try out an open relationship,” said Beth. “It’s more complicated than that, but you might want to check it out.”

“Oh, okay. We’ll see if it makes our rotation of shows,” Gerry said noncommittally.

When another couple wandered over, they changed subjects. The time came to judge the different contests. Parents and kids voted on the pies, wives on the place settings and the men on the homebrews. As the 4th of July party came to an end, husbands and wives cleaned up before heading home.

*************

Several weeks later, Tom and Gerry had a trip to San Francisco planned. They arranged for the kids to stay with the grandparents for their getaway trip. They had caught a few episodes of Wanderlust, but when they arrived at their hotel Friday afternoon, they caught the episode where Toni Collette sleeps with another man.

“So what do you think,” she asked Tom.

“About what?”

“The idea of sleeping with someone else for the fun of it,” she said.

“You’re not serious,” he looked at her, “Are you?”

She shrugged, with an impish smile. “I’m just asking what you think,” she put forth.

“No, I think you are suggesting, not asking my thoughts,” he clarified.

“Okay, what if I am suggesting, what do you think?” she pushed.

He sat silently, thinking, looking at her. He was more than a little shocked to hear her say it, but also piqued by the possibility. She seemed to read his mind.

“You’re thinking about it,” she smiled.

“Yes, but only because you suggested it. Where is this coming from? Is our Sex life boring you?”

“No, absolutely not. You’re a great fuck. I just thought it might be fun to spice it up. But only if you are okay with it.”

“So we go out, look for and possibly have Sex with a stranger, and what? Come back to the hotel and say ‘good night’? He asked.

“I guess, maybe.” she shrugged.

“When did you want to try this?”

“Why not tonight, it’s still a little early.”

“Holy shit, you’re serious. You’ve been thinking about this for a while, haven’t you?

“Guilty. But listen, I’m just suggesting we ‘try it out’, not that this becomes a regular thing. We try and see what happens, we come back and talk about it. We might not like it or we might Love it. Who knows?

He looked at her incredulously. Thoughts raced through his mind, and he weighed his options.

“Okay, so ground rules..?”

“Neither of us can ‘host’, we can’t use this room. If we find someone, we go back to their place. No spending the night. We come back here, let’s say by midnight. We can talk about it then or in the morning. Must be protected Sex, and be careful the entire time.”

He looked at his watch, it was only 7pm. He looked at her, saw her eyes and realized she would only do this if he approved. And that’s what sold him on it. She wasn’t looking to get laid, she was looking for an experience and she wanted to share it with him.

“Okay, tonight only and we see where it goes from there.”

“Agreed.” They even shook on it. Both suddenly didn’t waste time and started dressing up for a night out…with someone else. She dressed in a red sleeveless silk dress and white shoes. She covered her shoulders with a mini sweater. The combination emphasized her curves and her breasts. He dressed in jeans, a patterned button down shirt w/ a vest and capped it off with a newsboy hat. For shoes, he wore a pair of relaxed Nike shoes.

They took the elevator to the ground floor and stepped out into the lobby. The hostess saw them and asked “Date night?”

“Something like that,” she remarked. They stepped outside and looked at each other. They both were suddenly very serious.

“Last chance to back out,” they echoed each other. There was a moment of silence, then they nodded to each other. She stepped to her left and she googled ‘lesbian bars’, he googled ‘Hot spots for one night stands’. They tapped a link, and followed by calling a Lyft. Her’s arrived first and she waved as she got in. He smiled and waved back. They were both feeling excited like teenagers on their first date. The fact they were trying this out on a whim was both erotic and exciting. His Lyft arrived and he climbed in.

***Gerry tastes Pussy.

Her Lyft dropped her off at Jolene’s Bar and Restaurant, as she noticed a number of women standing around the entrance. They were all waiting for seats. She asked the hostess if she could sit at the bar.

“Of course, let me walk you over.”

Gerry sat and ordered a Gin and Tonic and looked around the bar. There were any number of couples, but she didn’t see many singles. She took a sip and looked the other way, when she felt someone take the seat next to her. She glanced to her left and there was a brunette that looked like a dark mirror of Gerry.

She was about the same height, and had a similar sized breast, she was wearing a sleeveless blue dress and had a scarf over her shoulders. Her body was equally curvaceous. The lady caught Gerry looking at her and extended her hand.

“Terry, pleased to meet you.”

Gerry took her hand, smiled and giggled “Gerry, with a G. Likewise”

“What brings you to Frisco, Gerry with a G?”

Gerry almost let slip out she was here with her husband, but quickly offered. “I came to visit a college friend. Flew up and turns out she’s sick. So I got a few Free days in San Fran.”

“I’m here for a teacher conference, and I ditched all the fossils that still teach to have some fun.”

“Oh, okay. What kind of fun were you looking for?” Gerry asked.

“Well right now, you don’t look half bad,” Terry batted her eyelashes, suggestively.

Smiling, Gerry looked into her glass and took a sip. “I think I’m blushing.”

“You are, ohmygawd that’s so cute! Your place or mine?”

“Your’s, definitely yours,” as they got up and walked out. Terry summoned a Lyft, and they got in. They talked as they rode to a different hotel. But it wasn’t long before they were fondling each other in the back seat and kissing, a lot of kissing. By the time Terry used her key card, Gerry was all over her. They stripped each other as they climbed into bed.

“Have you ever been with a woman?” Terry asked.

“Yes, in college. Some flings, nothing serious.”

“Oh good, then you know what to do.” Terry asked.

“I want you to eat my Pussy, and I want to devour yours,” Gerry said.

“Oh, I Love 69!”

They arranged themselves, and Terry dove into her crotch, which was nicely shaven. Gerry had lied, she had never been with a woman, but was willing to make up for lack of knowledge with her passion. Terry was on top, so Gerry pushed Terry’s pink lady down on her face and did what Terry was doing to her. If Terry sucked out her labia, Gerry mirrored her. If she sucked on her pearl, she did likewise. Gerry was feeling giddy at her new experience, and was pleasantly surprised how making Love to a woman was far more sensual than with a man.

Once both ladies had climaxed, Terry shifted and wanted to scissor with Gerry. Gerry didn’t seem to understand what she was trying to do, so Terry had her get in position and then began rubbing their lips together.

“I thought you had been with a woman before?” she asked as they engaged in coitus.

“Sorry, that was a white lie. I didn’t want to scare you off.”

“Your a lesbian virgin?” Terry squealed. “Your giving me your lesbian virginity?

Terry started grinding her vulva harder in Gerry, she now wanted to give her multi-orgasmic Sex that she would never forget. Gerry had quickly picked up on scissoring and was trying to return the favor, ultimately however, Gerry exploded into the single greatest Orgasm she had ever had. She squirted a clear fluid, which she had never done before. She was so shocked, she thought she had peed all over the bed and Terry. Except that her body was torn asunder with waves rolling through her body. Staggered by the physical sensations, she lay on the bed waiting for the emotions and sensations to come to an end.

Terry was licking all her wetness from Gerry’s legs, and going for her Vagina again.

“No, stop. I can’t handle it anymore. Please, just give me a second.”

Terry, smiling, came up and started kissing Gerry on her face, like a mother rewarding her child. “Okay, but I’m not done with you yet!”

After a short break, Terry picked up where she left off and Gerry would go on to several more orgasms. She let Terry do whatever she wanted. This is what she had been dreaming about.

***Tom gets laid.

Tom’s Lyft dropped him off at the 500 Club, which according to SFist, was the hottest of Hot spots to meet people. Going to the bar, he ordered a cocktail and looked around. It was crowded and any number of people were there in twos, and threes, and fours. He felt like he stuck out as a single, but not in a good way.

“Are you lost, or did you lose someone?”

He looked around, there was a girl several barstools down looking at him. He walked over, and replied,

“Kinda both?” He made an inquisitive face.

She was multi-ethnic and had softly kinky hair and skin that showed she was at least part black. But she also had freckles and a round cherubic face, with a hint or red in her hair.

“Both? Okay, I guess that’s an answer.”

“It’s my first time in San Francisco. I was just looking around to get a feel for the place.” As he sat next to her.

“So what brings you to San Francisco, dad?”

“Business. Is it that obvious? He blushed.

“I was teasing. You must be 10 years older than me. I thought guys your age went to bougie restaurants and ordered specific types of wine. By the way, that was genuinely cute that you blushed.”

“Well, you’re genuinely cute as a person. So favor returned. Tom.” He shook her hand.

“Aw, your attempt at a pick up line was so…Opie Cunningham. Patreece.”

He had a lost expression on his face. She started laughing uproariously.

“Let me guess; you thought you could come in here and score a one night stand. However, dad, you forgot you haven’t been in the dating scene for…a decade?” She shrugged. “You’re so cute, so innocent and naive. I might have to take you home with me.”

He smiled, took a swig of his drink, and looking right at her said, “Please do!”

She laughed even harder, and it was a deep down belly laugh. She finished her drink, smiling at him, “Okay, let’s go!”

He followed her out, and within a few steps were at her car. They got in and she started driving to her flat. They climbed some stairs, her flat was a large house that had been turned into a triplex, and opened a door along the side of the craftsmen home. Inside, it was a hippie heaven. Everywhere were ethnic decorations, a Moroccan rug, Indian tapestries, and assorted handmade decorations. The walls had paintings, posters, and graffiti,

He looked around, admiring the kitsch. “Over here,” he heard her call him.

He turned to her, and she had already pulled out the futon. It was under a large window. She was already half nude.

He gazed at her, bathed by the street light, her hips were shapely, and her legs longer than he thought. Her breasts were nice and full. A classic hourglass figure. She was standing in her panties removing her bra in full view of the window. Her smile invited him in…

He crossed the floor between them, leaned in and kissed her. Her p0uty lips opened for him automatically. Her breasts were rubbing on his vests…he quickly started removing his clothes as she continued wrestling with his tongue. Once nude, they both moved to the futon. He laid down and she crawled on top of him, still kissing like teenagers. His hands massaged her body, they massaged her hips, her bottom, her legs, her sides, her breasts…her nipples. She was grinding her mound into his stiff manhood. He shoved her panties to the side, and was about to enter her… “Condom?”

She leaned over him, her breasts falling onto his face. He grabbed them and started kissing and sucking on her large areolas and nipples. She was smiling as she had a condom in her hands. She started giving him a handjob, stroking his more than adequate shaft. When he was as hard as a tree branch, she expertly unrolled it down his root. She had barely gotten it on, when she raised her hips and impaled herself on it.

“Aaaahhhh, I Love that feeling!”

By the light from the window, Tom could see her eyes closed and a sensual smile on her face. He reached up and cupped her large breasts as she started rocking back and forth on him, eyes still closed. She leaned her breasts into his hands, smiling as she opened her eyes. Her hips went from rocking back and forth to colliding onto him in a staccato rhythm. She took his arms by the wrist and pinned them above his head, and dangled her mammaries in his face. He sucked at them as they randomly bounced on his face.

“Uh uh uh, you like that? Do you like how I’m fucking you? I bet you do, I bet you’re not even thinking of your Wife, are you? You like this milk chocolate, don’t you?”

“How’d you know I was married?” he said between suckling her tits.

“You forgot to take off your wedding ring,” she said.

“And you didn’t mind sleeping with a married man?” he voice ragged from the Sex.

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