Ed’s Shemale Hall Pass

Ed Willis sat at a countertop in a dingy little dive bar. He had already had several drinks and felt he was pretty buzzed. The 35 year old married man had trouble at home and this is the only place he found within walking distance of the motel room he had rented for the night. Originally, when he had walked in this place, it was pretty busy, but the groups of people kept to themselves and that was ok with Ed. He just wanted to drown his sorrows anyways.

He had befriended the female bartender a bit and they small talked throughout the night. They had talked about everything from jobs and life goals to the other end of the spectrum about who their favorite cartoon characters were. Ed eyed her many times without her knowing. She was a cute redhead, maybe 25 years old with short curly hair....pretty tall at 6', maybe more chunky than he'd like in a woman, maybe 160 pounds or so. Her tits looked big, but contained well in the black T-shirt she wore. And every time she had to walk to the other end of the bar to serve a drink Ed would get an eyeful of a gorgeous plump ass that swayed back and forth seductively, with hips that widened out nicely. She had a skirt on but it was plenty tight enough to show off the goods.

As Ed ordered another round he started to feel as if the bartender were coming on to him. And maybe, just maybe, that's what he needed. His wife of 5 years had just admitted to him that she'd had an affair. After they initially yelled and screamed at each about the usual things that came up in that situation, Ed had calmed down. He really loved her and didn't want a divorce. His wife suggested he be given a hall pass to fuck anyone he pleased, a do unto others sort of payback. Ed had left, rented that room and here he was, getting drunk as he contemplated if he should pick up a chick and fuck her.

A hand on his arm shook him out of his thoughts. "I asked if you wanted another. You're empty and didn't flag me down."

"Oh sorry," Ed replied as his attention focused as much as it could again. "What was your name again?"

"It's Lindsey. And I never told you to begin with but clever way of dragging it out of me." She genuinely laughed.

"Lindsey. Yeah. I'm Ed. Well, sorry. Yes I'll have another. I just wanted to know who I've been talking to is all."

Lindsey smiled and winked, poured him another beer then had to attend to patrons at the end of the bar. They started having lengthier conversations and if Ed hadn't been slightly drunk he would have realized it was due to the crowd thinning out because it was near closing time. Ed had opened up to Lindsey about the proposal of the hall pass. He hadn't openly hit on her, nor had she hit on Ed. He thought it was just nice to open up to someone.

Ed asked, rather loudly and slowly in his condition, "So i mean ultimately is that a good enough reason to fuck someone? And is a hall pass a thing?"

Lindsey replied, "Yeah. Hall passes are a thing. Couples do it all the time. As for good enough reason? Yeah I think so. Of course I'm a bit biased though. Seeing as I'm super horny and just want to fuck."

Ed slapped his hand on the bar. "I knew it!" he exclaimed. "I thought you had been hitting on me. You were, weren't you?"

Lindsey sighed. What she'd said was true, she was horny. She just hated that sometimes guys weren't thinking clearly just because they didn't know when to stop drinking. "Well Ed what do you think? We're here, in my bar, my associate over there has already locked up and yet I didn't kick you out with the rest of the crowd."

Ed turned and noticed the bar was empty, a pretty young blonde eyed the both of them as she cleaned up tables. This one was small and dressed comfy as any waitress who needed to get through a long shift would be. The sound of movement caught his attention and when he turned again Ed was stunned to find that Lindsey now sat on the counter in front of him, her crotch just about eye level, skirt hiked up just above her hips which then revealed her pretty pink cotton panties. "Late night snack Ed?"

Ed reached his breaking point and now knew the hall pass was on. He nodded while his hands reached for the waistband of her panties and rolled them down. Lindsey lifted her rump as the back portion slid past her ass. Ed slid them the rest of the way off and in a bravado move, turned to look at the other woman as he tossed the panties in the air. Ed turned back around, grabbed Lindsey's legs to spread them as he got ready to eat some...cock? A slender 5" soft girl cock peeked out at him. He looked up to see her smiling down at him. "You have.....ummmmm....a.....cock?" Ed asked obviously shocked.

Lindsey said, "I thought you understood. I did say my name was originally Lenny."

Ed replayed their conversations. He vaguely remembered the name Lenny. But hadn't she said that's where she was born? He spied the waitress behind the counter now and glasses clinked as she set them in a sink. She rolled one hand around in the air in a "get going" gesture and Ed blinked. He looked back up at this beautiful bartender. Lindsey stated simply, "If you're gonna keep that mouth open like that, can you at least put my dick in it?" Ed's inhibitions had left three drinks ago so he shrugged, grabbed Lindsey's dick and slid his mouth over it. The waitress raised a fist in the air as if to say "Oh yeah!"

Lindsey moaned loudly the second Ed's mouth closed around her girl cock. Her hand went to the top of his head and her fingers curled through Ed's hair. She groaned as she said, "Oh fuck yes. That feels nice. Just like that honey." Her cock stiffened to its fullness, a nice 6.5" inside Ed's mouth as he sucked up and down. She pulled her T-shirt off to free her tits. Lindsey figured Ed would need that sight to remind him that she was a woman. The waitress was in Lindsey's view now and gave her an air high five then started to put the barstools up onto the counter. Ed felt his barstool being tugged and without thought, he stood as he continued to suck Lindsey's dick.

Ed slowed his pace and eventually took her cock out of his mouth. He shyly asked, "Can I take down my pants?" He smiled at the sight of her soft looking tits on display.

"Of course honey. You would have needed to eventually anyways."

Ed quickly stripped his jeans off and since he always went commando, his fully erect 6" cock sprang out. He covered Lindsey's dick with his eager mouth again and she moaned. She grabbed one of his hands and placed it on a boob. "Feel my tits while you suck my dick honey. Yeah. Just like that, maybe a bit harder," Lindsey said as she guided him to how she liked it.

Ed almost wondered if he should stroke himself. Lindsey sensed this and said, "Don't worry about anything sweetie. You just keep sucking my dick. Kelly is going to take really good care of you." Just then Ed felt two hands on his ass cheeks as they were spread wide. A tongue buried itself against his sphincter and a moan escaped his mouth against Lindsey's dick. Once the tongue was firmly in place, a hand wrapped itself around his boner and stroked him slowly. Ed's cock dripped precum almost instantly.

Ed picked up the pace on Lindsey's girl cock, mainly because both of her hands were at either side of his head and guided him up and down faster. Her breathing became labored and shallow. Ed felt something different about her dick but, never having sucked a cock before, he didn't know it was the head of her dick expanding since she was about to cum. Lindsey panted, "Shit! I'm gonna cum. Fuck! Be a good boy and please swallow honey." She pressed Ed's head down and held it; screamed as her balls emptied. Warm salty liquid flooded Ed's mouth and since he was being held there, he had no choice but to swallow. He was surprised that the flavor that now coated his tongue was pleasant. He gulped down every drop before Lindsey let go her hold and let him pull away. "Damn I needed that," she said.

A tongue still lapped at Ed's asshole and he wanted to see who it was. He was positive it was the waitress but he wanted to see her in all her glory also. Before he could move though, Lindsey had hopped off the countertop and was on her knees in front of him. A warm mouth engulfed his cock as Lindsey returned the pleasure of a blow job. He put one hand at the base of her head and guided her pace just as she had done to him. Lindsey, who really enjoyed sucking dick, moaned against Ed's cock.

Lindsey bobbed up and down furiously now but Ed felt the tongue disappear. He had only a moment to reflect on the disappointment he felt when something harder took it's place. One smooth push and his asshole immediately opened up and welcomed in the head of a cock. It was all Ed could do to not cum in Lindsey's mouth on the spot. He grunted loud as his balls cinched up tight. All in the span of 3-4 minutes his ass was being fucked hard and fast as his dick was sucked in the same fashion. As quickly as it had started, it finished. Ed's cock exploded and jets of cum spurted into Lindsey's mouth. At the same time he could feel cum as his ass was filled by the secret lover.

As he straightened up, Ed saw Kelly move to the front and help Lindsey up off her knees. Kelly was smaller, but just as beautiful as Lindsey. Her tits were smaller and her girlcock was too. Ed still stared at the women, slack jawed, as they then kissed. He could only assume they shared his cum.

Lindsey finally broke the kiss and asked Ed, "Not really what you expected for your hall pass, huh?"

"Not really," he replied. "But I wouldn't trade it. You ladies were amazing." He genuinely smiled at both of them.

"Well if you ever get another pass, we're always here. I own the place and Kelly here is my wife."

Ed dressed and Lindsey let him out the door. He walked back to the motel and once in bed couldn't help but wish his wife cheated again.