Heather at School (OWWH 5)
Copyright© 2025 by CW
Chapter 1
BDSM Sex Story: Chapter 1 - Jess, Aaron, and Heather return as Heather goes off to college.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Coercion Consensual NonConsensual Lesbian BiSexual Fiction BDSM FemaleDom Humiliation Light Bond Spanking Group Sex Anal Sex Exhibitionism Masturbation Oral Sex Pegging Sex Toys Public Sex
Heather had told us to plan for a few nights’ stay. We asked if there were any hotels in the area but she said not to worry about housing, just pack a couple changes of clothes and normal toiletries, she’d handle everything else. I asked what we should plan for - the only response I got from Heather was giggling.
Punctual as ever, she rolled up to our door at seven o’clock in the morning on Thursday. I’m not a morning person but Heather said she had lots planned and we needed to get an early start.
I carried down our suitcase - it was just one small rolling pack with the necessities, plus a few toys that Jess decided to pack “just in case” - and loaded it into the back of Heather’s Jeep Grand Cherokee.
“Hi, guys!” Heather said to us as we got into the car. She was grinning ear to ear. Jess hopped into the passenger seat next to Heather and I climbed into the back seat on the same side.
“Hi,” we both replied not-quite in unison. As soon as we were both in, she sped off.
“Soooo,” Heather said, “you guys want to play a game to pass the time?” I could see the mischievous twinkle in her eye in the rearview mirror. Jess replied for us.
“Shit yeah. What do you have in mind?”
“Well,” Heather said, “it’s one of those license plate games. Sort of. It’s called Route 69. Sound fun?”
Obviously we knew nothing about this game but the name was enough to give me an idea that it wasn’t your typical license plate bingo shit.
“Sure!” I said from the back.
“Great!” she said. “So here’s how it works. The driver - me - looks for the number 69 printed on license plates or anywhere else. Mile marker signs, billboards, street addresses, whatever. When one is spotted, the driver pulls over as soon as is safe and the other players - you two - 69 until either both of you cum or five minutes has passed, whichever comes first (no pun intended.)”
That sounded simple enough and I was always game for 69ing my hot wife so it sounded fine. Five minutes seemed short - well, for Jess anyway - but I would realize soon enough why the game had such a short time period.
“Alright, let the games begin! Well, game, I guess,” Heather declared.
Now, if you’ve never played this game, you might wonder how often the number 69 appears on license plates and elsewhere. I, personally, had no clue.
Heather had a special playlist going on in her car - playing at that moment was Baby Got Back. Sexual Healing had just finished. Clearly there was a theme going.
About ten minutes into the drive, Heather cried out. “Got one! 169-JYP!” She immediately pulled over into the breakdown lane. This didn’t really feel like it met the definition of “safe” but whatever.
“Ok, Jess, hop into the back and strip,” Heather directed. Jess is a curvy girl with large tits so squeezing in between the two front seats was a trick but she managed. We both awkwardly undressed as best we could and tossed our clothes to the floor.
I laid back onto the seat and Jess spun around, spreading her legs over my head - I had to wiggle a little on the seat to allow her left leg to fit on the side of my head. Her right leg landed half on the edge of the seat, half off. A Grand Cherokee is not spacious in the back and did not make that easy. The smell of Jess’ scent filled the air around me.
Heather turned in her seat as much as she could so she could watch the action. Jess couldn’t really lower her hips enough to reach my face so I had to stretch up until my tongue tickled her labia. Jess had no problem lowering her head enough for her lips to circle around my member.
My tongue slid over her pussy lip and I felt a roughness. She hadn’t shaved since yesterday so there was a very light stubble there. Slacker. I shaved that afternoon and was smooth as glass.
I reached up and spread her pussy lips apart. I couldn’t see her clit from the angle I was at but I knew her body well enough to know where to jab my tongue. Her juices dripped onto my cheek as her saliva dribbled onto my bare pubic mound.
There are two things that no one ever tells you about 69ing in a car. First, all sex in a car is awkward and generally uncomfortable unless you are screwing in a conversion van. Second, trying to synchronize your actions with your partner during a 69 is tricky in a bedroom - trying to do it in the back seat of a Grand Cherokee is down-right impossible.
Jess has had lots of practice at sucking dick over the years. Mine and others, of course. Being in the back of a Jeep did not seem to hinder her at all. The feel of her warm mouth surrounding my manhood was heavenly.
I tried to focus on flicking her bud with my tongue but the bouncing action on my pelvis caused me to miss every other try. I got the occasional moan from her but it was clear I wasn’t doing much to push her towards climax.
I, on the other hand, felt the urge brewing down there. I tried to distract myself by concentrating on pleasing Jess but focusing on her pussy had the opposite effect. Try as might, I failed to stop the flood gate from bursting - and burst I did, straight into Jess’ mouth. As always, she swallowed every drop without complaint. As I spurted the third time, I wondered for a moment if she hated, tolerated, or enjoyed the taste. I don’t think I ever asked. A fourth squirt, and then a fifth and I was spent.
I panted, drained after my climax, and remembered that I was supposed to still be working on her. I pushed my neck back up just in time to hear Heather declare “Time’s up!”
A frustrated groan came from the area around my crotch as Jess sat up.
Jess wiped my cum off the edge of her mouth with a finger. Heather admired the look of my softening member as well as Jess’ glistening cunt for a few moments, then she turned back toward the road. She threw the car back in drive and merged back into traffic as she spoke over her shoulder.
“You two should probably just stay naked in the back there,” she said with a chuckle.
Jess straightened up in the seat and looked down at her exposed tits, then at the side window. If someone was right on the side of us, they’d be able to tell she was nude but the windows were tinted enough that it wouldn’t be totally obvious. I was shirtless too but who the fuck cares about that?
About ten minutes later, Heather shouted from the front again. “Billboard! 800-555-6941!” Neither of us got a chance to respond before she pulled off to the side of the road again.
“K, get to it! Clock’s tickin’!” Heather said, clapping her hands for emphasis.
I dropped to my back and Jess turned around over me again.
My cock was still flaccid and covered in residual cum but Jess took it right back into her mouth. This time she lowered her hips and tried much harder to place her pelvis onto my face and succeeded. Her labia contacted my lips without any effort on my part.
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