Heather at School (OWWH 5)
Copyright© 2025 by CW
Chapter 21
BDSM Sex Story: Chapter 21 - 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
Clarissa’s blush went from Red Delicious Apple to Lobster. “Um ... are you sure?” she asked tentatively.
Jess couldn’t respond fast enough. “Absolutely!! Right, Aaron?”
“Oh, uh, absolutely, yeah,” I said, caught off guard. I wasn’t expecting to be included in the discussion.
Jess sat down on one side of her, Heather on the other. “I’ll tell you what,” Heather began. “Let’s start by making you more comfortable, hmm?”
Clarissa didn’t reply either way so Heather took that as consent. Heather took the bottom of her blouse and lifted. Clarissa said nothing but raised her arms so the top could be removed. Jess helped by unclipping Clarissa’s bra. Heather reached for her waist and unbuttoned her pants.
Clarissa’s small boobs were exposed as Jess pulled the bra out of the way; she stood up and allowed Heather to pull her pants down, leaving her standing there in just her panties.
Jess jumped into action again and hooked her fingers in the waist band. She pulled the panties down in the back, showing me her tight ass again, and waited a beat before pulling them down in the front. They fell to the ground and Clarissa stepped out of them.
Heather looked at her, then frowned.
“Shit!” she exclaimed. “I’m the only one still dressed!” Before anyone could react, Heather pulled her clothes off and kicked them far to the side into the grass. She put her hands on her hips and nodded.
“Much better!” she declared. “Aaron, lay on the blanket on your back.” She pointed to the blanket, just in case I didn’t know where it was or something. I did as she instructed, my cock pointing straight up toward the sky.
Clarissa looked down at me, clearly nervous.
“It’s cool,” Jess said. “Just take your time. Try laying down next to him.” She knelt on the blanket and tapped it with her hand.
She was still uneasy but did as Jess suggested. She’d seen me naked plenty and laid next to my naked body already, of course, but this was different. First, she was laying next to me in broad daylight, not a pitch black room under a blanket. Second, my (very naked and oily) wife was there with her.
Clarissa laid on her side facing me and tentatively placed a hand on my thigh. She moved her fingers up it a bit but wouldn’t go near my crotch - until, that is, Jess took her hand and placed it on my cock.
“Doesn’t that feel nice?” Jess asked.
“Yes,” I replied.
Jess rolled her eyes. “I was talking to Clarissa.”
“Oh...” I said sheepishly.
“It does...” Clarissa answered. She looked at Jess. “You’re sure you’re cool with this?”
This time it was Jess who rolled her eyes. “After all those stories we’ve told you, do you still think I have any issues with people sleeping with my husband? Shit, it’d be pretty hypocritical of me if I did, given how many cocks I’ve had in my mouth, ass, and pussy - occasionally at the same time.”
That talk made Clarissa blush again. Heather came and laid down by my side opposite Clarissa, propped up on an elbow watching her.
“Get between his legs and kneel there,” Heather suggested. Clarissa looked to her, then back to me and did so. I spread my legs to give her room. At first she placed her hands back on my legs, then she wrapped a fist around my member before Jess could intervene. Her other hand cupped my sack and fondled it.
Clarissa jumped as Jess laid a hand on her ass.
“Easy there, girlfriend,” Jess said gently. “Just relax.” Clarissa let a breath out and nodded.
“I’ll tell you what,” Heather said. “Turn around and straddle his stomach.”
I wasn’t sure what the point of that was but I would soon find out. Clarissa didn’t question it either, she just did as she was told. Her legs pressed against my sides and her pubes tickled my belly as she lowered herself down. She leaned forward to put her hands between my legs which gave me a gorgeous view of her ass which was spread open in front of me.
Jess got up on her knees besides Clarissa and ran her fingers through Clarissa’s hair, then down her back.
“When you’re ready,” Heather continued. “You can climb up and lower yourself onto him. Reverse cowgirl, it’s called.”
Heather got up on her knees as well and touched the area between Clarissa’s pussy and her thigh, teasing it with her finger tips. I couldn’t see her face anymore but her eyes were closed while she knelt there on top of me while the other two girls felt her up.
I felt a hand around my shaft and at first thought it was Clarissa - then I realized both of her arms were still in the same position and it was Jess’ hand on me. The unseen hand stroked me.
“Gotta keep you ready,” Jess said with a giggle. I couldn’t have been any more ready but I wasn’t about to complain either.
After what felt like an eternity, Clarissa lifted herself off my stomach and lined herself up over my crotch. As she tentatively lowered herself down, Jess’ hand that was still around my rod shifted it to place it at Clarissa’s entrance.
“Hold on one second,” Heather said to her. Clarissa opened her eyes and looked concerned, then looked down at my crotch to see what was wrong.
Heather didn’t explain. Instead she took two fingers and inserted them up into Clarissa. Clarissa’s body tensed above me - she was not expecting that - but before she could react, Heather withdrew her fingers and rubbed them on my member to lubricate it. Jess finished the job by using her hand on my erection to work Clarissa’s juices all over my cock head.
“K, you can continue,” Heather said once she was satisfied.
I’m not sure that Clarissa really needed Heather’s permission to fuck me, but whatever.
Her labia touched my member and she stopped. Jess adjusted me a smidge to line up with her lips and she used her hand to spread the lips apart for easier entry. Clarissa shivered when she felt Jess’ fingers on her privates but she didn’t pull away or object.
With the speed of a glacier, she lowered herself more and allowed me to enter her. It felt amazing! Her tight walls hugged my shaft and I closed my eyes, enjoying the feeling.
She took more of me inside her and it occurred to me that despite all the orgasms, and teasing, and denied orgasms that I’d had the past two days, this was the first actual sex I’d had since we’d started the trip. Yes, I know, poor me.
Still, as great as Clarissa’s butt had felt the night before, this still felt way better even after having been masturbated in the shower a few hours earlier. Clarissa eventually got all of me inside her - I’m not afraid to admit that I’m not exactly hung like a horse so it wasn’t much of a challenge no matter how experienced she was or wasn’t.
Speaking of, just how experienced was she? I assume she didn’t have a boyfriend at that point but beyond that, I knew nothing about her sexual history.
As I pondered that, she put her weight on her hands between my legs and lifted her hips back up. Unsurprisingly, that felt just as good and I moaned with my head resting back on the ground.
Clarissa lifted up too far and I felt my rod pop free. Luckily Jess struck like a cobra and grabbed it to line it back up as she came back down. She placed her other hand on Clarissa’s back to guide her.
My staying power is no more legendary than my size but fortunately the cumulative effect of all the orgasms, including both the night before and that morning, meant that I wasn’t ready to climax right away. That allowed Clarissa to work up a rhythm riding my shaft.
Clarissa seemed content just riding me but Jess wasn’t. Once Clarissa got the hang of keeping me inside her and didn’t need Jess’ help, Jess used her free hand to move to Clarissa’s crotch. Clarissa’s legs squeezed my sides hard at the feeling of Jess’ touch on her privates.
I couldn’t see her hand but I could hazard a good guess on what it was doing from the up/down waving motion in front of Clarissa.