Chapter 48 – As Friends ❤️
Sitting on Tess’ thighs, Gwendolyn gripped her roommate’s length, one hand over the other. Her arms jerked, pumping Tess’ cock through the soft tunnels she formed with her hands. It was enough effort that she bounced on Tess’ body, upon the bed. Her breasts jiggled in her nighty with each needy tug, which Tess seemed to like looking at.
She wondered if Tess thought that she was composed and just doing this as a necessary, friendly favor. In truth, Gwendolyn was soaking wet between her legs, certainly showing through her panties by now. To hold Tess’ cock in her hands, as obscenely large as it was, gave her such a thrill that her heart was fluttering with eagerness and joy. Even if she tried to adopt the stoic “just doing my job” act, Gwen’s playfulness couldn’t help but show through.
Gwendolyn adored the heated, desirous look in Tess’ eyes as her hands pumped up and down. The way the woman would gaze across every inch of her body, finding inspiration to edge herself along as she was milked so thoroughly. Tess’ legs started to buck underneath Gwendolyn’s body. Her whole body was squirming, and Tess could feel the telltale signs of an orgasm in the way her cock was throbbing and swelling—somehow—even larger.
“Are you close?” Gwendolyn panted, excited for the opportunity to watch Tess cum again, “It’s okay to let it out, Tess.” She knew that she was going further with this than she’d meant to initially. She just planned on giving Tess a quick handjob and going back to sleep, but before she knew it she was up above the covers, two-handing that massive shaft and talking dirty. She knew that Tess was close, and the thought that Tess’ cum might splatter all over her crossed her mind. “Oh well,” she thought, “It would just be an accident, after all. She couldn’t blame me for it.” She could imagine Tess apologizing for it; could imagine herself feigning annoyance.
Mairaela wouldn’t do that, though, Gwen knew. Mairaela didn’t need to put up this chivalrous facade. She was free to fuck every night because of her Fey culture. She would happily take Tess’ load onto her body, only to moan and beg for more. How Gwen wished she could be so free.
Gwendolyn saw Tess’ face scrunch up amidst all of those pitiful whimpers and soft cries. She could still feel Tess’ throbbing, but there was no orgasm.
“Are you going to cum?” Gwendolyn asked again, though this time her tone was a bit more serious.
Tess blinked her eyes open and looked up at Gwendolyn with a deep red blush across her cheeks, “I-.. aah~.. I.. nhh.. C-can’t.”
Gwendolyn frowned. What was she doing wrong? She didn’t have much experience with this sort of thing, but she figured that this should be simple enough to do. Up and down, right? “Am I doing it wrong?” Gwen asked, failing to keep from sounding too disappointed and self-conscious.
“N-no, you are!” Tess gasped, bucking her hips, “Oh, gods, you are-...”
This brought a smile back to Gwendolyn’s lips and she redoubled her efforts. “I’m making her feel good,” Gwendolyn thought to herself, squealing and giggling on the inside in a way that she could never do outside.
Gwen leaned forward, until Tess’ cock was pushed up against her stomach, with only the thin lining of her nighty in the way. She kept pumping her hands, this time causing Tess’ length to rub up against Gwen’s belly with every stroke. “So why can’t you?” Gwendolyn cooed, “Can’t you? For me?”
“M-Miri,” Tess moaned.
The name set off some alarms in Gwendolyn’s head. What was that demoness doing? Gwen admittedly liked Miri enough. She’d saved Tess’ life twice. On the flip side, Gwendolyn found it hard to trust Miri after all of the shady things that have been occurring around her. And now? Why couldn’t she just let Gwendolyn and Tess have this moment?
“She won’t—fuck!—let me,” Tess added, “Keeping-... uuhn~.. keeping me f-from-..”
“From cumming?”
Tess nodded, her lips pinched between her teeth as she began to let out little cries. Her hips bucked needfully, desperate for a release that was right on the edge, but just wouldn’t come.
Gwendolyn slowed down, frowning, “Should I stop?” Her hands were still pumping Tess’ dick, but she didn’t want to torture the poor girl if she wouldn’t get any release.
Tess couldn’t stop panting, trying to catch her breath. Her head rolled from side to side, like she was dizzy. Her hair was a mess, spilling out over her pillow. “I want-.. Ha.. haa… I want to cum..” she whimpered, “I want to cum… so, so bad..”
Poor Tess. Gwen thought for a moment and then insisted, “Then let’s get you to cum.” Gwendolyn started up again, her hands twisting as she stroked that big dick in front of her. Her own hips were rolling against Tess’ legs, body bouncing with the force her arms exerted. “You want to make this difficult, Miri?” Gwendolyn whispered, “Well, I don’t like to lose.”
Gwendolyn brought her hands between her legs, moving them through all of her slick juices before bringing those lubricated hands back to Tess’ cock. After spreading what she could all over Tess’ length, Gwen kept one hand on Tess’ crown, pumping those first few inches while the other hand fondled the balls beneath that big girlcock. Tess' hips were twitching and spasming, desperate to get whatever friction was necessary to bypass Miri’s barrier on her orgasm.
“Tess,” Gwendolyn purred, leaning in to look at Tess closely, “Look at me, baby.”
Tess’ eyes blinked open, but they were hazy, lidded and out of focus.
Gwendolyn smiled softly at her with Tess’s cock pressed up between the knight’s breasts. “We’re going to get you to cum, okay? You’re going to get that release you want, just lay back and enjoy yourself,” Gwendolyn tried to sound consoling, but in truth she was battling for it.
“You can cum on me, you know,” Gwen offered, her hands a blur, “Would you like that?” Tess’ hips bucked, and Gwen felt something hot on her collar. She looked down to see Tess’ cock giving small spurts of clear precum. It wasn’t a full orgasm by any means, but it was close.
“Just a little more and then you can let it aaall out,” Gwen whispered encouragingly.
Tess was out of her mind with pleasure, quivering and whimpering pathetically, but there was no orgasm. For a moment, Gwen considered fetching Mairaela. She was certain that one of the Fey’s blowjobs, or a go at her body, would seal the deal if Gwendolyn’s hand was getting close. Hells, the big tittied redhead could wrap Tess in her bust and get her off that way. Why wasn’t Gwen willing to go that far, though? She refused to get Mairaela to bail her out of this.
“Tess, watch me, sweetheart,” Gwen cooed. She didn’t know why she was using such cute names. Maybe that’s how she wanted to be treated, if she were in Tess’ shoes. Either way, she felt it was appropriate, given the situation. Gwendolyn was the caretaker, Tess was the patient. Miri was, as usual, the problem. What a troublesome demon!
Gwen lowered her head, working Tess’ cock with both hands now, palms and fingers gliding up and down that hard shaft with ease. It was a good thing that Gwendolyn was in shape, because even her arms were burning from the effort.
Tess’ eyes flicked open and looked down at Gwendolyn. The Dame dipped her head until it was just above Tess’ cock. Still milking at the big girlcock she’d been massaging for the last half-hour, Gwen opened her mouth wide. She didn’t dip her head lower, but she looked ready to receive whatever Tess was going to give. Tess’ lip quivered, her eyes so focused on Gwendolyn’s mouth. Gwen stuck out her tongue, dipping her head a little lower.
Gwen had about half an inch of Tess’ crown past her wide-open lips when Tess went off. Immediately, Gwendolyn’s mouth was filled with a gush of cream that shot across her tongue. Surprised, the knight lifted her head, only to get another shot across the face. She never stopped milking Tess’ cock, even if she were just moving her arms out of muscle memory by this point. Catching Tess’ lustful gaze, Gwendolyn didn’t back her face away anymore, instead deciding to make it all worth it for the poor girl.
Keeping her face by Tess’ jerking cock, Gwendolyn caught the majority of each jet of cum across her cheeks, forehead, her closed eyes, chin and mouth. Being edged for so long, it was an especially ample and thorough coating applied to Gwendolyn’s face. By the time it was done, Gwendolyn drew back and wiped cum off of her closed eyes so that she could at least see a little bit. Tess was hypnotized by the sight of her, even if her length was slowly softening. Gwendolyn opened her mouth and worked her tongue to push the cum out into her palm, but the taste and smell were going to stick with her for a long, long time after this.