Tails had known for a few days that there had been something brewing in Cosmo's head, some idea or plan. He hadn't pressed her on it, trusting that she would tell him when it was time. When she brought him into the living room, having him sit on the couch while Cream the rabbit entered the room looking equal parts excited and nervous, he was starting to get a good idea of what she was up to.
"As much as I love the time we have together, I can't handle it all on my own," Cosmo explained, "I have to rest, and you'll start to be unsatisfied when we're done. So.. I asked Cream if she could help me out with the problem, and she agreed."
"Are you two sure about this?" Tails asked skeptically. Both of them nodded in agreement, a shared grin on their faces.
"So long as it's alright with you.." Cream said, looking down slightly. Tails smiled, "Well then, let's see what you can do~"
Cream blushed deeply as she undressed for Tails and Cosmo. Her body wasn't as developed as the plant girl's, though even if it had been it would have been hard for the fox to notice it. She pulled her dress off and allowed her bra and panties to slide off her body. She let them look her over for a moment, gratified to see Tails' member waking up from the sight of her naked form as she walked over to him, getting to her knees in front of him and taking hold of his growing stiffness.
Tails moaned softly as Cream began to work both of her hands up and down along his rod, watching as it reached full hardness. Her legs squirmed against each other for a moment as she continued to pump his cock with her hands. She was clearly inexperienced, but as she relaxed and kept going, Tails' moans grew even louder from her efforts on his rod, even getting him to leak precum fairly quickly.
Cosmo smiled when she saw this, "Give his tip a kiss." She instructed. Cream nodded, leaning in and kissing the tip of his cock, gently at first, then holding it as Cosmo instructed her to kiss it harder, using her tongue. Tails groaned, member twitching as he felt Cream's tongue brushing against the head of his rod, licking the gathering precum and bringing it into her mouth.
She seemed to enjoy the taste of it, as she didn't stop when she started getting more of it inside of her mouth, and if anything even seemed to be getting more into it as she went. Her grip on his shaft tightened as she kissed and licked at the slit of his tip, even starting to suck on it to bring out more of the tasty warm fluid out of him as he enjoyed the sensation of it.
Seeing this, Cosmo told the rabbit girl to keep going, and to move her head down to take more of it. Cream listened, pushing her head down lower to take his member more into her mouth. She sucked on the thick hardness in her mouth, sucking harder when she heard Tails' moan of pleasure at the feeling of her soft, warm mouth wrapped around his mouth and sucking for more.
She pushed her head even lower, taking more of his shaft inch by inch as Cosmo's praise and Tails' signs of enjoyment urged her on more and more until she was passing the halfway point. She gagged lightly when she felt his cock pushing into her throat, and wasn't sure what she could do to get him any deeper. She tried twice more to go deeper, both depressingly failed attempts.
Half wanting to help show her what to do, half just needing the sheath his erection before the building pressure in his balls grew too much for him, Tails put a hand on the back of Cream's head and pushed her down, forcing the rest of his cock down her throat suddenly. She gagged and choked lightly on his cock, unable to lift her head as Tails groaned in pleasure, cock pulsing inside of her lovely throat.
When Cream had relaxed, finding that she could still breath through her nose and her gag reflex was successfully suppressed for now, Tails moved his head, letting her move it back up. "Sorry," Tails said, apologizing slightly sheepishly for the action, "Couldn't wait any longer." He was glad to see that Cream didn't seem to mind, not even stopping to reply as the moment her head was at the top of his rod, it started moving back down again to take him to the base as she sucked on it, stroking whatever wasn't in her mouth.
Tails felt his balls tighten when her oral work finally got him close, and he gave her a warning a few moments before his cum started flooding down her throat, filling up her mouth before spilling out and plastering across her cute little face. Tails sighed in relief as his climax finished, looking happily at the painted bunny, currently swallowing down all the cream he'd given her, which Tails nearly chuckled at the thought of.
Cosmo giggled, grinning at Cream's choice to leave some of the seed on her face, rubbing it into her fur in an attempt to show off sexiness for Tails. She didn't need to, Tails had already decided that she was definitely someone he wanted with him and Cosmo, but the motion did assure that he wasn't done with her just yet, pulling her up into his lap with his hardened length pressing against her pussy.
"Show me how well you can ride it~" Tails said, Cream's blush returning as she nodded, lowering herself slowly onto the length. They both began to moan again as she did, Tails from the warmth, and more importantly the incredible tightness of Cream's pussy as she lowered herself onto him, Cream of the feeling of his thick cock entering her deeper with each movement she made, every moment a new rush of pleasure flowing through her from her sensitive slit.
Tails was expecting from what he knew about Cream to have to stop when he hit her wall and brace her for her being broken in, but was surprised when she took him all the way to the base without reaching any. Cream had her eyes shut tight as she focused on not being overwhelmed by the building sensation within her, hands on Tails' shoulders as she started to move her hips.
"Not your first time?" Tails asked, surprised.
"F-first with a g-guy," Cream admitted, barely getting the words out as she tried to ride his rod, "B-but not my first ever. M-Marine and I.. She started showing me things awhile ago, fun things."
This was news to Tails. "And you think she'll be okay with you being here?"
"She said it's fine so long as I come back and visit her often, at least three times a week." Cream explained.
Tails grinned as his hands moved to Cream's hips, pulling them down hard as his hips thrust up into her, making the rabbit girl yelp out in pleasure as she as bounced on his rod.
"Well why don't you invite her back here~?" He asked, whispering sensually into her ear, "Because I don't think you're gonna be leaving here any time soon~" He added, sending an aroused shiver up her spine as he continued to thrust up into her.
From the moans he could hear behind the couch, Tails figured that Cosmo was trying to satisfy herself with the show, and she'd probably need more attention after he was done with Cream. He smiled, starting now to understand the appeal to her idea.
