Chapter 8- Anal Adventures
I let them get out of the spa first, just to see their bodies, then follow them in with an aching hard-on. I hadn't brought out any towels, not on purpose, just worked out that way. Watch the two trot across the carpet, and I can't keep from smiling, as my dick twitches. They dry each other off, then both dry me off when I get in there.
"We're going to start you off with a massage, back first, then front." Josie kisses Jen, then takes her hand and leads her to the bed. "Up next, a nice orally stimulated orgasm, then a good slow fuck from Paulie." Jen initiates a kiss with Josie, and Josie reaches around and massages Jen's bottom. "Finally, we're going to have to work on your cherry rosebud, before Paul fucks you in the ass, while I eat your pussy." She pats the bed. "Come on Baby doll, you can really enjoy this if you trust and love your partners."
"God, I'm soaked already," Jen proclaims, kneeling on the bed. "I trust and love you both."
Josie helps her lay down on her stomach, then takes her shoulders and head, while I start at her feet. Jen automatically spreads her legs to give me a good view, as I rub her calves and up her thighs in long, slow strokes. Josie is doing the middle of her back, and Jen is loving it, moaning and practically limp laying there.
I keep my thumbs in her crack squeezing her soft flesh between her inner thigh up to the top of her ass. Running my thumbs up and down the crack, with her getting wetter and wetter. Her little bottom is rising up and down, wanting the pleasure of that pressure on her muscles. Josie is at her side playing with Jen's breast, as our little girl raises that side up off the bed.
With my hands at the lowest part of her pussy, I lean in and stick my tongue in her ass, and she pushes back into my face. Josie lets it go on for a bit, then informs us, "Time for the other side, Baby doll. Roll over."
"Uh-uh, I like this."
"Roll over," Josie taps Jen's shoulder, "baby girl."
"Oh, this feels so fine. I can'tβ" I pull away and Jen begs, "Paulie, please don't stop."
"He'll start again, when you roll over, little sister." I freeze when I hear that, and Jen tenses up as well. She rolls over and Josie immediately starts on her breasts, takes me a little longer before I start at her knees.
We give her a gentle massage in silence, and I'm soon up to her thighs. Josie leans over and whispers, "You need to spread your lovely legs wider girlie, so Paulie can get back on that sweet pussy of yours." She spreads her legs, as Josie kisses her.
It's the first time I have her clit in my mouth tonight, well since getting back from dinner, and it's much different than Josie's. I can stick it in my mouth and roll it around, sending her up the wall. She's almost there and I let go, making her come back. Lick the outer sides of her labia, which are swollen and red, then run my tongue inside, gathering up the sweetness she is producing. It's clear, much thinner than Josie's, and nowhere near as strong.
She moans louder and I run my tongue in her slit again, this time starting farther down and going deeper in, ending up with running my tongue across her clit. She pushes her pussy into my face trying to make better contact with her clit. Josie gets up and straddles Jen's face, then bends over and grabs Jen's legs and picks them up.
She sits upright and brings Jen's legs all the way back to her shoulders, then spreads them wide telling me, "Now lick her from bottom to top." Jen's ass and pussy are totally exposed, as Josie lowers herself onto Jen's eager tongue.
I slide my tongue into her ass, getting a well muffled moan from Jen. Pump it in and out, then lick all the way up to her clit. Work it over, before I slowly make my way back down to her asshole. She's trying to buck up against me, but can't in this position, so she's frantically wiggling her butt.
Spend a good deal of time sliding my tongue in and out of her anus. Replace it with a finger and go back to eating pussy. Do not stay long and I'm up sucking on her clit, sliding two fingers in her sopping wet pussy. Josie raises up and it doesn't take long for Jen to begin her orgasm. Fluid starts flowing down my fingers collecting in my palm.
With her orgasm over I withdraw my fingers and sit up. Josie winks at me. "Don't give our baby too much of a breather, stuff that gorgeous dick of yours in her tight little pussy."
Align myself with her pussy as Josie cups Jen's mons, and opens her pussy with two fingers. Get half in and her muscles tense slowing my progress and Jen lets out a gasp. Back up and push forward again, much slower and not as far. Because of her muscle spasms it takes three more times to get fully in her. Josie's hand is tapping away at her pussy and sliding those two fingers up either side of my dick. Judging by her hard breathing it isn't going to take Jen long before climaxing again. I'm right, a handful of strokes later she's squealing with joy, and her pussy muscles are back in spasms.
"Not yet Paul," Josie advises, "save it for her cute virgin bottom."
Pull out, and I do not have any trouble getting Jen to roll over now. I'm tonguing her again and Josie instructs, "Paulie, you're going to have to get two fingers in her, before you can even attempt your dick. Make sure they're good and slicked up. Jen dear, relax as much as you can, it's the key to pleasure. There's going to be a tightness, but it'll pass. If he's going too fast tell him to stop, and we'll wait for you to get ready, or start over."
Switch tongue for finger, and it went in all the way without a problem. I kind of push against the wall here and there, then pull my finger out. Run two fingers up and down her slit while tonguing her again. "Time to get up on all fours, baby sister." Josie kisses Jen. "You're going to get your first butt-fucking, and I know it's going to be the greatest."
This time it didn't bother either of us, and Jen is quickly on all fours. Josie pushes a leg farther out to give me better access, then crawls under and starts on her nipples, but slides two fingers in her soaked pussy as well.
I start with rubbing two fingers around her anus, then gently pushing in. They do not go, so I do it again, this time slightly harder, and they push past the muscle without too much trouble. Jen lets out a low groan, but doesn't complain. Wait a bit, then I push them in up to the first knuckle, and still there's no problem. Wiggle them around, and she seems to like that. Push them in as far as they can go, slowly, ready to stop as soon as she tenses. I wait til Josie crawls between my legs and starts licking Jen's pussy before I commence pumping my two fingers in and out of her butt, pushing to this side and that. Jen's really starting to moan, but I'm not sure from which one of us. Things are going good and I'm thinking she's ready for my dick, and pull out my fingers.
"You can't have it too lubed up for her. Messier the better," Josie says, getting Jen to start whining and shaking her butt. "You have plenty here, or you can give her a good lick andβ"
"Your tongue please, it feels so good, my loving Paulie." Jen wheezes, "Please, spoil me like you always do, your tongue again, please."
We both go back to pleasing Jen, with our tongues, and she lets us know it, by mumbling into Josie's pussy, "Oh god, Paulie. Oh god, Josie. It all feels so good. I love it. I love both of you so much." She's humping Josie's face. "Paul fuck my ass. I'm ready now. Fuck me, please take my virgin bottom."
"Run your dick in and out of her pussy. Three or four good strokes, then you're ready," Josie adds, "if you're hard."
"Oh I'm hard! Been that way the entire night servicing you two lovely ladies." Still did what Josie told me, and my dick slides in her pussy on the first thrust.
"Well we certainly appreciate it, and just want you to keep up the good work."
"Uh-huh, good," Jen concurs with Josie, or I think that's what she meant.
After five thrusts into her hot tight pussy I'm ready for the nickname slick dick. With cock in hand I run it up and down the crack several times, putting a little pressure every time I pass her rosebud. Take aim and hit the target, feeling it give some, but not enter. Back up and do it again, producing the same result.
"No ramming Paulie! It just makes her tense up." Josie comes to my aid, "Line it up, gently press into it and move the head in a circular pattern, it helps her relax. You can feel it give a little, just keep adding pressure and circling, making sure she is wet enough."
Follow the directions and in no time the head slips past the tight ring, and Jen lets out a short gasp. I stop, rub her back, then revert to barely pushing it in, waiting and doing it again. Isn't too long and I have near six inches in. Start pumping the six inches in and out of her, after three pumps push forward and get nearly my entire length in her.
Sounds like Josie is going to town, and Jen's loving it. Jen's ass is starting to buck back and forth. It's time to bottom this prick out. I push forward all the way to my balls, they're now resting on Jen's pussy, or actually Josie's chin.
"Start slow," Josie says, "You might slide more lube on your joint."
Reach between us and I get a handful of girl goo, pull my dick out rubbing the cum on my shaft. Am ready so I slowly go forward, all the way with no trouble. Jen's moaning loud, but from liking it. I pull out, and immediately go back in faster.
Jen groans, "Faster, fuck me faster."
Neither have given me bad advice as of yet, so I do as told. I think she's so tight it's harder on my dick than on her. It's so damn hot. I put a little more lube on it, then start a decent stroke. Am getting my stroke down, and I think Jen's squealing, "Cum, I'm going to cum. Oh god damn, I love you two." But, it's partially muffled by pussy.
Finally her prediction comes true and she cums, making her legs shake and hands claw at the blankets. Friction is too much, and grunting I go off deep in her ass. In mid orgasm her ass is clutching my dick and squeezing the piss out of it. Now I have plenty of lube, but can't move. She lets up and I start pumping into her again, which sends her off cumming again. Her clutching muscles milk my dick dry. It finally pops out, and Jen gives a loud earthy growl. Josie slides up and starts eating her ass, which starts contracting and quickly closes up. Well closes better, it's still open an inch, but that's a far cry from two and a half.
I use one of the wet towels to take some of the heat out of my dick, or at least try to. It doesn't take long for Jen to become overly-sensitive and she rolls on her back, doing nothing more than panting.
Josie scrambles up and gives me a sloppy kiss. "You're the absolute greatest. She never even hurt a little. I know her ass was tighter than her pussy, that's no little feat you just pulled off, not with that pecker." She hugs me and kisses me, giving me plenty of tongue. "I'm so happy our Baby doll had a pleasurable sexual experience, and she never has too worry about being hurt. One bad anal experience, and most never try a second."
"Had a lot of help," I try deflecting the praise. "I never could've done it without you. Hope you're planning on teaching after college, you'd make a fantastic one."