July 11, 2014: Initiating Sheryl

After Sheryl and I returned from the gym, Molly had us busy in the kitchen preparing things for her swim party. In addition to her and Marianne, we knew that Julie, Kristen and Cristal, plus Stephanie and Mia were coming over. After we showered, Molly dressed us like two bimbos in the skimpiest of bikinis and heels. We greeted the girls as they arrived, shared hugs and kisses with and endured some mildly degrading remarks. 

By 4:00, everyone arrived and the girls frolicked in the pool, sunned on chaise lounges while Sheryl and I served them drinks and snacks. There was no talk about sex other than a few cutting remarks about how cool it was to have us serving them as if we were two pool attendants at their beck and call, We all knew where this was headed and it was just a matter of time before the real purpose of the afternoon blossomed.   The longer Molly postponed the action, the more keyed up Sheryl and I became, particularly Sheryl. 

Finally around 6:00, Molly told us to go inside, get the toy bag from upstairs, bring it to the rec room and wait there while they talked. I got the bag and we nervously paced around. Sheryl told me she was about to come unglued and wished somebody would do something and get it over. In about ten minutes, they came inside with these smirky grins on their faces. Molly told me to get rid of my bikini, leave the heels on then take Sheryl's bikini off. I stripped then took Sheryl's bikini off. Except for some snickers and giggles, nobody said anything for a moment. 

Molly told Stephanie to tie me up; she quickly worked her magic and tied my hands behind me, roped my upper arms against my body and tied my tits. Sheryl had this look of sheer angst on her face and was visibly shaking while she watched. Molly threatened her mom that if she didn't do everything exactly as she said then she'd have Stephanie tie her up the same way. Sheryl, who is not fond of bondage, told Molly she got it. 

Molly spread beach towels on the floor and told her mom to lie down on her back. As soon as she did, Molly stood over her facing her moms prone body with her feet on either side of Sheryl's head. She told Sheryl to grab her (Molly's) ankles and not let go, then, raise her legs straight up toward the ceiling. When she did, Molly grabbed her mom’s ankles, pulled her legs back and separated them, leaving her ass and cunt fully exposed. The girls gathered closer and gawked. I was standing about 5-6 feet away and saw Sheryl turn beet red. To my knowledge. I don't think she'd ever been so exposed to so many girls.

They talked about Sheryl's soaked cunt and exposed asshole. Molly separated her mom’s legs and told me to come over here, kneel and eat her mom. She added for me not to rush it but I'd make her cumm. Stephanie helped me kneel and forced my face down into Sheryl's cunt. I started licking her pussy and ass while Molly taunted us, telling the girls to look at these two old whores showing off for them. The girls picked-up on the verbal and called us everything they could think of. Sheryl was soaked, I don't think I've ever experienced her being so wet. A time or two, Molly told me to slow down that she wanted her mom to savor every moment. 

Stephanie rubbed her toes against my cunt as I licked then slowly teased me with a vibe. By now, Sheryl was building up and so was I. Molly said neither of us would cumm until the other one was ready. I nodded. Stephanie kept working my ass and cunt and I licked Sheryl like there was no tomorrow. Molly asked us if we were ready, Sheryl said yes, I nodded, too. Molly told us to hold off. She asked her mom if she was going to be a good little whore and show her friends how she could cumm. Sheryl said yes. We kept going until Molly yelled at us to cumm. Sheryl screamed, cried and exploded then I moaned like some bellowing cow and came with her. 

I don't know how Sheryl felt at that moment but I felt like the entire earth moved in pure debauchery and my brain encompassed the whole universe. (Sheryl later told me she felt the same.) Molly dribbled some piss on her mom then told me us to kiss. I wiggled forward until we were face-to-face and kissed. 

Molly released her mom’s legs, stepped back and told us to continue kissing. There were more comments about the two old whores on the floor. Sheryl was in tears, which I took as a sign of complete surrender. Molly asked her mom if she was ready to eat some pussy; she nodded. Stephanie pulled me to my knees and Molly had Sheryl get in her knees. She told both of us to piss on the towels in front of the girls. We did. 

Molly had her mom lie down again on the piss soaked towels then she took her bottoms off and straddled her mom’s face. She told mom to eat her nice and slow. She kept asking her how it felt to suck her daughter off in front of her friends. Sheryl would go nuts and beg for more; Molly though, only gave her what she wanted to have and dragged it out, asking her mom how her pussy tasted, anything she could think of to deepen the humiliation and insanity.  After what seemed an eternity to me and probably longer to Sheryl, Molly came, soaking her mom’s face. She took her sweet time getting off her moms face, asking if she wanted to cumm again, Sheryl begged to. Molly turned to the girls and said mom needs some help, come get her. 

Cristal said she'd dreamed of this day, that she'd always though Sheryl was a really cool mom but she also thought Sheryl had crushed on her. Sheryl admitted she had, swore at her and grabbed for Cristals hips. Cristal called her a greedy bitch then squatted over her face. Kristen and Julie vied for her pussy, fingering, fisting and rubbing her clit all at the same time. Sheryl came again in probably no more than 60 seconds but they kept on. 

Stephanie had me a few steps away on my knees in front of a wicker chair and had me eat her. Occasionally, I'd glance at Sheryl and saw Kristen then Julie and Mia take turns on Sheryl's face. I sucked off Stephanie then Marianne. By now the girls who were not riding Sheryl's face were fingering and fisting her pussy or twisting and sucking her nipples. 

But the girls, too, spaced things out. Sometimes it seemed they gave her more than she could process then they'd back off and tease her. Sheryl would beg. To me, she was out of it and in another world.  She came several times.

As for me, Cristal came to me and I sucked her as well as Kristen, Mia and Marianne. There was no reason to keep me tied but Stephanie refused to release me, saying I was more responsive when I was tied. That's probably true to some degree. 

They made Sheryl pee again, too, then moved her from the piss and cumm soaked towels on the floor to an end table. They put her on her elbows and knees, with her legs splayed out so her ass hung over the end of the table. Molly had a strappy and came behind her mom and had her beg to get fucked. She told her mom that her ass now belonged to the entire inner circle and they'd have her anytime they wanted. Sheryl acknowledged it and actually reached back to bring the dildo against her asshole. Molly slapped her hand away then rammed her pussy. She fucked Sheryl to another cumm and after she'd ebbed, slid the dildo into her ass. The other girls were rubbing Sheryl back, playing with her hair and stroking her dangling breasts.   

The girls used the other dildo to fuck Sheryl. Molly and Stephanie pushed me to the floor on my tummy, raised my hips, ass fucked me and pinched my clit until I came. Cristal also fucked me. When Molly and Stephanie went over to watch Sheryl, Cristal, in the heat of fucking me, said she intended to make both of us her whores. She said we were easy to figure out and dumb as a box of rocks. As long as there was free pussy, we didn't care what else happened. 

Every girl fucked Sheryl, either in the ass or pussy. Cristal, Julie and Stephanie took both her holes. Despite my own moaning’s, I kept hearing Sheryl begging for girl cock up her ass. Stephanie and Julie fucked her ass again. Stephanie also took a short whip and flailed her ass until welts appeared. 

Sometime after dark, Sheryl was pretty well fucked out. They untied me and I went to her and held her, kissed her. I noticed her pussy was as swollen and red as I've ever seen it. Molly couldn't resist pissing on us. Then all of them marched both of us out to the pool and threw us in to get the stink off us. They jumped in and did lots of hugging and rubbing us. When we got out, Cristal found Sheryl again and hugged her. They kissed until Cristal told her she wanted to fuck her again. Sheryl said she was swollen and sore but Cristal demanded that Sheryl get the strappy and lube. She fucked her pussy right there on the pool deck. 

Stephanie had the other strappy and fucked Mia. Then she summoned Marianne over and tied her huge breasts and put her on all fours by the pool. She fucked her with a vengeance and slapped her bound tits. This became so noisy she had to gag Marianne. I was cuddled with Molly on a chaise lounge and watched both of these fuckings. When Cristal finished with Sheryl, Kristen came over and had Sheryl eat her again. She also made Sheryl promise they'd do a getaway weekend, just the three of them. 

All of us went inside. Molly and Julie helped Sheryl to bed and I went back out and cleaned up all the mess, leftover food, empty drink cups, etc. Sometime around 11:00, Julie and I went to bed. I presumed Sheryl was in bed but I don't know with who. I sucked Julie's tits and pussy until she came. She rubbed me off while I played with her tits then we cuddled for the night. 

No one went home that night. The next morning people staggered out for coffee and whatever. There wasn't any sex at first until Sheryl got her second wind and ate Cristal and Marianne. Kristen fucked me also. After that, people gradually filtered out.