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Erika gives up her ass cherry to save the day.
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Favorited by drtymc , cott786 , deputydogg315 and 23 others
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Erika swallowed. A cold shiver ran through her body. She tried to block out what was about to happen.
"Well..." I said, "I guess you better be ready like he asked when he gets back..."
Tears started to form in her eyes. "I hope this is over with soon." She said.
She went into the middle of the room and started to undo her shorts. Erika was a pretty attractive college girl. She had tan skin and short red hair. She was average height, and while she didn't have the biggest breasts she had a great ass and long legs than led up to it.
I got a good view of it while she started to pull the shorts down over her hips, exposing the blue thong that I bought for her for valentine's day. She hadn't wore this pair of underwear for me yet. We had been fighting for a while and now it's July and we still haven't had sex since Valentine's day. Well maybe not with each other.
The shorts dropped around her ankles and she kicked them off and toward me. I picked them up and held them in my lap. Her thong followed to the floor but stayed around her ankles, as she was ordered. She got down on her knees on the rug in the floor and then leaned forward, placing her head in her arms on the floor.
In this position her ass was up in the air and her face on the floor. Her legs spread and then brought back together under her ass at her ankles where the thong still hung. Her black top pulled down toward her shoulders exposing the matching blue bra. Part of me wondered if she has ever wore these in the past few months. I know she hasn't for me. And how odd she just so happened to have these on tonight.
She was staring me in the eyes for a minute. Then turned her head the other way and covered it with her arms. Soon the door opened again and she turned back toward me to see behind her.
Jake stopped in his tracks when he saw her in this prone position, like a sacrifice at an alter presenting herself to be taken by a beast. And from what I understand and started to see bulging in his pants, is exactly what Jake had waiting for her.
"Damn man. This is like 5 times hotter than I could have imagined it looking! Holy shit let's get started!" He was already undoing his pants.
"Well look man," I started, "She's never been able to do this before. Like, we tried. Be easy on her. Did you find the lube?"
"Yeah about that," He said. "I couldn't find any. I thought my room mate had some in his room but I don't know where he must keep it. I guess you'll just have to get her ready for me."
Oh fuck. You're kidding me. I thought to myself. "Whatever let's get this over with." I said aloud as I got on my knees behind my girlfriend.
"Ew I hate this." She said. "I'm not crazy about it either," I responded.
I placed my hands on her ass cheeks. Even in this spread position he butt cheeks were still plump enough I had to spread them apart to really get to her ass hole. You could barely see it outlined but you had to push those firm cheeks aside to really get into it to do what I was about to.
Keeping them spread I leaned forward and placed my mouth on her star. I kissed it deep and pushed my tongue out trying to stab into it. It hurt my neck to lean unsupported so I grabbed her hips with one hand and pushed her back into me, my tongue plunged deep into orifice and she audibly gasped at the feeling.
I tongue fucked her for a while, being thankful that she always had everything feeling and tasting fresh and clean down there. I could probably eat her out for hours. It sort of tasted like lemons.
I leaned out and stuck a finger in my mouth. Slobbering it up and getting ready to push it in. I started rubbing her asshole with it working it in when Jake stood next to me.
In all this time he had already removed his shorts and underwear and was stroking his cock. It was as big as the rumors. Probably atleast 7 and half inches and so big around you probably couldn't wrap your thumb and finger around it. I thought about how that was gonna destroy her when he reached out to hand me something. It was a bottle of lube.
"Damn this shit is even hotter." Jake was saying. "Sorry man I just need to see how far you're willing to go. Well anyways take this it'll make things go faster."
I sighed and opened the lube. I poured it down her ass crack watching her shiver at the cold substance. I started rubbing her little rosebud, feeling her gasp more as my fingers started to go in nice and easy.
"Alright man get her ready for me."
I closed my eyes just a second and swallowed. I moved to be more on her side. On the opposite side she was still looking up over her shoulder. Her green eyes sparkled with fear and anticipation and resignation. I reached on each side and spread her cheeks open. Jake grabbed his dick in his hand and motioned to the lubricant. I groaned and as he placed his head to her back door I poured it down his long shaft. He rubbed it in himself and then placed his hand behind his tip and started to push. I pulled her cheeks open wide. She put her hand on my leg and was grabbing it for comfort. She pulled in air through her teeth and dug into my leg with her nails as he started to penetrate.
When his head popped in she started yelling "Holy shit! Holy shit! Go slow, stop Oh My God!" With her free hand she reached back and braced her hand against him.
Jake told her "You might as well get used to it. I'll give you a minute."
I reached underneath Erika and felt underneath her bra for her nipple. I undid her bra with my other hand and moved it out of the way. I got on my back sort of underneath her and started suckling on of the tits. I felt her body relax. I was playing with her other nipple with one hand.
"Alright here I come" Jake said. I reached up and started playing with Erika's clit. I felt her body re tense as he started pushing. She started exclaiming, but it was more in gasps. "Okay stop I can't handle this." She said.
"Ah man come on I'm almost halfway in!" Jake said.
She looked into my eyes as I took my mouth away from her tits. "Is there anything I can do?" I said hesitantly. I know what she's gonna say and I'm dreading it.
"Will you eat me out baby?" She said pleadingly.
I sat quietly for a moment before saying "Okay."
"We're gonna have to do some rearranging." I said.
"Well I'm not moving from this position and neither is she." Jake said.
"Oh come on man I'm not doing that." I said.
"Either get between my legs or hers it's your choice dude. I'm not the one asking for money here."
After a moment I told Erika to let me underneath her. She rearranged slightly, spreading her ankles and kicking her thong of. During this Jake pulled out and stood up. I slid on my back underneath her. We were now in the 69 position. Her pussy and already swollen asshole was a few inches above me. Lube was running down her legs slightly. I craned my neck up and started eating her. I felt her thighs tense up in pleasure.
"Here I come, man." Jake said. He squatted back down behind her. "Spread your cheeks Erika."
She did as he was told. Giving up her support and having to place her head into my crotch. I was glad I wasn't getting hard from all this. I was practically in shock down there. I laid back as he started to penetrate her once more. I could see everything. Her hole opening up. I could see her vagina tensing up and the rearranging everything was getting. She grabbed my leg and squeezed it as she squealed and called one of us a motherfucker. I figured it was me.
leaning up to put my mouth back on her vagina, His balls weren't far from my forehead. As I started to rub her clit with my tongue he started to push in and out giving his last few inches. Once he had bottomed out I was applying as much pressure as possible to her and his balls barely grazed my brow.
She was still squeezing my leg but after a moment of us all freezing in that position, she let up.. She let go of the breath she had been holding and was taking short gaspy breathes again.
Jake started to withdraw and the pushed back in slowly. She let out a small squeal and was rubbing her head into my crotch. "Fuck dude." Jake said. "This shit won't take me long at all to cum." I was happy for the relief this statement brought.
He started fucking her, picking up the pace as I kept licking. Erika's breathes started getting deeper and more like moans. As long as she was enjoying it, at least I know he isn't doing permanent damage I thought to myself.
Soon he had really picked up the pace and was plowing my girlfriend. His balls repeatedly slapped my forehead and after a while I just laid back and started fingering her. He started taking up to smacking her ass and taking deep strokes and she was practically screaming. But I guess the good kind of screaming. I hadn't made her scream like that in months. And maybe not even this loud.
Soon I could feel his breath hitch and he started doing irregular strokes trying to keep going. Erika started actually pushing back against him slightly, probably trying to milk him and end this little nightmare.
Soon he grabbed her hips and pulled her in deep making a loud groaning sound and he sprayed my girlfriend's asshole with his cum.
Another man just deposited his seed in my girlfriend's ass. He just practically marked his territory. Claiming her most private parts as his.
Erika didn't seem to upset. Her hips were still pushing back slightly. Evidently she was on the edge of an orgasm.
Jake pulled his cock free from her butthole. Making a slight noise. Her ass was red and a little swollen but went back shut once his head was removed.
"Alright" I said tapping her side. "Let me up."
Before Erika could respond, Jake started, "Wait man. This isn't over. Don't move just yet."
"Her ass? You're kidding me man. No. Nope."
"This can take as long as it wants to but if you want my help, you're eating that spunk out of her ass."
Erika answered for me, "Just get this over with!"
She leaned up putting her ass into my face on the ground.
Erika spread her cheeks open as she sat up. I placed my tongue into her abused anus as she pushed down into my face. She started bouncing up and down and flexing her asshole. I could taste all the sweat and feel it mixed with lube all over my face.
Then it started to come. His wad of cum started to get dislodged and ooze out of her ass. It tasted salty of course. Almost like fruit, though. I opened my mouth and slurped as she pushed it out. It all dropped filling my mouth. She pushed for a second and bounced more and once she felt most of it leave she leaned her ass up.
Erika made a disgusted face as she dismounted my face and turned around and came toward me. She put her mouth over mine as I began spitting out Jake's cum. We are arranged till I was over her, spitting in her mouth and she licked the inside of mine. I pulled back allowing one last dribble of spit and cum to go in her mouth.
She closed her eyes as she gagged slightly, swallowing his cum. She smacked her mouth and she tried to erase the grossed out feeling and look on her face.
"You happy now?" I said. I was humiliated.
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Nervously, Jan replayed the conversation in her head. Had she said too much? Had she somehow given him an unwanted advantage? He had a knack for getting her to admit more than she wanted to, and the way he seemed to file away information in his head made her nervous. Then again, what did she know? When your boyfriend is an older guy -- already finished college! -- you sometimes have to trust that he knows what he's doing.
Well... technically, he never used the word "boyfriend," but they'd been on a few dates and she'd had sex with him on every one, so she knew they had something special, regardless of what he wanted to call it.
The conversation had started out so innocently, and before she knew it they'd been talking about fantasies. And then he somehow got her to admit she'd always wanted to make out with a girl. And not just any girl, he'd managed to get her to admit she had a specific crush on Amber! Amber was Brian's age, and Jan's opposite in so many ways: cropped blonde hair in opposition to Jan's long, brunette do; so confident and outgoing where Jan was shy; tattooed and pierced, while Jan would never consider doing that to herself. It was no wonder Jan wondered what it would be like to kiss Amber; to run her fingers through that short hair.
She already knew Brian's fantasy, he did't have to tell her anything, because he'd never made any secret of it: he wanted to do her in the butt. Gross! She blushed at the thought of it. What kind of girls let guys do them in the butt? (Maybe Amber? Jan quickly pushed the thought out of her head.)
Jan already regretted spilling her secret to Brian. He and Amber were acquaintances, and now she was afraid he might tell. She would be so embarrassed if Amber found out!
He called her that night and suggested they meet at their usual hotel. He said he had a surprise for her. She hated to admit it, but it gave her a secret thrill to be meeting her boyfriend -- or... whatever -- at a hotel . While her other college friends were hooking up in their dorms, trying not to make too much noise or get caught, she was going to a nice hotel, where they could make as much noise as they wanted. Not that she made much noise, she couldn't really bring herself to be loud in bed. But he was so good at cumming at the same time she did, and it always brought a whimper from her.
(Good thing he'd had that vasectomy, so he didn't need to use a condom! He'd been sure to tell her that the first time they had sex. It was especially lucky since he was allergic to latex.)
She put on his favourite black dress and checked herself in the mirror before stepping out the door. Much too short and tight for her liking, it left nothing to the imagination. At least she was lucky to have nice skin, since so much of it was showing at the back! But he liked the dress, and she wanted to please him. She slipped on her high heels and was out the door. It wasn't usual for them to go straight to the hotel, he usually treated her to dinner or a show or something, but she knew this must have something to do with the surprise.
He opened the door with a grin. He took her in his arms and kissed her, and she could feel that he was already hard. She blushed but kissed him back, exploring his tongue with her own. Sex wasn't a big deal with older men, she reasoned, so if he wasn't embarrassed to have an erection she shouldn't be embarrassed either. Soon it would be inside her anyway! She blushed even harder; she was feeling so naughty tonight!
"Come in," he said, shutting the door behind her. "Your surprise is waiting." He led her to the bed and had her lie down. "Close your eyes," he commanded, and she complied immediately. She didn't want to ruin the surprise by peeking, though she was confused when she heard the bathroom door open. What did he need from the bathroom?
As she lay there, eyes closed, wondering what was coming next, he bent over to kiss her, but his kiss was different. Softer, somehow. And she didn't feel his stubble.
As the realization hit her, her eyes flew open and she found herself staring into Amber's baby blue eyes. Amber was smiling when the kiss ended, and reached up to run her fingers through Jan's hair. "Hey baby," she said softly, "I'm your surprise. Want to have some fun?" And before Jan could answer, Amber closed her eyes and kissed her again.
Too surprised to do anything other than kiss Amber back, Jan felt so confused. So warm , and she had to admit that not all of the warmth came from her blush. Amber's kiss was so tender, and her breath was sweet. Her eyes were beautiful.
Amber eventually stopped kissing Jan, and leaned back to show off her flimsy nightie, with nothing underneath. Jan tried not to stare. She'd fantasized about being with Amber, but even in her fantasies she hadn't realized what a sexy body Amber had.
She'd completely forgotten about Brian, and jumped slightly when she heard his voice from behind, right in her ear. "Amber's your surprise," he whispered, lips brushing her earlobe, sending a shiver down her spine, "But you have to do it our way." Jan wasn't sure what "their way" was going to be -- and when had they worked this all out, anyway? -- but the sight of Amber, right there in front of her, so beautiful, so sexy, was working on her. She'd do what they wanted, for now.
Brian didn't need her to answer, he could see by her face that she was along for the ride. He stood before her and reached out his hand. She took it and he helped her up; she almost lost her balance, so dizzy from Amber's kiss. He stood behind her, and over her shoulder he asked Amber, "Want to see what you're in for?"
"Oh yes I do," Amber responded. She sat in the chair by the bed, crossed her slender legs, and waited for Brian to unwrap Jan for her.
Jan was standing right in front of Amber, Brian behind her, so when he reached down and pulled the dress up over her head, Amber had a perfect view of Jan's trim body. In an instant she saw Jan's perfect breasts -- Jan didn't like to wear a bra in that skimpy dress, though the lack of one made her feel a bit... dirty -- and her black, v-cut panties. Jan instinctively wrapped an arm over her breasts, but not before Amber noticed how erect Jan's nipples were. Jan was also blushing, and blushed even deeper when Amber said, "My god, Brian, she's incredible!"
Jan wasn't sure she liked being judged like a... like a stripper , but the compliment from Amber definitely made her feel good. The rush of blood she felt extended all the way to her nether regions.
"Your turn, Amber," Brian said, at which point Amber got up from the chair and discarded her nightie. Her nipples were also erect, and Jan allowed herself a moment to picture what it might be like to take one into her mouth.
Amber came back up to Jan, placed her hands on Jan's waist, and kissed her again befor
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