Little sister seeks anal ‘advice’ from older brother

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“Mae listen to me. You need to try and calm down, wriggling like that is just going to make it worse.” He sat cross legged on the ground with her, and pulled her head into his lap. Mae bit into his thigh and sobbed lightly, a single tear running down her face. Logan brushed his hands through her sweat streaked hair. Her breathing started to slow as she focussed on Logan’s touch.

After a few minutes, she had her bare legs curled up, and was holding her brother’s thigh like a piece of driftwood at sea. She could hear more clearly when he spoke this time.

“Ok, we need to get you on your feet. You can use the bed for support. Can you move for me sis?” He looked at her, and she nodded. Logan helped her to her knees.

“Aaaaaaaaaah.” The new position hurt her, and Logan had to support her dead weight.

“It’s alright, just a little more.” He guided her arms to the bed and continued supporting her upper body. “Now put your feet under you, and get into a squat. Don’t worry I’ll be holding you.”

Mae was terrified of putting weight on her feet, but again she trusted her big brother. With his support she barely had to carry any of her own weight. As soon as she was in a squatted position at the end of the bed, she felt an instant relief of pressure.

“Oh god that’s so much better.” She could speak now. Logan was rubbing up and down her back.

“Good girl. The hard part’s over.” Logan looked down, her dress had fallen back over her ass. “Mae I’m gonna need to take this off you to help you. Ok?”

“Just do it.” Mae had no energy to waste on her inhibitions. Logan hauled her dress up to her shoulder, and helped each arm out from the straps. Without a bra her boobs fell with gravity, her alert nipples swaying against the edge of the bed. What a sight before Logan. His little sister’s legs spread in a squat, as if she was getting ready to straddle a lover. Her whole body was tense, showing her toned muscles through her back and down to her legs. This was no help to his protruding bulge.

He knelt behind her and examined the lodged plug closer. “Can you try push it out Mae, like you’re doing a number two? Only gently though.” He stressed the last part, as Mae had a knack for rushing through things.

Mae tried to push but it didn’t budge. “It’s stuck.”

“Ok, I’m going to touch you, it might feel strange but you need to trust me.”

Mae didn’t care, she just wanted the thing out of her. However, once her brother’s hands spread her cheeks, she was transported back to her fantasy of him fucking her. It distracted her from the pain. She hoped he wouldn’t stop touching her. He did for a second, but only to add some lube to his fingers.

“Please don’t go.” She clutched one of his arms, nearly losing balance.

“It’s alright sis, I’m not going anywhere.” He reassured her, and returned his attention to her lower region.

Mae calmed down once his hands were where they belonged. She focused on them massaging around her hole, gently circling the plug. The sensation was so pleasurable that she no longer remembered the pain.

“Mmmmm” She moaned, closing her eyes. She continued to enjoy the smooth circles as they increased in pressure. Her hole puckered, and the plug shifted.

“She’s ready. Ok, now on the count of three, I want you to push gently, just like before.” He continued rubbing “One, two, three.”

Mae pushed but she didn’t expect Logan to pull at the same time. “Haaaaaaaaaaaaaaaaa!” There was a popping sound coupled with a two seconds of intense stinging, then instant relief. She fell to the ground, and Logan guided her into his lap.

The top of her head was against his belly, and she was resting over his crotch. She didn’t realize yet, but the uncomfortable protrusion behind her was indeed his cock.

Logan held the medium sized plug in the air, Mae looked up at it panting. “You didn’t go slow” Logan told her in a disapproving tone.

“I thought I could do it.” Her voice was sweet. Lying naked in her brother’s lap, resting her aching hole. Logan placed a hand on her belly, rubbing her navel area, and tossed the plug on the bed.

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