This is the second part of the 'Helping out girlfriend's sister' series. You don't really need to have read the first part to follow the story. But you might enjoy the build up a bit better if you decide to go through that one first.
****
I was half asleep. Curled up on my side in bed, drifting off. Exhausted from the day.
Jess, my girlfriend's sister, had left only a few hours earlier. She'd spent the day with me, practising her massage techniques for her professional course, while my girlfriend Jen was at work. She wasn't due back till close to midnight, so it had just been me and Jess all day.
I had fully expected to be just a 'body' for Jess to hone her skills on. What I hadn't expected, was for her to have forced me to help with some other skills.
Ones that left me both mentally and physically drained.
I tried not to think about her curvy, naked, tattooed body, covered in massage oil as I now laid in bed. Her large, bouncy tits as she shook them in my face. Her big, shapely ass that clapped as she rode me. I couldn't deny that I enjoyed thinking about her. But I immediately felt guilty for what I had allowed to happen to me.
And what I had done later that afternoon.
Yes Jess had been adamant about using me. But I hadn't put up much of a fight to be fair. And my cock had seemed more than willing to oblige her. I knew it was wrong. But God it felt so good.
All these thoughts were getting me hard again. Fuck, what was wrong with me?!
Just then, I felt a hand cup my ass. Giving it a squeeze, it slowly drifted over my hips and rested on my cock. And then started to lazily rub the tip of my head.
"Someone's in a good mood," a familiar voice whispered behind me.
It was Jen. When did she get home and climb into bed? I must have fallen asleep at some point. Maybe the blowjob I had hinted at when she left for work was about to happen? But even as she continued to softly stroke my cock through the fabric of my boxer shorts, before easing it out of the opening and taking it in her hand, my mind went back to earlier that afternoon. After Jess had just ridden me to an oily, wet explosion.
***
Jess was bent over, her ass in the air and my cum dribbling out her pussy, down the top of her thigh. She was rummaging again in her bag. I was still sat on her massage table, my cock semi hard but my balls now empty. I was looking at the glorious sight I'm front of me.
She looked round, her big ass still facing me and saw me looking. She smirked. Then as she was searching in her bag, she shook her ass. Her big ass cheeks wobbled and slapped together, ripples moving with each twerk.
My cock twitched.
Still shaking her ass, Jess pulled a hand out of her bag and spanked herself. Once. Twice. Three times. I couldn't look away. Each slap sent shockwaves across her cheeks.
My cock twitched again and started to grow.
Jess stood up, in all her tattooed, curvy, naked glory. I had gotten to know some of these tattoos up close and personal. Especially those she didn't usually have on show. As she walked over to me, I realised I hadn't really thought of them as a turn on in general. Plenty of women had them and they didn't really do much for me. But God, I'd never be able to look at Jess's ever again. They were ticking all the right boxes. And stirring all the right sensations.
She towered over me. She reached out and gently caressed my cock. I winced, still sensitive having just cum ten minutes earlier.
"Well, seems someone's ready for round 2," she smiled, slowly jerking my cock.
I moaned in response. After a few more strokes, the worst of the sensitivity was gone. Replaced with my rock hard cock, ready and willing to do whatever Jess asked. Or demanded.
The guilt of what I was doing to Jen though washed over me. I'd never cheated on anyone before. And here I was, doing it for the first time, quite literally, with my girlfriend's sister. I tried to shift away, my cock betraying the shame I was feeling. I knew that nothing could happen again. I had to put a stop to this. I pulled my cock away from her grasp.
"Jess, we can't do that again. It's not fair on Jen," I said, trying not to look at the inked goddess standing in front of me. "What we did was wrong."
Jess grabbed my cock again and smiled. A wicked smile.
"Was it really that wrong?" she purred, slowly stroking me. "You think we just end it here? You get to come inside me and then call it quits?"
She squeezed a little harder and stroked a little faster.
"You drool over my ass as soon as I walk in here. Get hard while I'm massaging you." She was getting louder with each sentence. Punctuating what she was saying with stiff, hard jerks.
"You take off my clothes. Lick my ass, beg me to fuck you and cum in my pussy? Then say it was all a mistake?"
She squeezed my cock in a vice like grip. All sensuality had now disappeared in her hand job. She was tugging angrily.
"Jess, you're hurting..."
"I just came over to get some massage practise in. Pass my course. Start a new career."
She took my balls in her other hand. Then gave them a full on squeeze. I yelped out in pain.
"But you. You got what you wanted and then go to throw me out like a dirty old tissue?"
"It wasn't like that,"
"Fuck. That."
"But you came on to me. I..."
With one last squeeze of my balls, she let go. She tugged hard on my cock and let go of that too. I was relieved to no longer be in pain. But had a feeling it wouldn't last.
"I was going to suggest something fun," she said. "You make me cum in return and really enjoy yourself. But now? Oh boy. Now I'll make you work for it. Stand up and place your hands on the table."
I didn't know what to do. Jess was taller than me. Even more so with me sitting down on the table. And as she'd already shown, she could easily rough handle me if she wanted to. I got the feeling resisting wasn't really an option. I reluctantly got up and turned round. I bent over slightly, resting my hands on the table's surface.
She pushed herself up against me, her tits squeezing into my back and her hips pushing into mine. Her hands came round my front and wandered over me. Across my stomach and down to my cock. She grazed my hardness with her fingernails, tracing a line up and down it.
She went to wrap her fingers around my cock, lightly. Teasing me, it throbbing in the palm of her hand. Even though she'd just brutalised it, my cock was still apparently more than willing to do whatever she wanted. I was too mesmerised to move. As if I was an onlooker, watching what this oiled up, curvy seductress was doing.
"Lie down on the table," she whispered gently into my ear. Then, a little more forcefully: "Now."
I climbed up and lay down on my back. She wandered over to stand above my head. I looked up and saw the underside of her tits, her tattoos highlighted her curves. I could see her nipples poking out. She had a bottle of massage oil and poured some onto her tits and rubbed it in. She glided her hands over her body: her stomach, her thick thighs, her curvy ass. She then finished with a quick play with her pussy and glided her hand in between her ass cheeks. She was now ready with a full body oil rubdown.
With her still oily hands, she ran them over my chest. Circling my nipples, she rubbed my pecs and then before I knew what was going on, she climbed up over me. My arms were pinned underneath as she positioned her pussy and asshole inches from my face. I got up close with the cum still in her pussy, slowly dripping out with each movement. A bit landed on my chin. She then ran a hand down my stomach, towards the base of my cock, which was standing to attention.
"I'm going to sit on your face now, and your going to make me cum," she said, matter of fact. As if she was telling me she wanted me to go out and buy milk. "The longer you take, the longer I'll stay sat down."
While initially that didn't sound like such a bad idea, I soon realised what she meant. As her wet pussy clamped down on my mouth, her asshole covered my nose. And her ass cheeks sat either side of my face.
With all the oil and cum, she was making it hard to breathe. I tried taking a breath but all I could manage was a few short ones in the sloppy mess.
"If you want me off, you're going to have to start eating me out," she giggled. And with that, she shook her whole ass, smacking my face with her cheeks.
I was struggled to breathe properly, I figured that I better make a start. The faster I got to to work, I thought to myself, the quicker she would get off my face and I'd be able to breathe again.
I opened my mouth and stuck out my tongue out, sliding over her clit. And started lapping at her swollen button. I made my tongue flat, and took long, slow licks. And then switched up with quick, hard prodding. She moaned in response and jiggled her ass again. My nose had slipped and was now rubbing her lips. The top of my nose moving up and down, the oil and my cum making it easier to glide over, as my tongue worked her clit.
She started grinding her hips against my mouth. I stiffened my tongue, concentrating on her clit more. I then probed her wet pussy with my nose. She sighed, a heavy, breathy moan. My cock, still standing to attention, leaked pre cum as her hand just stayed at its base. Even though I couldn't move my arms much, I tried to reach for my cock to give it a quick stroke. She batted me away and she grinded a little harder, my nose going deeper into her wet slit.
"Uh uh," she sighed, referring to me trying to touch myself. I was getting so turned on - and struggling to breathe - that not being able to do anything about it was driving me crazy.
I then felt a warm wetness enclose around my cock, as she took me in her mouth. She slowly bobbed up and down, my cock finally getting the attention it craved. I raised my hips up slightly but no sooner had I moved, Jess quickly pulled away. Then fully sat up, piling pressure on my face underneath her glorious ass. Her pussy squashing my nose before slipping and pushing right inside her. She let out a satisfying sigh.
"What part of 'No' don't you understand?" she asked, as she grinded her pussy against my face. "This isn't about you."
I tried to respond, but all I could do was muffle a noise. He pussy blocking my mouth from saying anything out loud.
She let out an annoyed sigh and lifted her ass up slightly. I took a big gulp of air, as if coming up from a swim.
