AssholeGoneWild
- 1 year ago
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My Virgin Asshole free porn video
Mandy was a stunning 10 out of 10 and clearly way, way out of my league but we had met at a local BDSM munch and had got talking. Ever since then whenever we saw each other we’d have a friendly exchange and always hugged when we met. But I knew nothing more was ever going to come from it - despite being way too hot for me she was also 17 years younger than me at 21. She is 5’4” a natural blonde with an amazing figure, tiny (probably 32B) but very firm tits, toned legs a rock solid butt and visible six-pack. Everyone at the BDSM events wants to get with Mandy, she’s a bi-sexual switch so pretty much has her choice of everyone.
The last time I saw Mandy I told her all about my previous hook-up and how that lady had opened my eyes to anal play by exploring my ass with both her fingers and tongue - a truly exciting event.
On this evening I was out with friends for a few beers when I spotted Mandy across the pub. I saw that she saw me and we sort of nodded hello to each other. I thought nothing more of it until a couple of hours later when Mandy sauntered over.
“My friends had to leave, do you mind if I join you guys,” she said.
None of my friends were going to object to a beautiful young girl sitting with us. Even though she wasn’t in her usual latex outfit, she still rocked her jeans and tight T-shirt - making it look totally sexy. As we finished our drinks I said I’d get another round and took everyone’s orders. Mandy walked with me to the bar then said she needed the bathroom but would be right back. I got the drinks and took them back to the table.
“How the fuck do you know this chick?” my friends asked. Not wanting to out either myself or her as being part of the BDSM crowd I lied and said I knew her through work.
“She’s way too hot for you but man you have to get some!” one added.
I rushed to assure him that it wasn’t like that. “We’re just friends, nothing like that is ever going to happen,” I said.
Mandy returned and my friends soon turned the conversation to dating and enquired about her situation. Mandy let it be known that she had recently separated from her boyfriend but was so not looking for anything right now - she was happy being single and hanging out with her friends. As we drank Mandy slowly edged closer to me until her thigh was pressed against mine. Suddenly under the table her hand was stroking my thigh not trying to reach my balls but clearly trying to arouse me.
She leaned in and whispered: “Want to get out of here and come back to my place?”
I didn’t need a second to think about it and just stood up telling my friends that I was going to make sure Mandy got home safely and we started to leave. As we walked out I turned to see my friends giving me a massive thumbs up with grins from ear to ear.
We took the tube to her place and the entire ride she was rubbing my neck, stroking my thigh and nibbling on my ear.
“Tonight you’re going to be mine. I’m going to totally own you and your ass,” she whispered.
By now my cock was trying to rip its way out of my jeans leaving a clear damp spot visible to everyone. Mandy made sure to brush had hand ever so lightly over the bulge in my pants smiling as she did so.
As soon as we got to her place she led me to her room and we began kissing, but as I reached for her butt to squeeze it she pushed me away and told me not yet. She ordered me to strip while she got changed and headed to the bathroom. A moment later I was totally naked with a massive hard on waiting alone in her room. Then she walked in and my jaw nearly hit the floor, She was naked except for red stockings and suspenders and was holding two pairs of handcuffs with long chains. She smiled again and asked if I liked what I saw. Then ordered me to lie face down on the bed.
Once I was lying down she walked by and grabbed my left hand and cuffed me to the bed, followed by my right. I couldn't take my eyes off her as she walked to the cabinet and grabbed a bottle of oil and pulled out a butt plug. She climbed onto the bed and straddled my ass, pouring oil all over my back and began to massage me. Lying down she rubbed her whole body over mine driving me crazy as her firm tits caressed my slippery back. Then I felt her sit up and begin rubbing her clit on my coccyx and massaging me harder and harder. As her breathing changed and she started to cum she dug her nails deep into my shoulders and dragged them down my back, tearing my skin.
As her orgasm subsided she slid further down and parted my legs and squeezed oil in my ass crack. Rubbing my cheeks she slowly started pushing oil into my asshole, then a finger - which felt amazing! Then a second finger was roughly shoved in, causing me to scream a little.
Immediately she slapped my ass really hard, grabbed my hair and pulled my head to within inches of her face and scowled: "Don't make another fucking sound unless I say so!"
All the time she was still working two fingers deeper and deeper into me. After a few moments she pulled her fingers out and I felt the tip of the butt plug being inserted, stretching my anus. Slowly, teasingly she pushed it in, twisting all the way. I loved the feeling but it was beginning to hurt and I didn't dare make a sound so gripped the sheets harder and harder until she pushed it past the widest bit and it slipped right in feeling unbelievably good. A mix of relief from pain and total fullness - a feeling that’s hard to explain but completely unforgettable.
With the plug buried in my ass she climbed off me and walked to the head of the bed, sitting down right in front of my face, her perfectly smooth pussy just inches from me - yet totally out of reach.
"You like it don't you?" she asked. "You want to taste it, don't you?"
I started to say yes but before I got passed the “y” of yes her palm crashed into my cheek stinging my entire face and making my ear ring.
“Did I say you could speak?” she asked quizzically.
So I just nodded. I lay there helpless, my face burning from her slap, as she began touching herself, running her wet fingers under my nose and teasing her clit. Faster and faster she went until it was a blur and she was almost screaming, I could see and smell just how wet she was but couldn't reach it. It was driving me wild and I could feel my dick pulsating under my own weight.
“Oh god, oh god, I’m going to cum, I’m going to cum,” she screamed.
Suddenly she squirted right into my face, once, twice, three times and a fourth all over my nose and into my mouth, soaking both me and the sheets. This was the first time I’d had a front row seat to a squirter. I watched in awe as her pussy clenched then a torrent of scalding cum launched straight at me; it was as beautiful as it was wet.
Once she recovered she climbed off the bed, deliberately offering me a wonderful view of her dripping pussy and beautiful ass as she grabbed something from under the bed, but I couldn't see what. She returned to my ass giving me a cheeky slap and I could hear her doing something but couldn’t tell what. She pushed my legs wider apart than ever, reached under my body grabbing hold of my throbbing dick and pulled it to the side so she could see it as she stroked it and my shaved balls.
Ever so slowly she began pushing and pulling at the butt plug lodged in my ass asking if I liked it - of course I nodded that I did. Then she began pulling it out and my anus stretched incredibly again but not painfully this time. As soon as the wide part was out the whole thing pretty much popped out.
I heard the slosh of oil before I felt it landing on my open asshole as she kneaded my butt. She leaned forward and said, “I’m going to enjoy this as much as you are.”
Then I felt her thighs alongside mine and something firm nudging my ass. Inch by inch I felt her sliding a strap on into my anus. Although I was already stretched this was something totally new to me. Instinctively I inhaled sharply to soothe the pain of my ass being invaded for the very first time. Mandy immediately dug her nails into my back and dragged them down once again.
“Take it like a man”, she growled.
Soon I was literally biting the sheets as the pain built but she was careful and as I felt the fake balls of the dildo resting on my balls I knew she was fully inside me. She just lay there waiting for my body to relax and accept the inevitable.
“You’re doing so well. I know it’s a lot to take and you haven't screamed yet. Good boy,” she whispered into my ear. I could feel her warm breath on my face and even the slightest of movements triggered waves of pleasure from the cock buried in my butt.
After a few moments, she began to withdraw and very, very slowly fuck me in the ass. Time seemed to pause as she dragged the fake cock from my rectum stopping only as the fat head was holding my asshole wide open. Then she’d lean in equally slowly, letting my ass suck the dildo deep inside me once again. It was both agony and ecstasy, the pushing and the pulling, the feeling of being totally owned and filled.
She gently built up speed until she was fucking me hard, but now I was relaxed my ass could take it. Mandy was clearly very turned on by the strap on rubbing her clit because I could hear her getting ready to cum again.
“FUUUUUUCK YES, I’M GOING TO CUM. FUCKING YOUR ASS IS GONNA MAKE ME CUM. YEEEEEESSS, YEEEEEESSSS,” she screamed.
With a last few thrusts, I felt a gush of her cum shooting over my balls and cock before she flopped down on top of me - with her fake dick still deep inside my ass.
She pulled out, leaving my anus gaping from the pounding it had just taken, and stood up on the bed ordering me to roll over. As my hands were still cuffed to the bed, when I rolled over they were pulled across each other above my head. I lay there seeing her with her strap on and its black leather harness for the very first time and it was one of the hottest sights I have ever seen. The black plastic cock was much bigger than my own 7” and thicker as well. I felt a sense of great pride that I had taken it all in and a greater sense of respect for every woman I had ever had anal sex with. Now I knew just what they felt.
She undid the buckles and dropped it to the floor and began to lower herself down onto my now painfully engorged cock and started to fuck me slowly and deeply, grinding hard on my pelvis. After five minutes or so I was about to cum and shouted, "I'm going to cum," and was slapped once again.
"Did I say you could fucking speak?" she said and stopped riding me, just sitting there with my dick lodged inside her.
As my orgasm began to fade and my body relaxed a little she slid up, taking my cock out of her and rubbed it on her asshole. With the combination of her cum, the oil and the pre-cum leaking from me I was soon sliding into her anus. She leaned back, showing me her bright pink swollen pussy as she began riding up and down with my cock in her ass. Just a few seconds into this I was about to blow my load and tensed up again trying to hold it back.
She clearly saw this and stopped mid-stroke with my cock half in and half out of her asshole and pinched both my nipples with her nails and twisted them - causing agonising pain.
"Don't you dare cum in my ass until I say so," she said and slowly sat down again.
As my orgasm subsided once more and my balls felt like bursting she started to fuck me again while rubbing her clit. Thankfully it didn't take her long and she was soon getting ready to cum once again.
“FUCK, YES, YES, YEEEEEEESSSSSS”, she shrieked as she picked up the pace and I watched as her pussy contracted and creamed once again. Midway through the second wave, she screamed, “CUM IN MY ASS NOW!" I didn't need a second invitation and emptied my massive load deep in her anus.
As my cock softened and started to slip out of her ass she moved forward and kissed me then sat on my face.
“Lick my pussy,” she ordered.
Finally, I got to taste her delicious cunt that, what seemed like an eternity ago, I was just inches away from devouring. I savoured every second as she ground her engorged lips onto my face. The sweet tangy taste of her pussy mixed with her cum was delicious and I moaned with delight every lick of the way.
Suddenly I felt her weight shift and thought that she was going to climb off, but instead she shifted forward and I could soon see why - my cum was seeping out of her asshole.
"Eat my ass, I want you to taste your cum,” she demanded as she sat on my mouth and ground it into my tongue, my hot cum pouring out of her and into my mouth.
When Mandy was clean, she climbed off my face and released me from the cuffs.
“Did you enjoy that?” she asked. Not sure if I should speak I nodded sincerely.
“It’s fine,” she laughed. “Of course you can speak now.”
“That was unbelievable, I’ve never felt like that before,” I confided. “The feeling of submission, being totally at the pleasure of someone else and having no control over the experience was incredible,” I said as emotional tears began to well up.
Mandy put her arms around me and held me close to her, stroking my hair and back as my endorphins crashed.
“Don’t worry, it’s normal to experience a drop after something so intense,” she insisted as she kissed me tenderly. “You are going to stay aren’t you?”
I looked up into her gorgeous blue eyes and simply nodded before resting my head on her chest and falling into one of the deepest sleeps I have ever had.
Mandy and I are now closer than ever and regular play partners as just the two of us and with others. Both of us being switches does make for an interesting dynamic!
Mckenna
- 07.02.2023
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