[F]irst time anal with [M]y crush with his friends over (Third Story :)

A quick link to the first story:

[F]ucking [M]y high school crush at our reunion from gonewildstories

And the second :

[F]ucking [M]y crush in a movie theater for our first date [Public] (Second Story) from gonewildstories

Real quick, I wanna thank all of you so much for reading and commenting, it means a lot to see so many people intereted in my wild sex life :). I love you guys asking questions and rooting for me, it’s really sweet :) so lets jump into it!

After our little date and Porter telling me he jerked off thinking about fucking my ass, I knew my night was going to get wild. So I decided to prepare a little bit, because even though I’ve always thought anal was hot and sexy, I’d never actually done it before. Thankfully, I live in the wonderful city of Portland and went to a 24 hour sex shop to buy a butt plug, oil, condoms, and pester the two sweet men at the counter about tips and tricks for first timers. After getting the supplies and thanking the kind gentlemen, I headed home to get some sleep before work. As soon as I woke up, I lubed up the butt plug, and start to tease my asshole. Little by little, my asshole began to stretch and take the full girth and length of the plug before pushing it all the way in to leave for the day. I got dressed in what I planned to go to Porter’s in; tight Zelda themed yoga pants, pink lace bra, and the lucky Carolina Panthers shirt.

Throughout the day, I walked around my coworkers in silent pleasure, feeling confidence in my self I hadn’t felt in a while. Some of the other women at work brought their boyfriends in to in lunch, and I quietly sat at my desk looking at them. Some were cute, some were kinda attractive, and some I liked, but despite most of the women my work being hotter than me, I knew none of their SO’s could come close to matching Porter’s sexual prowess, his attractiveness, his power. I got wet thinking of Porter showing up and kissing me in front of everyone, and thinking of how jealous they’d be of me. Especially fucking Karen, that bitch. While lost in thought, he texted me he was looking forward to tonight. I sent him a pic back and asked if I looked alright. He told I looked perfect. Damn, he’s great. And strong I thought to myself. I quickly went to the bathroom to take a picture of the butt plug inside of me, and then, spurred on by a sexual fever, I told him to be rough with me tonight. I texted him a safeword and told him anything he could think of was on the table. Anything? Yes ANYTHING ;). I nervously went back to my desk and was hardly able to do any actual work. As soon as 4:30 hit, I was bolting out the door to get to Porter’s apartment.

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As soon as I got to his apartment, I got a text. Door’s unlocked, lock it behind you. Shaking with my anticipation and my butt plug still tightly in my ass, I did just as he said. I walked in to a beautiful living room with a L shaped couch with hardwood floors and a gorgeous teal color on the wall covered mostly with Movie and game poster with some sports memorabilia for good measure. It covered nearly every wall of the apartment except the kitchen, which was next to the the living room with a bar and counter a that was almost chest level for me and open with no wall. I could smell something delicious cooking and saw how neatly kept and tidy his house was. Can he honestly get any more perfect? I saw some things on the table in front of the couch. ESPN was on the tv and muted. Walking over the table I saw what the items were. Duct tape, a key, a small vibrator, a wet towel, and a note card with the safeword written on to it. I picked it up and flipped it over. “Look out”

Suddenly, I was picked up in the air and pinned to the couch. I let a shrill screech out before his hand covered my mouth. Fear and excitement ran through my body at a blistering pace. Before I could resist, both my hands were cuffed behind my back and my pants were pulled down to my ankles as he smacked and kissed all over my ass and licking my pussy lips. I begged him to ‘stop’ before he smacked my ass again and told me to shut my slut mouth. I cried out in fear as i flipped my self onto my back and kicked him off me before attempting to run away. I didn’t get five feet before he wrapped that godlike arm around my waist, picked me up, and slung me back to the couch. Holy fuck, I was so powerless against him there was nothing I could to get away. It made me so fucking wet. I writhed and squirmed as he told me I was making to much noise, before duct taping my mouth shut. Oh my God, he was so powerful. He dropped his pants to reveal his cock, staring at me as he put a condom on it. I was trembling, the butt plug was about average size, but Porter was a little longer and definitely thicker than it. He grabbed me by the hair as I quivered and shook and tried to get away again to no avail. It was so damn hot. He drug me to the arm of the couch, bent me over, slowly pulled the plug out and just as slowly filled my ass with that divine penis of his. It filled up my whole ass it felt like. I moaned deeply with undeniable pleasure, before he went absolutely H.A.M. on my ass. I was so delighted and horny and drunk on his cock , my pussy was literally dripping wet. His powerful hips jammed into my bouncy ass, providing a rhythmic boucing to his thrust. He reached over to grab the vibrator with one hand, while using the other to take hold of the cuffs and get more leverage. The second the vibrator touched me, I orgasmed. Hard. Squirting all over his hardwood floor ensued, prompting him to breifly relent with the vibrator to spank my naughty ass for being such a bad girl. My ass was so fulfilling, and so pleasurable, every nerve felt a sensation so intense, my legs collapsed. I was having my first sustained orgasm while he continued to pound away on my fat ass, and I was in ecstasy and comple- Knock Knock Knock. “Porter, open the damn door n****, we gotta watch the draft lottery and Blazers man!”

I immediately looked up and panicked, falling over as my legs failed me due to the sensation I was feeling. Porter quickly re inserted the butt plug into my ass much to mixed suprise, shock, and delight while shouting back that it would be just a minute. He quickly pulled my pants back up before grabbing the key to unlock the handcuffs. I tore off the duct tape as he wiped my face to get any residue off before cleaning up the floor quickly. I grabbed the condom off his penis, to his arousal, and threw it away while quickly gathering up the hand cuffs, vibrator, and towel to the laundry room. When I got back he had turned the TV up a little, and almost unlocked the door before I said “Wait!” He turned to me as I ran to him, and I pulled him in for a long passionate kiss, making sure or tounges got completely tangled for at least ten seconds. We pulled away as he said “You are so wonderfully awesomely perfect”. I blushed heavily and smiled as he opened the door.

“Damn mother fucker what took so long, we out here” his four friends quickly poured in, only to apologize to me for cursing so much. I told them, it was no big deal. Ezerick, Benicio, Muhammad and Baylee all sat on the couch before quickly asking Porter for an introduction. “Oh, sorry, this is my girlfriend Olivia.” WHOOOOOOO HOLY FUCK YEAH!!!! I forgot what they all said next but Porter said he need some help in the kitchen.

I moved to stove where he had some bacon in a pan. I could hear them a few feet away watching the draft and arguing, when Porter came up behind adn grinded on my ass. Anxiety took over me as he kissed my neck softly, the couch was far enough forward from the stove they couldn’t see us, unless they turned around. I tried to focus on the cooking when he slipped his hand into the front of my pants and began rubbing my clit. I drew deep breaths to keep quiet as I was being pleasured so lovingly. My legs were still qeak from earlier, and this was only making it harder to stay on two feet. I grabbed his hair and pulled him closer into my neck. He worked his tounge up to my ear and delicately sucked my ear lobe, sending me quivering. “I’m sorry if the girlfriend thing threw you off, I didn’t mean to impose” “Don’t apologize, babe” i said as I turned up to face him with a playful smile. “But you can’t make me cum right now, that comes later” i said, pulling his hand out of my pants while winking at him. He smiled back and pat me on the butt as he took the food out to everyone. Baylee sent me a congratulatory text, proud of my accomplishment. While we watched the game, me and Porter kept sexting each other, back and forth before informing me he hadn’t gotten to cum yet, asking if there was anything I could do to help. I assured him I could.

After the lottery and first half the Blazers game had ended, Porter went to the batroom, and sent me a text to join him. I quickly exucsed myself, but everyone was to busy arguing to notice. I quickly went to the bathroom, where he was already naked with a condom arounf his cock. He asked how quit I could be, to which I replied, “Quite enough”. He yanked down my yoga pants and set me on the sink in a fast motion. The second the butt plug had been taken out he had entered, and I was right back into my state of ecstasy. This time he seemed more determined to get his own satisfaction, and made him more animalistic. He grabbed both my thighs and proceeded to pound the fuck out of my ass. I was going to keep my word, so I quickly pulled him towards me to make out with me to keep myself from screaming while i moaned softly at his power. Again, my bubbly butt provided a cushion to allow him to bounce his hips off of, once again creating that intoxicating rhythm. Harder, i moaned, and he happily matched my request. Fuck fuck fuck fuck FUCK, I was cumming again. I broke away and held his head in front of me so he could see my face orgasming and so I could see him- Crash! “Uh Porter…Ezerick did it” I saw him drop his head. “Okay give me a minute.” He looked at me and chuckled. I apologized but he told me it wasn’t me. He kissed me before he left the bathroom.

Unfortunately we lost the game, and his friends were pretty upset. They all said bye to me and Porter escorted them to the door, when I quickly realized what I needed to do. I ran into Porter’s room, got naked immediately, and waited for him.on the bed. I heard the door close and lock a few minutes later, and he walked in to see me ready for him. He didn’t smile. I worried something was wrong, until he said “put on some mascara, get on your knees in front of the bed and don’t move.” Obeying his command I moved as fast as I could and waited for him, like a dog trying to please its owner. He undressed himself in front of me and once again handcuffed me, hands behind my back. He was glistening, as he was sweaty from baking with the oven, and it was fucking glorius. Fresh makeup covered my face and I knew it was about to be ruined. He grabbed the back of my head and forcefully shoved his cock down my throat. I gagged and coughed as he pulled it, before he went back in again. I gagged again, but my throat eased up a little more this time. Soon he was finding his pace and began fucking my throat. It was so painful yet rewarding and gratifying. My saliva was was begin to spew out of my mouth and all over his balls as I began to cry while being used as his personal fuck toy. All the time, he’s calling me a dirty slut, an easy whore, a bitch. I’m loving evrry second of it. He’s dominating me. I’m his. He knows he controls me, but I know he loves it. He suddenly pulls his cock out of my mouth as I gasp for air. Tears of mascara roll down my face as spit drools out of my mouth. He’s just hding his cock in front of me. Waiting. I look up at him and shed a few more tears, before ramming his cock down my throat again of my own free will. Like the slut I am. I gag and cry but I dont let up. I begin to cum again from the pleasure of it all. He pulls me by the hair into his cock and I know he’s about to blow now. I look up at him to make eye contact with him, my face an absoulte mess covered in mascara streaks and salvia, and gag as I feel a hot burst in the back of my throat. Another one makes cough up a little bit, but I keep the rest down and keep swallowing every drop of his precious cum. I smile at him while I do it, and he has a small smirk on his face. Once its all down, I pull away. “Am I a good little slut daddy?” I ask in a higher pitched voice after i kiss his penis. Porter grabs me by the throat, lightly because I know he couldn’t hurt me, up to my feet. He leans over to me “You’re a perfect little slut young girl” I smile and we kiss again as he uncuffs me. We collapse onto the bed and cuddle under the sheets. “That was pretty incredible sex, boyfriend” “it was better than that baby” we smile and giggle to another.

P.S. he loves me sharing our experiences like this to you!! :) I’ll keep writing if you guys like and we’ll start taking suggestions on what to try and what we should do next :) we want to do pictures, but his company would fire him if they found anything like that online linked to him, so we’re holding off on those for now :/ but please let us know what you thought :) ❤

Source: reddit.com/r/gonewildstories/comments/bovxkm/first_time_anal_with_my_crush_with_his_friends