The night started like most other nights – I got home and couldn’t wait to get all dolled up. I logged onto Grindr, posted a few updated pics, and started to undress. I climbed in the shower and began washing every inch of my body. I also made sure that I was smooth everywhere. Just rubbing my smooth skin always gets me worked up and feeling like a bit of a slut. While I was in the shower, I could hear the well-known sounds of Grindr alerts going off on my phone. I hopped out, dried off, and brushed my hair. At this point, I had grown my hair out to be naturally long. It could still work for my life outside of being dressed up, but when I was dressed and played with my long hair, I felt insanely sexy.
Anyway, I popped out of the shower, checked some of my Grindr messages and sent some real time pictures of my asspussy and clit to a few of the guys who had messaged me. This one guy seemed super-hot. He was all tatted up and had the most adorable smile. He told me that he was going out with “the guys” but that he wanted to know if it would be ok to hit me up later. I told him to message me when he’s free and I’ll see where I am. He snuck off to the restroom to send me a real time pic of his soft cock and I guess you could say he had me at first cock pic (haha!).
I finished getting ready. I felt like being a little extra slutty, so I rummaged through my closet and found this really sexy corset. I put it on and placed my breast forms in. I put on some fishnet stockings and pulled up a sexy thong. The string of the thong rubbed against my asspussy and got me a little excited, but I know that if I paid attention to it, I would never hold out for a stud. I put on a silk three-quarter length robe. I then went to work on my make up. I opted to go for the hot pink lipstick and tried out some of the new eyeliner and eyeshadow I picked up at Mac. Once my makeup was done, I slipped into a pair of sexy as fuck heels. Then I made myself a dirty martini and sat down on the couch with Grindr up on the phone.
This guy had messaged me and only sent a pic of his cock and thighs. He looked built like a football player and while his cock wasn’t huge, it was as thick as could be. I wrote back, “Mmm… yummy daddy.” He replied, “Are you a good baby girl? Daddy needs to be serviced.” He quickly followed up on that message with, “I’m looking for some cum-and-go fun, you down?” I asked him for a face pic, but he said he wanted to be completely anonymous. He asked me if I would be willing to turn down the lights and have him wear a ski mask while I serviced him. While I normally try to avoid freaky shit like that, my being horny as fuck got the better of me and I said “sure” and quickly sent my address. He said he only lived a few blocks away so he would be right over.
I cleaned up the apartment a bit to get ready for him. At that point, my Grindr went off again and it was the guy with the super cute smile. He said that he was drunk and high and really wanted to have me suck his cock and give him my tight asspussy. I was ticked, because I just told the other guy to come over. I asked Mr. Cute Smile if he was okay with some company joining us. He asked me if it was a guy or fem? I told him it was a guy at which he said it was fine but wouldn’t want to play with the “other dude.” With that settled, I messaged Mr. Ski Mask to let him know. He didn’t seem thrilled about it, but it was already near my apartment and clearly his hard cock dictated his decision-making. He said he would still want the lights down and would keep his mask on. Fine by me.
The doorman called up and said, “Ricky is here for you.” Of course, I didn’t know who the fuck Ricky was – Cute Smile or Ski Mask – but I quickly said, “Send him up and a second friend will be by shortly, so you can just let him up too.”
A few minutes later, “Ricky” knocked on the door. I looked through the peephole and caught a quick glimpse of Mr. Ski Mask before he slipped the mask over his head. He was a stud and had a Kennedy-esque look about him that just oozes “I have money.” He was also wearing a Princeton University sweatshirt, which seemed a bit odd for someone seeking to conceal their identity. Anyway, I quickly opened the door and let Ricky (Mr. Ski Mask) into the apartment. I turned all of the lights off, so the little bit of light that was in the room was from the moon and streetlights below. He was insanely tall – at least 6’8”. While his thighs were huge like in the pictures he shared on Grindr, he was much slimmer than I had anticipated he would be. He must’ve been a runner or something. As he walked into the apartment, he asked if the other guy was here yet; I said no but that he should be here soon. At that, he pulled down his sweatpants, sat on my couch and said, “Well, getting suck it bitch.” I went over, got down on my knees in front of him, and started to rub his cock through his boxers. He was already rock hard. He roughly pulled my hair so that my head jerked back. I screeched and “ow, that fucking hurt.” He looked at me with his eyes and the rest of his face hidden behind his ski mask and only said, “Good.” With one hand pulling on my hair, he used his other hand to hurriedly yank his cock from his boxers. With his hard cock out, he held it with one hand and used the hand yanking my hair to force me onto his cock – immediately pushing the entire thing in my throat. I gagged, but he kept holding me down. He was seriously choking me. As he was lodging his cock in my throat and leaned forward and started to slap my ass – hard – with his other hand. I seriously started to cry, because I was fucking scared.
It was in the middle of this that there was a knock at the door. That startled Mr. Ski Mask, because he jolted in a way that forced his cock hard to the back of my throat, but then dislodged it from mouth. I took a deep breath and yelled “come in.” Fortunately, I left the door unlocked. I still think that if not for the second guy and the ease of the unlocked door, Mr. Ski Mask would have choked me to the point of losing consciousness.
Mr. Cute Smile walked in and was clearly as high as a kite and drunk. Mr. Ski Mask would’ve probably kept choking and hitting me if not for this guy showing up. Even drunk and high, he was insanely fit. He had on a tank top, was wearing a gold chain, and had on a pair of gym shorts. I walked right over to Mr. Ski Mask and me. He extended his hand, pulled me up and immediately started to makeout with me. Mr. Ski Mask just sat there and after a minute or so he started to gently stroke his cock. Mr. Cute Smile stayed glued to my mouth as he gently reached down to play with my clitty and then caressed my ass. He whispered, “You’re beautiful. You want to feel me inside you?” At that, Mr. Ski Mask stood up and came up behind me. I heard him spit in his hand. He must’ve lubed up his fingers, because the next thing I felt was one, two, three, and then four huge fingers inside my asspussy. I moaned. Mr. Ski Mask leaned forward and whispered in my ear, “You’re lucky the jock showed up you little whore. Now, I’m going to fuck your asspussy and drop my seed in you.” At that, before I could say anything, he pulled out his fingers and shoved his thick cock inside me. I was surprised at how gentle he fucked me. I don’t know if it was because he was afraid of Mr. Cute Smile or if he genuinely liked fucking passionately after having practically abused me while having me suck him off.
As Mr. Ski Mask pounded my pussy, I continued to make out with Mr. Cute Smile. He was having a blast playing with my breast forms while he shoved his tongue down my throat. I could also feel him hard against me. I reached down into his gym shorts and started to play with his cock while we kissed. He moaned and said, “Mm… fuck yes.” Behind me, Mr. Ski Mask continued to pound my pussy with these insanely deep strokes. His cock was so thick that every time he pulled out, I could hear my asspussy pucker. The jock looked at Mr. Ski Mask and said, “Dude, swap places.” No question, just a command. Mr. Ski Mask hesitated, but then pulled his cock out and sat on the couch. I got on my knees hesitant that he would try to choke me again, but instead he put his hands behind his head and said, “come on sissy fag, let’s get you into Princeton.” It was weird, but if he wanted to get off on me sucking him to get into some fancy school, fine by me. I immediately went down on his cock as I felt Mr. Cute Smile lubing my already gaping hole. I felt the head of his cock tease my hole. He had clearly been precumming a lot, because he literally rubbed his cock in a way that coated my asspussy with his precum. He leaned forward and kissed my back. Then he put his hands at my waist and thrusted his cock inside me. He was long and thick. I felt every inch of him fill me up. I moaned loudly with Mr. Ski Mask’s cock still deep in my throat.
Mr. Cute Smile said, “dude, this slut is fucking tight.” At that, Mr. Ski Mask high-fived Mr. Cute Smile. Bizarre – straight men haha. I could feel Mr. Cute Smile picking up the pace and Mr. Ski Mask was thrusting up into my throat while I continued to suck him. Mr. Cute Smile yelled out, “here it comes baby, daddy is going to cum inside you. You ready for daddy to cum in you?” I screeched out “Yes daddy.” At that, I felt his come fill me up. He shot so hard that I could literally feel it on the inside. Mr. Cute Smile, fell backward and just laid on the floor clearly spent from having just busted a load in some slut’s asspussy. Mr. Ski Mask immediately pushed me off of his cock and told me to turn around and sit on his cock. I followed his orders and he fucked me without mercy. He said that my ass was so wet from the other guy’s load and that he was going to bust in no time. My little clit was so hard. Mr. Cute Smile got up and was on his knees in front of me. He said, “I’ve always wanted to taste a clit, is that ok?” I was so horny, I don’t even know if I answered, but the next thing I know he’s putting my clit in his mouth and teasing me with his tongue. Mr. Ski Mask continues moving me up and down on his cock. I could feel myself getting close. I put my head back and moaned. Mr. Ski Mask whispered in my ear, “I going to drop a huge load inside your fag hole you fucking bitch.” At that, I couldn’t hold myself back any longer. I looked down at Mr. Cute Smile and said, I’m going to squirt baby. He kept my clit in his mouth as I squirted my sissy cum. He pulled off, licked his lips, and then gave me a smile. I was spent, but Mr. Ski Mask kept pounding me. Suddenly he thrusted himself deep inside me when I felt his cock and his entire body spasm as he shot warm cum inside me.
Mr. Ski Mask pushed me to the side, got up and pulled up his sweatpants. He looked at me and said, “Fucking slut.” At that, he gathered his things and walked out. Mr. Cute Smile looked at me and said, “I’m too fucking drunk to head home, mind if I crash with you?” Looking at his adorable drunk smile, I said sure. We crawled into bed, and he spooned me all night. I went to bed a very happy girl filled with two loads being cuddled by a total stud.
Source: reddit.com/r/gonewildstories/comments/vqodam/t_mr_ski_mask_and_mr_cute_smile_fuck_me