Background: I am a 24 year old Asian girl who come from a strict, religious-type family. I could never have a boy over, couldn’t have sleepovers (even with my girl friends), had to report where I was if I was allowed out, and of course, no boyfriends. Well, with an upbringing like that, there was only 2 ways I could grow up: 1) Be extremely obedient and followed all rules to a T, 2) Be rebellious.
I went down road #2. I wasn’t *extremely* rebellious. I came home from school everyday, didn’t bring boys home, didn’t smoke, didn’t do drugs. I’d discovered parties and clubs at age 20, but by then I was an intern that had pretty irregular hours so I used that as an excuse whenever I went to the clubs, and my parents couldn’t stop me. I’d always known that I was into bdsm ever since I was a young teenager and I’d found an online bdsm/fetish website, although I didn’t meet up with anyone at all.
That changed on Friday, 17th March 2017.
We’d been chatting on Kik for a few weeks and he was flying over to my country for business meetings. I toyed with the idea of going; some days I’d feel like I wanted to go, and other days, I’d feel scared and anxious about meeting him. It’d been a stressful week for me so when Thursday rolled around, I’d made up my mind that I was going to be the little slut that I always knew I was. Friday morning got me really stressed out because *school*, and I was all hot and bothered in class. I took an cab to his hotel, swished some listerine in my mouth before sending off a message that I was there. He came down to the lobby to meet me and my heart was pounding right out of my chest. In the elevator, he smiled and said, “You’re so shy.” And my face went completely red as I stammered my agreement.
I’d requested to take a shower because it was an extremely hot day and I hated being sweaty. He very graciously let me into the bathroom and it felt like I was on auto-pilot. I put on a sheer black dress that he’d requested, no bra, lace black panties. He was waiting for me when I stepped out. I must’ve been extremely nervous because he took my hand and pulled me into his chest. I felt his laugh rumbling from his chest as he told me to relax. He was a huge guy and towered above me (I’m only 5ft 2). He laid me on the bed and we made out for a while. It was my first time and it turned me on so much. My hands were gripping the bedsheets and I could hear myself gasping into his mouth. He ran his hands down my body and brushed his fingers across my lower regions. Something exploded in my gut and I moaned. I remember thinking, “A man’s touch is certainly different from my own.”
He pulled aside the cloth covering my breasts and started to nip and lick at my nipples. I’d never thought my breasts could be this sensitive, but here I was, gasping and clawing at the bedsheets as he expertly sucked my tits. “You can touch me if you want,” he said and looked down pointedly at the bulge in his pants. I reached out and cupped my palm over his cock. It was hard and I was ecstatic that I’d been the one who made him hard. “Take it off? Please?” I tugged at his clothes and he complied. The minute his cock sprang free, I remembered why I was so nervous. My first time… and with a 7 inch cock! My heart was fluttering like a caged bird in my chest. “Don’t be nervous,” he said, “Let me help you relax. Let’s take this off.” He pushed me back down and tugged my panties off. I watched them go with sadness, it had only been 10 minutes since I put them on. But I didn’t have time to mourn their loss, he’d spread my legs and I felt his tongue lap my entire sex. I threw my head back and let myself give in to the pleasure I’d heard so much about. I don’t know what he was doing with his tongue, but it was so good. My legs were shaking in the air, my back was arching off the bed, and I was so sure I’d torn a hole in the bedsheets. He kept at it until I was close to having an orgasm before coming up to kiss me roughly on the mouth. I could feel how wet I’d been from his face. “You didn’t orgasm, did you?” he asked. I shook my head, out of breath to even answer him. I desperately wanted him back between my legs but he pulled me on top of him.
I was faced with the first cock in my life. Unsure, I glanced at him. He told me to give it a lick and I did. Then he gently pushed my head down. Inexperienced, my teeth grazed his shaft every so often, but I found that I could take almost all of him into my throat, and when I heard him groan as the head of his cock bumped the base of my throat, I knew I had him. We went into the 69 position, but honestly, with his talented tongue between my legs, I just could not concentrate on his cock. I heard a squelch and felt fingers pull out of my ass, then, “Lie face down.” I sank into the bed, mind filled with pleasurable haze, and felt him climb on top of me. He started to push gently into my virgin ass. I grimaced in pain, but allowed him to continue. His control was superb and whenever I hissed, he would stop and let my poor hole get accustomed to his girth. Never in my life did I think I would lose my anal virginity, and to a 7 inch cock!
He started to pump slowly in and out of my ass for a few minutes. I could tell it was agonising for him not start slamming his cock in. I felt myself loosen enough to take more of him in and that’s when he started to build his rhythm. Before long, he had me pinned facedown and was thrusting into me. He let me have control for a while with me on top and that was when I felt the first tendrils of pleasure start to spike inside me. My clit was grazing his body and I ground into his cock. He was looking up at me and murmured, “Look at that view.” I leaned over him, and he demanded me to kiss him. I complied. He slapped my ass, and a sharp spike of pleasure ripped through me. I asked him to slap my ass a couple more times and by the 5th time he did, I was mewling my need into his chest. “Take my pussy,” I pleaded. His eyes, dark with lust, looked back at me and he told me to get off his cock
He laid a towel on the bed (hey, no-one wants to sleep in blood, right?) and told me to lie on it. I spread my legs for him as he got in between them. He rubbed the head of his cock along the entrance of my wet pussy and started to push into my virgin hole. I yelped. Sparing you the details, it felt like a loooong 15-20 minutes before I could take 1/2 of his cock in me. He started to thrust slowly. I was moaning, half in pain and half in pleasure. “It hurts, but it feels so good,” I whispered. He pinned my body to the bed and rode me with 1/2 his cock (he was still too large for me).
He got off of me and inspected his cock a while later. I looked down and the towel was had a patch of blood. He told me to stay there, he cleaned himself up, then came back with some paper towels for me. He got between my legs again and this time, I could take almost all of him inside me.. in between a few yelps, of course. This time, he wrapped his hands around my throat and rode me, and I loved it. When he took his hands off my throat, he leaned down and growled into my ear, “You say it hurts, but look at you, taking it all in both holes.” My pussy contracted in pleasure at his words. “Turn around and get face down.” Obediently, I turned over.
He pumped, slow and deep into my pussy. He pulled my hair and all I could do was moan at how much I loved the rough treatments. This was a dream come true. He would periodically spank my ass and growl at what a naughty girl I was into my ear. He would pin me down into the bed and thrust hard, while at other times, he would stroke my back and pump slow and deep while telling me I was such a good girl. It drove me crazy with need. Finally, he withdrew from my pussy. “I’ve been controlling my orgasm this entire time,” he said. I hummed in response. “But now I’m going to cum.” “Cum,” I murmured. He pushed his cock into my sore ass and I let out a gasp as I tried to sit up. He pushed me down into the bed and held me there as he rode me to his own finish. I heard him growl behind me and watched his hands tighten on the edge of the bed in front of me. I felt his cock twitching inside my ass, and then he pulled out.
I was out of breath, spent and tired. My entire body was sore, and my holes felt abused and raw. But all my stress was gone. What a workout!
*Thanks for reading about how I popped my cherries! I hope you like it. Hopefully I’ve got more to write about. I might be meeting him again next week!*
Source: reddit.com/r/gonewildstories/comments/608trf/mf_popped_both_my_cherries_with_a_much_older_man
Sounds like you had a great time. Next time should be even better with you being less nervous.
I hope lots of whip cream next time..Nice!
You should be careful. Going from anal to PoV can lead to nasty infections. Good story though!