Fulfilling My Fantasy of Taking A Guy’s Virginity [FM]

So this had been a long time fantasy for me and last year I got the chance after meeting Brandon through Tinder. Brandon was 19 (I was 32) and about average height, slim with dark hair. At some we got talking about what we were looking for and he admitted he was a virgin. I couldn’t miss the chance. First we met for just a coffee just for safety. We chatted and flirted and he generally seemed like a decent guy. After the date, we carried on texting (and sexting) for about a week and one day when I was feeling super horny, I invited him over in the evening.

I decided to keep it casual, just wearing my usual PJs but decided not to wear any underwear – I wasn’t planning on wasting time. When he came over, I took his hand and led him straight to the bedroom.

We sat on the bed and i went straight for it, missing him. He kissed me softly and tentatively at first, one arm still around me. I leaned in, deepening the kiss, reaching up to tangle my fingers in his hair. He brought his other hand to my waist and drew me in closer. We kissed just like that for a while – I didn’t want to go too fast since it was his first time. I brought my hands up under his shirt, feeling his warm back, pulling him into me. Reciprocating, he slipped his hands under my shirt. I could feel his breathing quicken as his hands roamed up and down my back, pressing me towards him. I got on top of him, straddling him as we continued to make out. His cock was already hard, below me and it turned me on so much. Breathing heavily, I began to subtly grind on his cock. He let out a quiet little moan, causing my to grind harder. He let me pull off his shirt and I let my hands wander across his chest as we continued to kiss. I could feel his hands grasping at the hem of my shirt, so I raised my arms to let him take it off. I felt the air hit my now hard nipples, and saw the look on his face.

He just stared at them for a second before I took one of his hands and placed it on my breast. He looked suddenly sheepish and admitted he didn’t really know what to do. I smiled and moved his thumb over my nipple, rubbing it gently. He got the hint, and brought his other hand up to do the same. I moaned and bit my lip. We kissed like that for a while as he played with my boobs. I felt like I must have soaked through my underwear by this point, and I couldn’t help rocking gently back and forth on his hard cock. “You can suck on my nipples too. Flick them with–” I cut off with a gasp as I felt his mouth on my nipple, sending waves through me. “Fuck” I said, placing my hands on the back of his head. After a while I was starting to get impatient.

I pulled his head back up to mine and we kissed – harder, sloppier, more intense than before. Kissing down his neck, I began travelling further down, kissing my way down his chest. I really wanted to make his first blowjob one to remember. Talking my time, I trailed kisses down his stomach, enjoying the way he squirmed. His breaths got more ragged. I pulled down his pants and boxers to reveal his hard cock. “Beautiful ” I told him, and he blushed saying “I have a feeling I’m not going to last very long. “looking sheepish. That was THE ultimate compliment. It felt so good to know that he was so turned on by me! I reassured him before resuming my kisses everywhere but his dick. I got so close that my nose brushed it, but I wanted to build the anticipation as much as I could. Finally, I licked his cock from base to tip, flicking my tongue over the head. He groaned, and I finally took him in my mouth, prompting a very loud gasping “fuck”. Normally giving blowjobs isn’t a massive turn on for me but hearing his moans and feeling his hot cock already twitching in my mouth was turning me on so much. It took probably a minute before he muttered “Fuck, I think I’m going to come”. I just kept sucking and stroking him even faster. “Fuck, oh fuck, I’m about to come” he said, his voice breaking. So. Hot. He gave a final groan as I felt his cock throb in my mouth. I kept sucking as his hot cum hit the back of my throat. He twitched and moaned below me, pretty much losing all control. I swallowed it all, and then slid up next to him in bed, watching him slowly calm down, the dark flush of his face. It juts made me even more horny than before. He looked at me and shyly said “‘Can I try doing the same thing to you? .” My pussy grew more wet at the thought – “I’ll teach you.” I told him.

I pulled his face towards me, kissing him again. I guided his hand to the waistband of my pants and slipped it underneath. Just the first touch felt incredible. “Rub slowly with two fingers, like this.” I said taking his hand and showing him. “Fuck” I gasped. He was a fast learner and he slowly took the initiative and began to kiss my neck as I moaned loudly. “Yes, just like that, oh fuck” My back arched at the combination of his kisses on my neck and his fingers on my pussy. “Fuck, I think I’m going to cum” I whispered (in what I hoped was a seductive voice) into his ear. He immediately began to rub harder and faster in response. I quickly showed him down “Just keep doing what you were doing before”. Going back to his gentler, slower circles made me moan again. We missed again sloppily, lost in pleasure. Moaning against his mouth, I felt the familiar pressure building up. “I’m gonna cum, I’m gonna cum, don’t stop–” I moaned as I came hard. My hips practically lifted off the bed and I had to grab his hand to stop him as my legs began to shake.

I was the red-faced panting one now. We started kissing slowly as he tangled his hands in my hair. I pulled him on top of me and bit his lip gently. He exhaled hard and I felt his stiffening cock press into my thigh. I wanted to feel his hot cock in my pussy so bad. When I felt him sliding over my soaked pussy, I moaned again. I wanted him inside of me so badly. I told him to roll onto his back and straddled him, looking down at him as I positioned myself over his cock. Using my hand, I guided his head to the entrance of my pussy. “Oh fuck” just the tip felt sooo good. And then sinking down, feeling his full length enter me was such a satisfying feeling. We both moaned, loudly. “You feel so fucking good.” I told him. Gradually I began to move up and down his cock. I was soaking wet and he fit so well inside of me. Leaning down to kiss his neck, I rode him faster. “Oh my god, oh my god, so good” he groaned. I began to move faster, watching his face full with pleasure as I rode him. Tentatively, he reached up to cup one of my breasts – I grabbed it and made him grip it firmly. I bit my lip in and moaned as he took my nipples in his hands. The added stimulation began to push me over the edge. “Oh fuck, Brandon, you’re going to made me cum again” I panted. I sat up and began to grind on him, hard. “Fuck, fuck, fuck, I’m coming” I almost screamed. It was so much more intense than the first time. I leaned down to kiss his neck, and wanting him to come with me. I whispered in his ear “Come for me, Brandon. Please.” He groaned and with that we were both lost in bliss. I collapsed on top of him as the waves of orgasm subsided.

Once we regained our breath, we gently kissed me again. “Wow.” he said quietly. I blushed, feeling like a sex goddess. I told him to stay the night and the next morning I made him come in my mouth again before letting him go. It was a night that neither one of us will ever forget.

Source: reddit.com/r/gonewildstories/comments/gpvw7o/fulfilling_my_fantasy_of_taking_a_guys_virginity

19 comments

  1. You definitely fulfilled his fantasy as well, losing your virginity to a sexy experienced milf

  2. At the beginning you said you decided not to wear underwear then later said you were so wet you must have soaked through your underwear.

  3. I wish that was how I lost my virginity ? Grwat Story, thanks for sharing!

  4. Lucky guy. I had a similar first experience when I was in my mid-20s and she was in her 50s.

  5. Oh wow, you gave him a royal treatment! He’s going to be disappointed with many of his future gfs.

  6. Pretty sure this is… well… fantasy. Very hot story though.

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