The time I took a teen boy’s virginity (not a fantasy, real story – and I’m female in case you’re wondering)

[EDIT: Sorry, realised I put ‘teen’ but actually he was 23. Reddit won’t let me change the title]

I used to write a sex blog a couple of years back, which alas is no more, and it occurred to me the other day that people on here might appreciate some of the entries. Seems like a shame to let them go to waste. If it’s of interest, I have more to share. Here’s a recounting of the time I took a teen boy’s virginity. //

A few months back I had a guy contact me through this blog. He was a fan of the writing and he was interested in knowing what I thought of a 23 year old who was still a virgin. We emailed back and forth for a while, and I did my best to impress on him that I thought it was fine but that I was very sympathetic to his anxiousness over it and understood the pressure you can feel to rid yourself of what is essentially an intangible status but can feel to some like a stigma. It just so happens that taking someone’s virginity was on my sexual bucket list, so it didn’t take that long for me to suggest that I help him out. And once I had assured him that I wasn’t a murderer or a bloke having him on, he agreed.

Through complications of transport and general fuckwittery, he arrived at my flat an hour and 45 minutes late. I was absolutely furious by that point so it wasn’t a good start. But it’s hard to stay angry with someone who is clearly very genuinely flustered and apologetic, looks like a sexy elf from Lord of the Rings and is bearing a bottle of vodka. I sat him down, gave him a drink, talked soothingly to him as one might calm a jittery animal.

When the time felt right I straddled him, fully clothed. We kissed, I pulled my top up to sit over my tits and guided his hands to them. His breathing was fast and he gasped when I unclasped my bra and told me he’d never actually felt someone’s breasts before, which surprised me. I encouraged him to explore them as much as he liked, and he squeezed and kneaded and licked them wondrously, murmuring “oh my god, this is amazing”. I wriggled down onto the floor and worked him free of his jeans and boxers. He was hard but fidgety and nervous, and when I went to touch his cock he’d put his arms in front of it. I asked him several times if he was sure he wanted this, and he said yes, so in the end I gently clasped his wrists and pinned them to the cushion, and leant forward to run the flat of my hot tongue from his balls to his cock head. At that point, his resistance melted away and he groaned softly. I spent some time like that, slowly sucking his balls, deepthroating his shaft and making him exclaim with astonishment. Then I led him into my bedroom, pushed him onto my bed and straddled his cock, sitting up straight, my tits pressed out. The whole time he was whispering “oh my god, oh my god”. I leant forward, sandwiching my breasts against his chest, and purred in his ear: “guess what?”

“What?” he panted.

“You’re not a virgin anymore…”

Sat back up and rode him slowly, enjoying the feeling of his rigid dick inside me. He wriggled and thrust frantically, out of time with my movements, so I thought maybe he’d like the opportunity to be in charge. I lay down on my back and coaxed him on top of me, showing him how best to arrange our legs. He fucked me hard and fast, making me moan with pleasure. I told him harder, harder.. and he thrust into me for all he was worth.

After a while he withdrew and anxiously confessed that he’d drunk a bottle of wine on the train to fortify himself and didn’t think he was going to come. He spent some time berating himself for the decision, and I tried to reassure him that it was OK, that good fucking wasn’t just about the end result of an orgasm, and although having one was awesome, it was important not to discount the sensual pleasure, intimacy and general fun involved too. I suggested he try his hand at stimulating me, and he said he didn’t know what to do. So I showed him how to touch me, to follow the angle of my pussy, to keep his fingers together so he didn’t jab me. It felt so good I encouraged him to add more fingers, and explained how I wanted him to lick my clit. I was writhing and moaning and he panted excitedly, letting out the odd pleased little growl, fingering me hard until I crested a wave of pleasure and stroked his head to indicate he could stop (though this gesture also needed to be explained). He was amazed when I told him he’d made me come.

I think he’s a willing and hardworking student with masses of potential. He’s also ridiculously pretty, as some of the younger, more innocent boys so often are. When he left he was radiating such sexy confidence as he walked down the street I was pleased to hear that he got swept up by some intoxicated girls and invited to a party. So I’m expecting great things of him.

Source: reddit.com/r/sexystories/comments/r24zrt/the_time_i_took_a_teen_boys_virginity_not_a