The first time I 28 [F] had sex with my friend’s brother 18 [M]

Things started between 18m and I [28f] around the beginning of the COVID-19 shut down. As we are all well aware, this whole pandemic situation has been rather odd and something we’ve all had to manage adjusting to. Personally, it was very difficult for me when it first started. I was furloughed from my job and I live alone, so the isolation was particularly hard and I was just really lonely. I had known 18m for a couple of years because he is the brother of one of my friends [25m], and he also hung around frequently at the place I work, so we’d interacted quite a bit. 18m, who I’ll refer to as Eric, was lonely and struggling during the shutdown too since his senior year of high school was basically cut short and he couldn’t see any of his friends. The uncertainty of everything made it even worse.

One day I went bike riding with my friend, Eric’s brother, and Eric tagged along. We of course all talked about the shutdown and how we were feeling, how we were adjusting, etc. After that, Eric started to text and call me a lot. We would just talk casually, easing one another’s loneliness and making the days of isolation pass by more quickly. He also asked me multiple times to go on dates with him but I just laughed it off, turning him down gracefully every time. I’d never been into younger men at all and most certainly not barely legal ones, and I figured his crush was meaningless, that he was just bored/lonely. During one of our conversations, I mentioned some yard work that I needed to tend to and he offered to do it for me. I thought, sure, why not, I could use the help and he could probably use a little extra money.

He came over to my house that afternoon and did the work for me, which was a relief since he was far more capable, strength-wise. To describe him, he’s Caucasian, around 6ft tall, very broad and muscular, athletic, with dirty blonde hair. I, on the other hand, am quite petite at 5’3″, 105lbs, brunette hair, 32b breasts, and also Caucasian. When he’d finished the yard work, we hung out in my garage for a little while, just talking for a bit. There was eventually a lull in the conversation and he leaned in, trying to kiss me. I quickly pulled away, feeling it was too inappropriate. I mean, he hadn’t even technically graduated high school yet, whereas I had graduated ten years ago, for fuck’s sake. Plus, he was my friend’s younger brother. I explained to him why this couldn’t happen and that it was a bad idea. He understood but still confessed his love for me, saying that he’d wanted it for so long, that no one would find out. I still told him the age gap was too much and that it would be deemed irresponsible for me to engage in anything with him. I gave him a friendly hug and sent him on his way.

Although it felt “wrong,” I had to admit to myself that Eric was hot as fuck. He’s also mature for his age and, despite the age difference, we have quite a lot in common. So even though I had told him this situation between us couldn’t happen, I have to say, I was not at all convincing in my resistance. He respects me 100%, but he did not take my vague apprehension seriously. If I hadn’t really wanted things to escalate, I would have been far, far more adamant about it not happening.

The following week, Eric comes over again to help with more yard work. After he completes the tasks and we’re alone in my garage once more, he makes a second attempt at kissing me. This time, our lips meet ever so briefly before I pull away. A million thoughts were going through my head; some good, some bad. I’d spent the past week really contemplating the situation, weighing the pros and cons, and, above all, I knew I wanted this. He had made it very clear that he did too. I looked him in the eyes and, blaming stupid fucking COVID-19 and my ever-increasing loneliness, I kissed him – for real this time. There had been a line, and I just crossed it.

We make out there, standing in my garage, exploring one another for the first time. After a few moments, he breaks away and asks if we can go inside the house. As soon as we get in the door and out of sight, he scoops me up in his arms and inquires about where my bedroom is. I direct him as he carries me to my room and gently throws me onto the bed, climbing on top of me. We make out passionately and he starts to take my tiny, strappy tank-top off. He tosses it on the floor and unclasps my bra, throwing it to the side as well. He attaches his mouth to my left nipple, sucking, flicking it with his tongue before moving to the right one, all while keeping his eyes locked with mine. His confidence turns me on, and I moan as his mouth explores my breasts.

He moves up and kisses me again then leans back onto his knees, clutching at the waistband of my black yoga pants, tugging gently. His eyes meet mine; he’s asking for permission, making sure I want to go through with this. I’ll never forget the look on his face of pure, unbridled lust and desire. I’d never felt as wanted – no, NEEDED – as I did in that moment. I nod my head for him to continue and he immediately rips my pants and skimpy thong off before diving his head between my legs. His mouth reaches my soaked pussy and I moan in ecstasy as his tongue circles my clit. He pauses briefly, “You taste so fucking good,” he says, before his eager mouth returns to my pussy. He moans into me as he continues to greedily lick me and suck up my juices, my hands on the back of his head, guiding him. Soon, his tongue sends me over the edge and I’m hit by wave after wave of an intense orgasm.

He comes up from between my legs and kisses me hungrily, asking if I like how I taste, telling me again how delicious my pussy is. He’s still fully clothed at this point and I briskly instruct him to take his clothes off. His cock is rock hard, around 6 inches, and dripping pre-cum. I lay him down and kneel between his legs, facing him so that I can look him in the eyes, and start sucking his barely legal cock. He’s moaning my name as I suck him and simultaneously circle my tongue around his tip, licking at his opening. My left hand gently plays with and massages his balls as I stroke him with my right hand and continue to suck, tasting his salty pre-cum. I stop briefly and stick my index finger in my mouth, wetting it, then gently slide it in his tight, hairy ass as I resume sucking him. This sends him over the edge and he comes almost as soon as I enter him, shooting his hot load all down my throat.

I’m aching for him to be inside of me at this point, for his teenage cock to be balls deep in me. Being the more responsible party in this situation and also not being on any form of birth control, I grab a condom out of my side table and quickly have him put it on (YES, I know you think this probably ruins the story lol, but bear with me). He pushes me down on my back and shoves his perfect cock inside of me, moaning as he enters my wet pussy. He fucks me missionary, slowly at first, sliding in and out gently, then starts to build momentum as I wrap my legs around him, grabbing his ass and pushing him deeply into me. “Do you like that 18-year-old cock?” he asks in the midst of it and I blissfully reply back, “I love that 18-year-old-cock, baby, keep fucking me!”

He takes his dick out and flips me over, roughly entering me from behind and pounding me into the bed. I feel a brief, odd sensation, and he slows his pace. He looks down, his cock still halfway inside of me, and tells me that the condom broke. “Don’t fucking stop,” I reply and he continues fucking me, his bare cock sliding in and out of my drenched pussy. He lasts a long time, far longer than I would have imagined an 18-year-old boy would. I reach down and rub my clit, thinking about how jealous his high school friends would all be if they knew he was fucking a 28-year-old woman. I end up coming again all over his dick, moaning loudly, as he continues to fuck me. He starts to get close himself and asks if he can come on me. I breathlessly reply, “Yes, baby, come all over me. I want you to come for me!” He pumps his cock into me a few more times then pulls out and I flip over as he moans my name again, shooting his huge, hot load all over my chest and stomach.

After he finishes, he lays down next to me, both of us sweaty, exhausted, and breathing hard. We talk and enjoy one another’s company for awhile, basking in post-coital bliss. I tell him that I want to teach him things and he eagerly replies that he’d love for me to teach him. I wondered what the neighbors might have thought, having seen this 18-year-old doing my yard work and then disappearing into my house for over an hour. That night, I made myself come again as I rubbed my clit, thinking all about the afternoon we’d spent together. I couldn’t wait for the next time that I’d be able to see him.

This is just the tip of the iceberg for us. Things have gotten a lot more intense and A LOT kinkier as the months have progressed. ;)

Source: reddit.com/r/gonewildstories/comments/iak0em/the_first_time_i_28_f_had_sex_with_my_friends