This follows this – https://www.reddit.com/r/gonewildstories/comments/6rhpej/mf_going_from_hanging_out_to_losing_virginity/
Skip to the * for the sex.
After that, Amanda was initially kind of awkward around me and Jenny, something which actually saddened Jenny and I. Amanda was a good friend of ours and we didn’t want to separate from her. As with most awkward things, it took the passage of time to bring us closer. Amanda is one of those types who seems incredibly innocent given her reaction to crude humor, she is actually incredibly curious about these things, but she has to be incredibly comfortable in order to start asking. One particularly memorable moment was when she asked me about when guys masturbate: “So do guys just like…. decide to do it? Or do they watch like…. porn”. Pretty funny stuff.
So a month or so after Amanda walked in on me and Jenny cuddling naked, she invites me over to cook some food. This is something we’ve done quite often as friends, and it’s genuinely a lot of fun and a good way to pass the time, even though neither of us are good at cooking. She tells me she wants to make Strawberry crepes, so on my drive over to her place, I pick up some strawberries.
I pull into her driveway and she comes out of her house. I can barely focus on what she’s saying because of what she’s wearing. Nothing intentionally sexy, but it showcases her body extremely well: Short shorts, both emphasizing her incredible thighs (from track) and outlining her wonderful ass. In the fall when she wore jeans, her ass was an impossible sight to miss. She was wearing a loose, somewhat see through white tank top, which did not hide her purple bra, housing her c cup tits. She was careful with cleavage, and the rare occasions when she showed it was usually enough to get me hard on the spot.
I did my best to hide my sexual thoughts (and my boner, which was pressing against my shorts). We made our way and began slicing, dicing, and mixing. As usual, the crepes were…. ok, but veering towards the bad.
Afterwards, we were sitting on the couch, watching a Korean drama. Well, not really watching, we were engrossed in conversation. It was the first real conversation we’d had since she walked in on me and Jenny, and it was good. This was the old Amanda, and I felt relieved she was back. There was a lull in the conversation, and she asked me “definitely_not_me_XD? Are you and Jenny dating?” I chuckled and said no. That might seem surprising since we had sex, but Jenny and I had a long talk and decided that it would be the best if we stayed fwb. “Oh” was her response.
“Can I ask something? And if it’s too much, you don’t have to answer.” I, of course, said sure. “Did you and Jenny have sex?” I couldn’t help but laugh at her question. “Yeah, we fucked.” She blushed at the crudeness of my answer, but I could tell something was bothering her. Upon asking, she said, “Well… I’m not really supposed to – you know, play with myself, or have sex, until after marriage because of religion…” she left her statement hanging. “…but?” “But it feels so good” she said in a barely audible voice. I laughed a little at that one, and said she shouldn’t feel bad for herself pleasuring herself, that it was normal, and the decision to wait until after marriage for sex was her decision. “I don’t want to though”
I paused for a moment. “To have sex?” She nodded. “Yes. I’m ready”. “Who’d you have in mind?” She blushed at that one and said “I’m not too sure… someone I trust”. And yes, I’m an idiot for not picking up the ball on that one, but I shrugged and said “good luck”. After a little while, I realized I forgot the strawberries so I went to my car to grab them. Amanda nodded when I told where I was going. I passed the kitchen and saw a box of strawberries. I went back to the sofa – and saw a wonderful sight.
*
Amanda’s shirt was off, and her eyes were closed. She was gently fingering herself, moaning softly, and using her other hand to caress her boobs underneath her bra. I was transfixed and didn’t say a word, not wanting to interrupt. I went to take a step back to give her some privacy and not appear like a pervert and my foot hit the wall. Her eyes opened and she stopped, looking up at me with what I can only describe as “fuck me” eyes.
“Get over here” she demanded. I went over and she ordered me to take my shirt off. This girl had a bit of a dom side! I loved it. Of course, I obliged. She started playing with my nipples, which I absolutely love. I grabbed her and kissed her affectionately, which eventually began an intense makeout session. She touched my cock through my shorts and I grabbed her ass and squeezed. My cock twitched in happiness. I kissed her on the neck and she sighed.
We broke the kiss, and I couldn’t get my shorts off fast enough. Like Jenny, she was fascinated with my cock. “It kind of curves upward, that’s so cool! And it’s so hard!” I smiled and told her that was all because of her. She kissed the head of my cock, and it twitched and a drop of precum came out, which she sucked up with her tongue. I moaned and sat on the couch. The next couple minutes were filled me sighs and moans from me, and slurps from her as she gave me an incredible blowjob. She looked so beautiful.
“I’m gonna – I’m gonna” I couldn’t even get the words out and she began sucking more intently. My muscles all tensed up and I let out a single “fuck!” as I came in her mouth. She tried to swallow it but it was too much – it spilled out of her mouth and dripped onto her tits, somehow making them more beautiful. I laid back, spent.
“Let me repay the favor”. I quickly pulled off her panties and cum covered bra, and began sucking her pussy. She was writhing and moaning with every flick of my tongue. During this, I was reaching underneath and caressing her ass. She started bucking her hips and moaning, which made my boner return. She grabbed my hair and pushed my face harder into her pussy, almost screaming in pleasure. I really began working her clit at that point, and she screamed, bucking her hips incredibly hard, and orgasmed, shuddering in pleasure.
I kissed her and it was incredibly hot – our mouths had each other’s cum in it, and it was intense. Eventually she broke the kiss and said “Fuck me. Fuck me and show me true pleasure is like.” Thanks to my experiences with Jenny, I now always had a stash of condoms with me. I grabbed one from my pocket and put it on. She looked at my condom covered penis in fascination.
“Go slow, ok?” “As much time as you need”
I slowly entered her pussy. It wasn’t quite as tight as Jenny’s but it was incredibly wet and hot. As I penetrated, Amanda, like Jenny, took a while to get used to it. I slowly, slowly, started bucking my hips, and Amanda was in pure ecstasy. Hips bucked, arms around my back, tits bouncing, eyes closed, moaning and sighing and screaming. I squeezed her tits hard and she yelped, began playing with my nipples, which pushed me over the edge. I began fucking her hard and absolutely pounding her, and she couldn’t get enough. I put her nipple in my mouth and she rubbed my nipple. “Fuck….. oh fuck….” She arched her back and shuddered around my cock. Her body radiated with pleasure. A few thrusts later, she pinched both my nipples and I exploded. My penis was being milked of all its cum.
We rested and cuddled for a while, and then fucked again later that evening.
Source: reddit.com/r/gonewildstories/comments/6rpvvj/helping_amanda_to_explore_her_sexuality_mf
“Show me what true pleasure is like”???