The many times i tried to fuck Olga and how i finally did it.
The first time i tried to fuck Olga was when i went to take a shower but had no towels to dry myself. Before showering i went to Olga, who was also fully naked, and asked her for a towel. She guided me to her room, saying she’d lend me a towel. Sering her naked had gotten me very hard. In her room, she leaned forward to get a towel from the drawer. As she was bent over i walked up to her from behind, grabbed her by the hips and thrusted forward. My cock was betwern her thighs. I adjusted and aligned it to her hole but when i tried to penetrate she stopped me abruptly. I stopped and took my shower. As i exited the bathroom i walked up to her room and saw her naked on the bed. I went in and stroked my cock while i talked to her. When it was hard i got close to her and rubbed it on her left nipple. I rubbed my cock on her left breast, as if i was fucking it, and the got on top of her, brought her boobs together and fucked her tits. I came between her saggy breasts, leading her to go clean herself.
The second time i tried to fuck her was in the shower. I had just come back from the basketball yard and went to take a shower, but she was already there, naked and about to take a shower. I undressed and said i’d join her, to which she agreed. Once in the shower she asked me to soap her back. I started by soaping up her back, then her breasts, circling around the nipples. I slowly moved my hand downwards through her belly, reaching her fuzzy mound. I played with her pubic hair a bit before caressing her clitoris.
“Not there!” She yelled, so i moved my hands to her inner thighs, positioned myself and tried to fuck her from behind. When my cock was about to enter, she struggled a bit, telling me not to put it in her pussy, so i ended up humping her thighs until i orgasmed.
Two noteworthy moments:
One time, when she was watching TV with only her panties on, i came around and straddled her, humping her belly. I “bellyfucked” her for about 3 minutes before cumming on her belly button.
Another time i got her to suck my dick for a bit. It was very spontaneous, actually. She was kneeled down while cleaning something, i came up to her with my erect cock and put it into her mouth. She moved her head a bit, swirled her tongue a bit and then stopped.
“No, no, don’t do that. No suck.”
Also, when we were in the bathtub together i got her to suck for a bit again, but she didn’t finish me with her mouth. At least i got to cum on her breasts again.
The most i got from her for a while was actually a handjob. She went into my room while i was masturbating and i grabbed her hand and placed it on my dick while i played with her breasts and she stroked until i came. 1 week later i got her to do the same and it became a semi-regular thing.
One time i got an actual blowjob from her. That time i cuddled with her for a bit on the bed, sucking on her breasts and playing with her clit. This time she let me play with her properly, guess she was warming up to me, although she turned her face away when i tried to kiss her. Then i got myself between her legs and rubbed my cock on her slit for a while, but when i tried to put it in…
“Stop, you’re a virgin! You can’t fuck me.”
That got me by surprise. I had no idea what my virginity had to do with me fucking her or not but i got up, put my penis in front of her face and told her to suck it then. She surprisingly obliged and sucked until i burst right into her mouth… She didn’t swallow though.
Then came the night i decided i would fuck her regardless of anything. My bed had broken and i had slept in my parents’ bedroom for a night. The very next day her AC broke and she told me she’d sleep with me on their bed. I told her that we could only share the bed if we were both naked. She promptly took off her gown and underwear and i took off my boxers and tanktop. I tried to fuck her many times, she knew i was going to try this time and yet she decided to sleep naked with me. At this point i knew she was playing hard to get but wanted me to fuck her.
As we were laying side by side i started playing with her breasts and stroking my cock. I got under the covers to suck on her nipples. Soon i kissed my way down to her hairy pussy, got her belly out of the way and ate that fuzzy beaver out.
“Stop, no mouth there”, she said as i ate her out without hesitation. She told me to stop a few times, but always softly and never with any physical attempts to get me off. It was clear she wanted some teen cock but was probably ashamed of admitting. After tasting her salty pussy for a while i got up, leaned forward and aligned my cock with her fat pussy.
“Stop, you’re a virgin. You can’t fuck me”
“Take my virginity then, so i can fuck you everyday” i said as i thrusted my cock into her. She was silent while i pounded her pussy. After only 1 minute i came, unloading everything into her pussy.
As i collapsed to her side i glanced at her.
“Not a virgin anymore, now i can fuck”
“Go to sleep”
So i did.
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