My name is Olivia and this is the story of how I lost my virginity. I’m no professional writer, so feel free to give tips haha. For some context; I’m 5’5, 160lbs so not skinny but not exactly overweight, I was and still am what people considered “thicc” haha, I’m blonde, blue eyes, have freckles, and have 34DD breasts. When I was 16 y.o I started working at my local Subway. I started on the evening shift and quickly got close with my supervisor Bryan.
He was an interesting guy to say the least, he was 26 y.o, he was I think around 5’9, slender, scruffy facial hair, wicked farmers tan, I thought he was cute and rugged looking but he was in a relationship so I never really tried to pursue anything serious. He was a rather compulsive liar, looking back at it but 16 y.o me ate that shit up. Like the “fact” that he used to be a model, modelled a 2 mil dollar watch, which was given to him, and then stolen out of his very cheap 1998 Honda Civic lol. But I didn’t care, he was mildly cute and giving me attention, flirting with me, I couldn’t help but just ignore the lies or go with it haha.
Anyways, at one point his vehicle had broken down and since I had my license and a small 1988 Toyota pickup my parents allowed me to drive to work, I offered to pick him up. His place was sooooo far away, like I lived 10 mins from work and he was a good 45 mins away. So for a few weeks I picked him up for work, normally his gf would wave us goodbye and we’d be on our way. It started innocently enough, he’d say shit like “ooh girl if I didn’t have a gf.....” and I’d just laugh and blush. I loved the attention and he knew it.
One day as we were pulling out of his driveway, his girlfriend waving from the front door, he reached over from the passenger seat and started to stroke my thigh. I got a little nervous because didn’t want his girlfriend to see, but it was so hot. I mean he’s always been touchy feely, especially at work, he’d been known to call me his work wife, “accidentally” touched my breasts any chance he gets, and sometimes when everyone else has gone home or is busy, he’ll come up behind me and hump me. He’d always makes it seem like it’s some funny joke, but the odd time he would hump me for more than just a few seconds, like the longest was at least a couple of minutes and I could feel his boner between my butt cheeks. It made me so fucking hot but I knew it wouldn’t go anywhere, so I just let him do his thing and kept working.
As we drove into work for our shift he just keep groping me and flirting, saying “my gf doesn’t treat me right...” “I know we would have a good time together” “you’re just so beautiful Olivia” “you make it really hard to stay faithful ‘Liv.” My panties were just gushing at this point. I never realized how easy I was but I knew if he had asked me to pull over and fuck, I would’ve right then and there, but we had a job to get to and he didn’t explicitly say the words, so we kept going. I’d never had sex before and he knew that, we were no strangers to talking about sex and stuff, but yeah i think he knew exactly how easy I was in that moment, because he harassed me all night at work that night.
If I went into the industrial fridge, which I do a lot, he’d be in there, groping my thighs, ass, rubbing my tits, he wasn’t even being playful about it anymore either. He was straight up going in my shirt at one point and pinching my nipples, grabbing my breasts and even quickly sucked on one of my tits, and I just let him. I was so fucking wet, I remember not caring if someone had caught us, if he wanted to go further, I would’ve let him.
When it came time to take out the trash, we always used the buddy system and he made sure I was his partner. When we got down to the bins which was a fair walk away from the storefront, he started playfully pushing me and pretending to wrestle a bit, there was a patch of grass behind the bins so when he ended up pinning me on the ground, it wasn’t so unpleasant haha. I just remember my ass being in the air and him humping me as hard as he could, I could feel his cock just poking at my virgin pussy through my yoga pants. I thought this was it, he’d pull my pants down and fuck me right there, but he eventually stopped, helped me up, laughed it off, composed himself and went back to the store.
Once the store was closed, we got in the car and I started driving him home. He must’ve still been feeling very horny because his hands were all over me. Groping my tits, my thighs, rubbing my pussy through my yoga pants. He could easily feel how wet I was already, my yoga pants were soaked. As I pulled up to the driveway he asked if I wanted to come in, before I could answer he prefaced it by saying I had to be very quiet, I was nervous because I knew his girlfriend was home, but for all I knew we were going to have a drink and I’d go home, no big deal right? Haha
So we go in the house, quiet as we can, he makes me a drink, a pretty strong one too, and we sit out on his back porch. He starts telling me that his gf won’t have sex with him and that he “loves her so much and tries to be a good boyfriend but she just doesn’t care”. Being naive I felt so bad for him, I just wanted to help and make him happy, so when he came in for a kiss, I let him. We kissed for awhile, I could feel his hands exploring my body and I just felt so good. My pussy was aching to be touched and he knew. He pulled away, hushed me, and brought me to the couch in his living room inside.
He sat me down, unzipped his pants and put his big hard cock right on my lips. I knew I had to be quiet so it was either deny it and go home or just take his cock in my mouth, and all I wanted to do was make him feel good, so I started sucking and licking his cock. It was delicious, I loved the taste, he was 7-8 inches? Fairly thick, just a great cock, his pubes could’ve been trimmed a little but otherwise I was so happy to be sucking his cock. I hadn’t really sucked cock before, so it was a bit of a learning curve but he helped guide my head up and down, sometimes holding my head down making me take his whole cock in my mouth. I felt so dirty and slutty, but I was loving it and thank god my gag reflex was not active lol.
He was aggressively fucking my face, I was in a daze, just letting my face, my little mouth be used for his pleasure was an incredible feeling. With each thrust his cock would go down my throat and I just couldn’t imagine being anywhere else. The added bonus of his girlfriend who was just sleeping upstairs and it got me so fucking wet; thinking she could come down at any moment was an exhilarating thought.
He stopped fucking my face pushed me back on the couch, lifted my legs up, and started to remove my yoga pants, once my pants were at my knees, he kneeled down, holding my legs with one hand and positioning his cock at the entrance of my pussy with the other, he began to guide himself inside of me. As his cock slowly entered my pussy he closed his eyes and moaned ever so quietly, he was savouring the moment he took my virginity. My pussy was not used to having something this big inside of it, so it wasn’t pleasant at first, but it wasn’t bad either. As he began to thrust his cock in and out it started to feel so much better. With my legs pushed back almost behind my head, he began thrusting harder and harder.
I was having a a really hard time keeping quiet. My whimpering and quiet moans were starting to get harder and harder to control, at one point while he was thrusting his cock inside of me, he was afraid I’d wake up his girlfriend so he covered my face with a couch cushion and just kept thrusting into me. He was fucking me so hard and fast, I was almost screaming into that cushion. With just a few more thrusts he unloaded inside my pussy, I could feel his cock throbbing into me. While the sex didn’t last too long, being filled with his cum while his gf slept upstairs was such a a thrill, I was in heaven.
Literally right after he came, he got up, and as I pulled my pants up he asked, “hey are you on birth control?”, I told him not to worry that I was, and he was like “okay cool, see you tomorrow.” So I did the walk of shame back to my truck and drove home with his cum still inside me. The next few weeks I let him do whatever he wanted to me, and he’d always remind me that I was the easy slut who let a committed man take her virginity. It made me feel so dirty and slutty, I loved it. I miss working at subway lol.
Anyways, let me know what you think. Hope you enjoyed! If you want more, let me know!
