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SebastianTombs
6 hours ago
Straight Male
United States

Nerdy Girl

Nerdy Girl Episode 1: Her First Time

How do I respond when the nerdy chick wants me to be her first?

We all know one – a really nerdy chick. She's young and single, surely virginal because she's kind of weird and not much to look at... but she does have this one feature that, along with a couple beers, would make you aaaaalmost wonder what it would be like to hook up with her. Besides, every nerdy girl has a hot friend. The nerdy girl I know is Kathryn. She's kind of awkward socially, but has always been nice to me perso...

Nerdy Girl Episode 2: A Second Serving

The nerdy girl's first time was quick. But what did she say about “again later"?

Dinner was done cooking, but needed to rest a while before cutting into it, so Kathryn and I chatted some more. “I'm glad you enjoyed having sex with me,” she told me, awkwardly. “Ummm... yeah,” I replied. “It was a bit of a shock you asking, to be honest.” “I know, I'm not very tactful. Sometimes I just blurt stuff out.” “So, you didn't really mean it?” “Oh, yeah, I meant it, I just didn't know how to gracefully ask, so...

Nerdy Girl Episode 3: Staying The Night

Why not spend the night with the nerdy chick who just gave me her virginity?

I looked at Kathryn in my groggy state, trying to figure her out. Was she offering to put me up for the night because she was concerned that I might fall asleep and wreck out on the way home... or because she was getting addicted to sex and wanted to try for another round in the morning? At this point, it didn't matter to me. “Well, sure, I could stay.” If the thought of not dying tonight wasn't enough, the possibility, e...

Nerdy Girl Episode 4: Morning

She gave me her virginity last night. Do I regret it in the morning?

I wake up in the morning a little disoriented. I had just a bit of wine last night, nothing too crazy, and it wasn't the cheap stuff, so there's no hangover or ill feeling; it just takes me a minute to come to my senses in unfamiliar surroundings. I turn over, and there is Kathryn, covers pulled up around her shoulders, hair a mess, mouth open, and pillow lines on her face – not the freshest sight. Did I really do nerdy K...

Nerdy Girl Episode 5: Choose Wisely

Her virginity gone, my nerdy friend presents choices as to how to help her become more adventurous.

Kathryn and I walk out of the bathroom into the bedroom, still naked from our post-shower sex. I find my clothes while she digs into a drawer and puts on fresh panties and a bra. She steps into a pair of pants and rummages through her closet for a shirt while I dress in my pants and the shirt she lent me last night. I had her figured for a boxed-macaroni and pop-tart kind of girl, but after last night's dinner and this mo...