Author: untowardideas

First handjob and an accidental facial [MF]

This is probably not a sexy store per se, but I have dinner with this ex every so often to catch up and she still loves to make fun of me for the look on my face.

Shortly after turning 30, I accidentally started dating a 20-year old – no, really, I met her at a bar, figured her for mid-20s and didn’t realize she was still in college until I walked her home to a block of depressing student apartments. I didn’t find out she wasn’t 21 until our first date, but we got along really well, nerdy about the same things, I tried to put the age gap out of my mind.

Side trip re: nerdy – foreplay often consisted reading out loud while the listener gave the reader oral, stopping if the reader faltered. It’s about as hard as you expect to read Anna Karina out loud while a woman deepthroats you.

So, to the first part of the tale – talking about our pasts, she was surprised that I’ve never gotten a handjob or cum on someone. Everyone I’d been with even in high school was down for a blowjob or sex and I always finished in them one way or another (mouth, condom, bare, whatever). Read more »

Girlfriend’s first anal creampie on Valentine’s Day [MF]

Deleted the first post because the formatting didn’t work right (no paragraphs) and the Reddit editor gave me an error. If I screw it up again I give up.

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Cara was an emotional roller coaster for a partner – her seduction technique was to pull me aside one night and explain “Your existence distracts me, but I don’t know if you’re aggressive enough.” She wanted to fuck me but thought I might be too nice.

I’d call it a strategy of heightening the tension to make sex better but it’s just her personality. Direct, often cutting… but she’s hot and smart so people forgive her. I definitely did.

I aced the interview by fucking her mouth until I came twice that night and sending her home without sex.

We never talked about in dom/sub terms but once she’d made her demands known and sex was on the table she became quite submissive, just wanting to be tossed around, used and ultimately rewarded. I triggered something new in Cara when I whispered “good girl” in her ear while fucking her from behind, pushing her over the edge. It became the phrase to make her melt… or gush – when used at the right time. Read more »

Cumming in my friend at a birthday party. [MF]

My girlfriend has been working out of state for four months and visits have been hard to schedule because of my job (thank the gods for Christmas and New Year’s), sexual frustration is running high and I’m in a cycle of reliving all my favorite memories. Trying to write down whichever one is bothering me on any given day to help me concentrate on things like work… and driving.
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It was my friend’s birthday party and she was doing dramatic readings of the horny messages she got on PlentyOfFish and OKCupid for the room. (Highlight: six paragraphs singing the praises of her beauty that ended with “I’d put a baby in your belly if you let me.”)

I leaned against the frame of a cased opening and Sarah was in front of me, leaning back into my chest. At one one message describing the promised volume of the author’s ejaculate Sarah started cracking up, turned into me and bit my left trap – hard. Like maybe leave a bruise if I wasn’t wearing a shirt hard.

“What the fuck.” She looked up and arched her eyebrow at me. Read more »

Getting under someone to help her get over someone. [FM] (Part 1)

My housemate Kelly’s friend was going to stay with us for the weekend – she’d been moping for a couple of weeks after catching her (now ex-)boyfriend cheating and needed to get out of Austin so Kelly got the okay from me and invited her up. Jen arrived early on Friday and when I got home the two of them were in the kitchen with a cheesy yellow Hi-Liter pipe they’d shared in college, raiding the fridge for strawberries and grapes.

Jen was super cute – a tallish brunette with a sort of pixie cut, black rimmed glasses, like the girl next door who’s into Crossfit or something. After introductions I hid out in the extra bedroom-turned-office to give them some space and “work” (play FIFA). An hour later Kelly knocked and asked if I wanted to come out for dinner and drinks (ie would I drive so they could get drunk – this is pre-Uber). Read more »