This happened in high school, when we were on a field trip to Vienna with my class and the other parallel class.
There was a girl called Elisa in the other class that every guy had a crush on, including me. Let’s just say she developed early, and well, there’s no elegant way to put it, she had massive tits. I know, there’s always that busty girl in every class but she was different. She literally had to be exempt from gym classes because she was unable to run or jump with her chest. One time, we were in some computer class and we heard a beeping sound, the one you get when you press more than 3 keys on the keyboard at the same time. After some confused looks, we realize that her boobs were literally inadvertently resting on the keyboard and pressing all the keys.
She later got a reduction, but that doesn’t mean she didn’t enjoy the hell out of her gift while she could.
Anyway, back to Vienna. We were all in the same accommodation, and at night we all went to each others rooms to drink and to play truth or dare and whatnot. Elisa was there too, and of course the dares got quite sexual and it was just a matter of time before someone asked her to take her top off. I don’t think anyone expected her to comply, but to our surprise, she swiftly removed her top without hesitation, leaving only her bra. For a long moment it got very quiet, and I swear you could hear every guy grow hard then and there. I couldn’t help it either, and did my best to conceal it. A few turns later, someone was asking me “truth or dare”.
I admit I had taken a few glances at Elisa – who had not put her top back on – as I didn’t know if I’d ever get to see that divine cleavage again. Unfortunately this also meant I was still hard as a rock and sweating profusely. Since we were technically “home” and it was late, I was wearing my comfy home clothes, which consisted of just sweatpants and an old Marilyn Manson t-shirt – no underwear. The last thing I wanted was to have to stand up in this state, so I chose “truth”. Well, to my horror, the question for me was: “Do you have an erection?”.
Gasps and giggles from around the room, and of course I said “no”. But the group didn’t leave it at that, and asked me to stand up, everyone chanting in unison, to prove it.
Yeah, well, what happened after that is quite predictable, let’s just skip past this embarrassing moment shall we?
Fast forward to later in the evening when It’s just me in my room, watching some YouTube stuff on my laptop. Someone knocks, it’s Elisa. I’m still super embarrassed but I pretend it just didn’t happen. She comes in and sits down on my bed.
“I’m sorry for what happened earlier.” she says.
I have no idea how to react and I just play dumb and say something like “Uh, like, what do you mean?”
“I know you guys can’t help it…”
She looks me in the eyes.
“I know you can’t help it now either.”
And as she says that, I can feel myself growing hard again. I’m sweating more than I ever have. The hottest girl in the world is sitting on my bed and talking about my boner. But before I could say anything…
… she takes her top off. But this time, there is no bra underneath. I’m completely speechless, I had fantasized of this moment for years, and now here it is. Elisa, topless, on by bed. I try to control my breathing and contain my excitement but I don’t think it’s working. My teenage mind is racing but unable to process what’s happening.
“I know you want to…” she says with a subtle grin.
Slowly, I approach my hands, as if I’m about to touch some alien artifact that I just discovered on another planet. As I make contact, she closes her eyes. They are very soft, softer than I expected, and smooth like baby skin. My two palms cannot even begin to contain them.
“Lift them up, don’t be shy.”
I place my hands under them and start to lift them slowly and carefully. They’ve much heavier than I expected, and now I can see why she’s not that into sports.
Then, I can feel her hand reaching inside the wide gap that has formed between my sweatpants and my waist and I take a deep breath. Yes, this is happening.
She smiles, as she gently caresses my shaft. She asks me to lie down. I comply, revealing an awkward tent in my sweatpants as I lay on the bed.
She kisses my erection through my trousers, then pulls them up over it to reveal it. But soon, she makes it disappear in her mouth. Her heavy breasts drag across my thighs and I’m seeing stars as her tongue slowly circles around my cock.
She brings her head back up and places her breasts around my cock.
All I manage to say is: “I’m going to…” between two breaths.
“I want you to finish between my tits.”
At this point, there was nothing I or anyone in the world could have done to stop it from happening. I filled her cleavage with cum just like she wanted.
“Thank you.” She said, with grin, her hand slowing down. She walked up to the mirror and took a satisfied look at her cum-covered tits.
Source: reddit.com/r/eroticliterature/comments/fejsna/my_first_experience_at_the_field_trip_fm