Losing my Virginity through a Dating App♡ – My First Year in the Workforce, Deflowered by a Crossdressing Big Bro I Met Online

After university, Bal, a reserved IT professional, is still a virgin. He meets a flirtatious crossdresser on a dating app and is pushed into a rendezvous at a love hotel. What starts as a casual encounter to lose his virginity becomes a passionate affair he can’t get enough of.
・Blowjob: The virgin’s cock is slowly teased and licked sensually until his hips buck from the pleasure.
・Riding: The bottom takes the lead in penetration, wet sounds echoing with every thrust.
・Squirting & Creampie: Overwhelmed by the pleasure of his first time, the bottom loses control and ends up creaming inside twice, making the crossdressing big bro cum hard.Scenario: Harujio
Illustration: 美月姫
https://x.com/Mituki_chan_R18
Subaru Ousaka (CV): Yoito Kirisame
https://x.com/yoito_kirisame
Hijiri Mizuki (CV): Dokkoi Shoichi
https://x.com/dokkoi_say_you
Sound Editing: Uraura
https://x.com/uraura_masound
Design: Sue Q
https://x.com/sue_q0909
Production & Animation: under ball
https://x.com/underball_0000(Text: English / Voice: Japanese)
(English product description provided by the creator.)
Bal, a serious and polite first-year employee at an IT firm, entered adult life still a virgin, having had no luck with dating in university.
One day, he gets pushed into meeting up with a flirty, crossdressing older guy he matched with on a dating app—and ends up losing his virginity at a love hotel♡
It was just supposed to be a playful meetup, but after taking it raw on the first try… he can’t stop!◆ Subaru Ousaka
Handle: Bal
A diligent, well-mannered newbie in the corporate world.
Despite being awkward about sex due to inexperience, one encounter is all it takes to awaken his lust.
A glasses-wearing good guy with a sensitive cock.
CV: Yoito Kirisame
◆ Hijiri Mizuki
Handle: Mizuki
A 28-year-old freelancer with a history of catfishing as a woman.
Flirty, playful, and experienced—he’s a smooth-talking oral pro, but can get a little sweet with the one he really likes.
CV: Dokkoi Shoichi・Super slick LIVE2D animation that brings both characters vividly to life!
・Three steamy situations to enjoy!
・Fully voiced with high-quality binaural recording using a KU-100 mic!
Play Content
Straight male as the ‘Top’
Virgin deflowering
Fellatio
Ahegao (facial expression of pleasure)
Naughty moaning
Squirting
Creampie
Multiple orgasmsGet these just by purchasing!
・Ultra-rare! Concept sketches by 美月姫-sensei
・Live2D voice/video data
・ASMR Voice Track: ‘Role Reversal’, approx. 10 mins
・Two bonus short stories (~3000 words each): one from the bottom’s POV, and one from the top’s
*Please note: All bonus materials are in Japanese only.
Bal, a serious and polite first-year employee at an IT firm, entered adult life still a virgin, having had no luck with dating in university.
One day, he gets pushed into meeting up with a flirty, crossdressing older guy he matched with on a dating app—and ends up losing his virginity at a love hotel♡
It was just supposed to be a playful meetup, but after taking it raw on the first try… he can’t stop!◆ Subaru Ousaka
Handle: Bal
A diligent, well-mannered newbie in the corporate world.
Despite being awkward about sex due to inexperience, one encounter is all it takes to awaken his lust.
A glasses-wearing good guy with a sensitive cock.
CV: Yoito Kirisame
◆ Hijiri Mizuki
Handle: Mizuki
A 28-year-old freelancer with a history of catfishing as a woman.
Flirty, playful, and experienced—he’s a smooth-talking oral pro, but can get a little sweet with the one he really likes.
CV: Dokkoi Shoichi・Super slick LIVE2D animation that brings both characters vividly to life!
・Three steamy situations to enjoy!
・Fully voiced with high-quality binaural recording using a KU-100 mic!
Play Content
Straight male as the ‘Top’
Virgin deflowering
Fellatio
Ahegao (facial expression of pleasure)
Naughty moaning
Squirting
Creampie
Multiple orgasmsGet these just by purchasing!
・Ultra-rare! Concept sketches by 美月姫-sensei
・Live2D voice/video data
・ASMR Voice Track: ‘Role Reversal’, approx. 10 mins
・Two bonus short stories (~3000 words each): one from the bottom’s POV, and one from the top’s
*Please note: All bonus materials are in Japanese only.