{{ login_id.substr(0, 30) }}{{ login_id.length > 30 ? '...' : '' }}
Settings
Welcome to DLsite!
Create an Account Log in
Announcements
List
Search products （Adult Doujin）
Retail Section
Guide ・Help
Log Out
Search by Work Format
Search for Discounted & Free Works
Search by Ranking
Check out Upcoming Works
Search by popular keywords
Menu
Search
Cart

Middle-aged Man works

Back
Refine
Supported languages
Reorder
Cancel
Displaying  1~30  of 1624
  • The Day Natsumi's Womb Surrendered [Iris art]
    Manga
    The Day Natsumi's Womb Surrendered
    Iris art
    385 JPY 770 JPY / $2.60 USD$5.21 USD / 35pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    Full color 70 pages. Situations: enduring pleasure / strong will not to kiss -> eventually kiss / pile driver position / with or without comdom sex / creampie etc.
    Purchased: 15,153
    (5,339)
    (31)
    Set Discount Eligible Work
    Release date : Sep/15/2017
    Cart
  • Free Mating Academy [Panda Extract]
    Manga
    Free Mating Academy
    Panda Extract
    770 JPY / $5.21 USD / 70pt(10%)
    The student council president of a renowned and prestigious academy gets ravished and ravaged by an ugly bastard middle aged man with high libido. MmmmmHhhHMMM! It feels soooo good to creampie this by-the-books girl!!
    Purchased: 14,277
    (3,286)
    (10)
    Release date : Sep/27/2021
    Cart
  • [Full Color Ver.] Secret Compilation ~Mother and Daughter Pleasure Corruption~ [Yuzuri Ai]
    Manga
    [Full Color Ver.] Secret Compilation ~Mother and Daughter Pleasure Corruption~
    Yuzuri Ai
    605 JPY 1,210 JPY / $4.09 USD$8.18 USD / 55pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    A daughter is releasing pent-up up anger about her mother's new husband during a live-stream, when he enters. A compilation of the Secret series, now in full color!
    Purchased: 11,935
    (3,546)
    (16)
    Set Discount Eligible Work
    Release date : Jul/16/2021
    Cart
  • 僕と彼女と線香花火 [nikusuke]
    Role-playing
    僕と彼女と線香花火
    nikusuke
    990 JPY 1,980 JPY / $6.69 USD$13.39 USD / 90pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    あの忘れられない夏。君とずっと一緒にいられると思った。約束された未来が壊れていく。
    Purchased: 11,873
    (4,377)
    (34)
    Release date : Feb/25/2023
    Cart
  • A Slut Came To Our Rural Village!? [Chinjao Girl]
    CG + Illustrations
    A Slut Came To Our Rural Village!?
    Chinjao Girl
    880 JPY / $5.95 USD / 80pt(10%)
    "Is it true that all the girls in the big city are sluts?" It would seem that the guys in this super rural village have a misunderstanding... and unusually high sexual desires!
    Purchased: 11,761
    (4,655)
    (40)
    Release date : Mar/24/2017
    Cart
  • I Want To Rope Men In 2 [Mitsume no Mitsumame]
    Manga
    I Want To Rope Men In 2
    Mitsume no Mitsumame
    330 JPY 660 JPY / $2.23 USD$4.46 USD / 30pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    Tsumugi always thought she was so plain and unattractive, but everything changed when she met an older man who took a fancy to her. Months have passed since their meeting, and Tsumugi has started to change...
    Purchased: 11,429
    (3,704)
    (18)
    Set Discount Eligible Work
    Release date : Jun/01/2021
    Cart
  • Cumdump Aspirant [Jack & Nicholson]
    Manga
    Cumdump Aspirant
    Jack & Nicholson
    440 JPY 880 JPY / $2.97 USD$5.95 USD / 40pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    A certain high school girl attending an all-girls academy harbors a rather decadent desire. That is... to become a "cumdump" for middle aged men. What actions does she take to fulfill her long-desired dream...?
    Purchased: 10,925
    (1,714)
    (7)
    Set Discount Eligible Work
    Release date : Feb/01/2024
    Cart
  • てんオジ!～転生してもオジサンだった件～ [FANTASY FACTORY]
    Role-playing
    てんオジ!～転生してもオジサンだった件～
    FANTASY FACTORY
    55 JPY 110 JPY / $0.37 USD$0.74 USD / 5pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    転生したおじさんが○リっ娘とクーデレ騎士を引き連れてエッチな大冒険へ出るRPG!!超絶値引き価格にて販売予定!!
    Purchased: 10,512
    (4,381)
    (45)
    Set Discount Eligible Work
    Release date : Jun/09/2021
    Cart
  • 白目をむいて「イっくぅうッ!」と評判のふたなり専門エステへ疑惑のオスちんぽで忍びこむ男の娘♂おまんこついてないのがバレておじさんちんぽにパコられガチ逝きアクメ! [PLATONiCA]
    Manga
    白目をむいて「イっくぅうッ!」と評判のふたなり専門エステへ疑惑のオスちんぽで忍びこむ男の娘♂おまんこついてないのがバレておじさんちんぽにパコられガチ逝きアクメ!
    PLATONiCA
    500 JPY 770 JPY / $3.38 USD$5.21 USD / 45pt(10%)
    35% OFF ～Sep. 10, 13:59 (JST)
    ふたなり専門エステのお姉さんにしゃぶられゴ満悦の男の娘…しかし、背後にはオーナー種村の姿が…ッ。
    Purchased: 9,140
    (2,163)
    (9)
    Release date : Dec/01/2021
    Cart
  • The Small Nun in the Confessional [Sushi Shop]
    Manga
    The Small Nun in the Confessional
    Sushi Shop
    385 JPY 770 JPY / $2.60 USD$5.21 USD / 35pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    A l*li nun seduces and cum-squeezes a middle-aged man in a confessional.
    Purchased: 9,014
    (3,100)
    (15)
    Set Discount Eligible Work
    Release date : Jul/20/2020
    Cart
  • Snooty Sugar Daddy Hunting Otoko no Ko Corrupted Into a Free Ass-pussy [Mentsuki-dou]
    Manga
    Snooty Sugar Daddy Hunting Otoko no Ko Corrupted Into a Free Ass-pussy
    Mentsuki-dou
    330 JPY 660 JPY / $2.23 USD$4.46 USD / 30pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    Minoru is an otoko no ko interested in squeezing old geezer balls dry for cash. It was a simple and profitable gig, until they met this masterful man...
    Purchased: 8,800
    (2,776)
    (9)
    Set Discount Eligible Work
    Release date : Aug/30/2020
    Cart
  • 叔父貴と姪と [Almond Collective]
    Video
    叔父貴と姪と
    Almond Collective
    935 JPY 1,870 JPY / $6.32 USD$12.64 USD / 85pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    新☆肉感3Dシミュレーション&ハイブリッドトゥーン3Dによる喪服ブラウス半脱ぎプレイ! 生意気姪っ子へ近親中出しムービー。
    Purchased: 8,180
    (3,812)
    (29)
    Set Discount Eligible Work
    Release date : Nov/03/2013
    Cart
  • Declining Birth Rate x Baby Making ~Sisters~ [Hole in one]
    Manga
    Declining Birth Rate x Baby Making ~Sisters~
    Hole in one
    770 JPY / $5.21 USD / 70pt(10%)
    Polygamy is the government's answer to falling birth rates. These two sisters are married to a virgin bachelor and get delicious creampies every single day.
    Purchased: 7,926
    (2,401)
    (25)
    Release date : Feb/01/2017
    Cart
  • 女性限定まっさあじ店EX～お店の中で行われることは全てまっさあじです～ [Bosom Studio]
    Manga
    女性限定まっさあじ店EX～お店の中で行われることは全てまっさあじです～
    Bosom Studio
    220 JPY 440 JPY / $1.49 USD$2.97 USD / 20pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    そのお店に入れば、中で行われる行為は全てまっさあじである。それは当たり前であり、何もおかしくない。
    Purchased: 7,873
    (1,592)
    (4)
    Release date : Oct/17/2022
    Cart
  • 開花させてはいけない [STARWORKS]
    Simulation
    開花させてはいけない
    STARWORKS
    1,925 JPY 2,750 JPY / $13.01 USD$18.59 USD / 175pt(10%)
    30% OFF ～Sep. 10, 13:59 (JST)
    爆乳妻と新生活を始めるも、やがて様々な劣等遺伝子たちと邂逅してしまう退廃的妻NTRーSLG
    Purchased: 7,587
    (2,544)
    (12)
    Release date : Jun/29/2023
    Cart
  • Erotomaniac Camp - From Defiant Student to Submissive Bitch [Intrepid]
    CG + Illustrations
    Erotomaniac Camp - From Defiant Student to Submissive Bitch
    Intrepid
    385 JPY 770 JPY / $2.60 USD$5.21 USD / 35pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    Because she helped her friend, Nana became a defiled whore of man's lust...
    Purchased: 7,539
    (4,018)
    (11)
    Set Discount Eligible Work
    Release date : Dec/01/2010
    Cart
  • RE-EX - Until a Unfortunate Tomboy Like Me Achieves Happiness Chapter 1 [RUBBISH Selecting Squad]
    Manga
    RE-EX - Until a Unfortunate Tomboy Like Me Achieves Happiness Chapter 1
    RUBBISH Selecting Squad
    660 JPY / $4.46 USD / 60pt(10%)
    A tomboy gets impregnated and used like a toy by an older man.
    Purchased: 7,517
    (2,358)
    (5)
    Release date : Oct/25/2019
    Cart
  • bak [cottage]
    CG + Illustrations
    bak
    cottage
    990 JPY / $6.69 USD / 90pt(10%)
    化○語のCG集です。
    Purchased: 7,439
    (3,279)
    (24)
    Release date : Apr/27/2011
    Cart
  • 巨乳イトコがいる休暇3 [ichibotchi]
    Manga
    巨乳イトコがいる休暇3
    ichibotchi
    275 JPY 550 JPY / $1.86 USD$3.72 USD / 25pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    「巨乳イトコがいる休暇」「巨乳イトコがいる休暇2」の続編です。※凌○要素はありますが、寝取られモノではありません。
    Purchased: 7,201
    (1,904)
    (7)
    Set Discount Eligible Work
    Release date : Jan/23/2021
    Cart
  • RE-EX 幸薄いボクっ娘が幸せ?になるまでの話2 [RUBBISH Selecting Squad]
    Manga
    RE-EX 幸薄いボクっ娘が幸せ?になるまでの話2
    RUBBISH Selecting Squad
    660 JPY / $4.46 USD / 60pt(10%)
    ボーイッシュなボクっ娘が巨漢種付けおじさんから快楽責めされる日々を過ごしていると、いつの間にか妹もおじさんのおもちゃにされているというお話。
    Purchased: 7,117
    (2,155)
    (7)
    Release date : Feb/20/2021
    Cart
  • 女子写真部とおじさん指導員2 [circle midusane]
    Manga
    女子写真部とおじさん指導員2
    circle midusane
    440 JPY 880 JPY / $2.97 USD$5.95 USD / 40pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    大きなおじさんが生意気な制服少女に覆いかぶさって、酸欠快感を与えながら中出しッ!するエロ漫画です。
    Purchased: 6,941
    (1,175)
    (6)
    Release date : May/14/2023
    Cart
  • Freeloading Ojisan ~Blackmailed Girl~ [circle midusane]
    Manga
    Freeloading Ojisan ~Blackmailed Girl~
    circle midusane
    385 JPY 770 JPY / $2.60 USD$5.21 USD / 35pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    There's a weird old guy living in a girl's house. He's a real pervert, and the titty-sucking, deep-kissing, face-sitting action is just the beginning of his debauchery!
    Purchased: 6,935
    (1,817)
    (5)
    Release date : Mar/28/2020
    Cart
  • The Director and My Kanojo - How An Actress's Ovum Became That Bastard's Personal Spunk Depository [Mekujira]
    Adventure
    The Director and My Kanojo - How An Actress's Ovum Became That Bastard's Personal Spunk Depository
    Mekujira
    825 JPY 1,650 JPY / $5.58 USD$11.15 USD / 75pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    The "demon director". A heavy hitter from Nanpa Productions who loved the casting couch. ADV / CV: Yuki Wata / 112 CGs / 2 POVs / See details
    Purchased: 6,829
    (2,926)
    (31)
    Set Discount Eligible Work
    Release date : Jul/31/2012
    Cart
  • The Girl Who Can Only Judge Men By The Size Of Their Dicks [living idly]
    Manga
    The Girl Who Can Only Judge Men By The Size Of Their Dicks
    living idly
    880 JPY / $5.95 USD / 80pt(10%)
    The story of a girl who observes her cheating mother having sex with a man other than her husband, and starts to transform into a slut.
    Purchased: 6,824
    (2,108)
    (5)
    Set Discount Eligible Work
    Release date : Apr/23/2021
    Cart
  • 泡沫3～裏垢ドM派遣OLオナホ調教～ [Yuzuri Ai]
    Manga
    泡沫3～裏垢ドM派遣OLオナホ調教～
    Yuzuri Ai
    495 JPY 990 JPY / $3.35 USD$6.69 USD / 45pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    ある日、社内で噂になった『裏垢』の存在を上司(松本)に打ち明けた’高橋さん’。 ’高橋さん’と性的な関係になってしまった上司(松本)は、自分好みに’高橋さん’を【オナホ】化していく…―。
    Purchased: 6,773
    (1,578)
    (5)
    Set Discount Eligible Work
    Release date : Oct/27/2022
    Cart
  • Torima, Act 7 [Mi Po Z]
    Video
    Torima, Act 7
    Mi Po Z
    715 JPY 1,430 JPY / $4.83 USD$9.67 USD / 65pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    A small girl learns some lewd lessons with the help of a middle-aged man.
    Purchased: 6,446
    (2,635)
    (15)
    Set Discount Eligible Work
    Release date : Jul/08/2021
    Cart
  • パパ撮って [IMAGECORE]
    Video
    パパ撮って
    IMAGECORE
    770 JPY / $5.21 USD / 70pt(10%)
    父と娘が、ビデオカメラのファィンダー越しに、まったりとエッチ。
    Purchased: 6,446
    (2,683)
    (20)
    Release date : Sep/05/2008
    Cart
  • The JK Next Door Blackmailed Her Way Into My Home 2 [hitonohundoshi]
    Manga
    The JK Next Door Blackmailed Her Way Into My Home 2
    hitonohundoshi
    660 JPY / $4.46 USD / 60pt(10%)
    The story of a middle aged man violating the highschool girl who lives next door under the influence of alcohol.
    Purchased: 6,336
    (1,701)
    (4)
    Release date : Aug/06/2020
    Cart
  • I Date Sugar Daddies Now 3 ~Online JK (1)~ [Kamika Dou]
    Manga
    I Date Sugar Daddies Now 3 ~Online JK (1)~
    Kamika Dou
    440 JPY 880 JPY / $2.97 USD$5.95 USD / 40pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    Third-year high school student Utano Ito decides to find a sugar daddy or two to help finance her future university apartment...
    Purchased: 6,205
    (1,610)
    (7)
    Set Discount Eligible Work
    Release date : Oct/01/2021
    Cart
  • The Village Head's Nefarious Scheme THE MOVIE [Socrates]
    Video
    The Village Head's Nefarious Scheme THE MOVIE
    Socrates
    880 JPY 1,760 JPY / $5.95 USD$11.90 USD / 80pt(10%)
    50% OFF ～Sep. 10, 13:59 (JST)
    The long-awaited animated edition of the popular sister r*pe puzzle game! This is the story of two sisters ab*sed and turned into cumdumps by the head of their rural village. Over 3 hours of 3DCG drama!
    Purchased: 6,197
    (1,301)
    (9)
    Set Discount Eligible Work
    Release date : Apr/04/2020
    Cart
Set works you wish to hide
Displaying  1~30  of 1624

Previous

Next

Narrow Search by Format

Users who browse Middle-aged Man are also interested in these genres.

About DLsite

DLsite is a 2D content download site specializing in doujinshi, manga, H games and more.

There's plenty of content for both PC and mobile device users!

Middle-aged Man is just one of the many genres of products we have!

New products are added every day!