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Ray the Marine

— Hot marine friend takes girl's virginity. by BellaKat02/18/054.00

Ready or Not

— My BFF and I watch an adult movie and things just unfold... by DawnR10/22/234.03

Real First Time Gay Sex

— Started in theater. by jayvee69696904/08/143.47

Reaphair Ch. 1

— He's seduced by an older woman. by belab10/16/023.67

Rebecca

— A gay couple invite a woman into their bedroom for fun. by RevolvingClosets04/12/22

Rebecca And Best Friend's Brother

— When the parents are away, the girl comes round to play. by AveryTomDeaconHarry10/07/044.54

Rebellion

— Fatima breaks free. by yivesvalley07/24/223.96

Records on the Hardwood

— One accident leads to a new type of fun for two friends.. by Clammy12/14/213.96

Recuperation

— Recovering after an accident. by Ashson10/24/164.10

Red Canna Massage Parlor Room 01

— 38 year old shy virgin wants a deep tissue massage from Mila. by sthsth06/05/194.61

Red Riding & Mrs. Wolfe

— James finally gets seduced by Mina Wolfe. by msxxl05/13/044.24

Red's First Foray with a Toy

— Redhead uses her first flicker clicker. by RedHairedandFriendly07/31/064.16

Redemption

— Knight returns from the Crusades a changed man. by JLovejoy08/11/094.01

Redemption Pt. 01

— First time love story. by Declan Cravens01/06/094.20

Redhead Aidan Crashes the Auction

— 18-year-old naive virgin ends up on stage, nude. by GoneGray06/20/194.73

Reflections

— Coed recalls her first time. by Silverluna10/09/023.84

Reflections by a bi cocksucker

— What I have become, what I know I have always been. by Willingtobebi07/24/234.49

Reflections from the Snow

— An emotionally distraught man recalls his first love. by thezinger06/13/114.68

Reflections on Virginity

— Remembering my first time. by Mihral09/20/164.36

Reform Pt. 01

— Raina prepares to peek into an alternative lifestyle... by rugive06/19/233.97

Reform Pt. 03

— Raina and Cliff each get something wet... by rugive06/23/234.29

Reform Pt. 04

— Ready for penetration? by rugive06/24/234.00

Refugee Daughter Deflowered

— Daughter of refugee meets perfect man, gives her virginity. by Firebro09/02/233.46

Reggae Nights

— A planned corporate take-over takes a detour. by Cinner05/03/124.37

Regina's Special Gift To Me, 1986

— She gives her CHERRY. by RomanMichael04/23/094.13

Relaxation

— An interlude in the garden. by Ashson08/15/184.37

Remedial Massage Turns Erotic

— Newly trained masseuse finds herself getting excited. by Racqel08/09/024.18

Remember The First Time

— Song reminds Sarah of her first time. by Kaysome04/16/044.26

Remembering Rachel

— John is awakened in the night by vivid memories of Rachel. by Nonymous John11/29/044.13

Remembering the 1970's Ep. 03

— Taking lovers daughter to bed with permission. by joedevon10/10/224.20

Remembering the Sting

— She remembers her first time. by RenaeNicks07/03/073.83

Remembering When

— Remembering my first time. by AnneArbor11/03/134.40

Remembrance

— Two of "The Greatest Generation" start life together. by AutumnWriter04/07/064.76

Remi and Eden - The Lifestyle Pt. 02

— Mitch's college fun gets a girl in trouble. by Mitchsmind07/08/234.09

Reminiscing

— Young Lust first time. by AlJen12/30/154.06

Reminiscing

— On the eve of my divorce, I think back to how I met my wife. by AJ_Johnson12/24/213.42

Reminiscing about Her Deliciousness

— A time of discovery. Not knowing where it leads. by my_slut_mouth01/19/193.88

Remote

— A short scenario - the protagonists are shy. by Decadent Switch07/25/043.28

Renaissance Affair

— John loses his virginity at the Renaissance fair. by storyteller1904/30/204.55

Renee

— Teaching a 22 year old virgin. by hamptonite10/23/144.04

Rent is Due

— A college freshman deals with a very exacting landlord. by TwoWorldsTX03/19/133.81

Renu the Tormentor

— A sordid attempt to relive some nostalgic fictional moments. by sajit01/03/033.15

Repaying Her Debt

— Natalina, sold again and again by the pleasure house. by AlexaHalo11/25/213.89

Repopulation

— In a post-apocalyptic world, love finds a way to build. by polyamorous60208/13/224.48

Rescued

— A virgin is deflowered by her rescuer. by violetflowers12/31/174.25

Reserved Jenny Finds Herself Ch. 01

— Normally reserved Jennifer finds courage to try new things. by Eden6912/05/174.29

Reserved Jenny Finds Herself Ch. 02

— Mark's perspective as Jenny experiences sex for first time. by Eden6912/06/174.01

Rest Stop and the Road Side Sex

— Strange sex encounter between young female and the fat friar. by prettynun201008/30/163.89

Restaurant after Close

— Jesse and Tony after hours. A short story and happy ending. by The_Anonymous_Writer08/12/154.14

Return to Nature Ch. 02: Slut Elly

— Young Elly Learns about Lust from the Men. by MarkeySan04/24/234.56

Returning Home

— 18-year-old Emily returns from Catholic school. by Master_Vassago01/05/044.16

Reuben's Surprise

— Daniel and Hailey have a surprise for their virgin friend. by alexMB07/23/174.02

Reunion Ch. 02

— Jay and Trudy talk. by CollegicHeart03/06/054.62

Revelations to Lessons

— A lonely weekend improved by a swim. by l0st04/27/094.47

Revenge is Sweet Ch. 01

— A young woman's story of abuse by LukeCoolhand08/31/124.33

Revenge is Sweet Ch. 02

— Corruption: The first stage. by LukeCoolhand09/01/124.35

Revenge of the Ex

— A spiteful woman wants to humiliate her ex. by NudeProfessor06/05/193.53

Rewarding Patience

— Harvey's been patient for so long. It's time to reward him. by KatherineRedHeart11/10/224.23

Rhonda TAKES Me!

— My High School Sweetheart takes my virginity. by Tcs195608/04/143.78

Rhonda's Touch

— A shy virgin gets his first hand-job. by geraldf04/22/034.00

Rian

— Nobleman is given a servant girl to pleasure him. by kinkeebaby06/27/074.36

Rian Ch. 02

— The nobleman teaches his servant girl new pleasures. by kinkeebaby07/05/074.60

Richard First Bisexual Experience

— Richard is straight he always has been... by BobbieSher12/16/214.05

Richard's Education

— His best friend's mom helps him out. by l8bloom08/30/074.48

Richard's Education Ch. 02

— What will his best friend say? by l8bloom09/15/074.53

Richard's Education Ch. 03

— Masturbation can be twice as nice. by l8bloom09/21/074.51

Richard's Education Ch. 04

— A stalker likes Louisa. by l8bloom10/16/074.49

Richard's Education Ch. 05

— A close shave. by l8bloom12/31/074.51

Richard's First Time...

— It was Richard's first time. by alexcarr09/01/113.94

Richie's First Time

— Art and sex on a hot summer's day. by ltmepoz4u04/16/074.45

Rick & Sylvia Ch. 01

— She meets he who will take her virginity. by sexy_nimph04/24/043.95

Rick & Sylvia Ch. 02

— Things start heating up. by sexy_nimph04/25/044.28

Rick & Sylvia Ch. 03

— Rick finally slides his cock inside her. by sexy_nimph05/14/044.44

Rick's Curious First Time

— First time experience. by BiCumlover6801/28/223.98

Ricky and Lucy

— A sweet story about a couple's first time. by jv198301/07/103.75

Ridden with a Smile

— A short haired beauty rides me, smiling all the while. by AStabInTheDark12/01/124.20

Ride from a Football Player

— Charlotte gets a surprise ride from the star football player. by EgyptOasis11/27/134.28

Ride Home

— Layla is unforgettable. by brento66908/03/023.71

Ride Home

— A Co-Ed has her first sexual experience in a car. by forgotmyantidepressants10/29/234.22

Ride in the Park

— When two people want each other anything can happen. by mozzo11/24/023.06

Ride the Bully

— His childhood bully and her friend took his cherry. by Svenskaflicka06/09/043.96

Riding Rena

— Asian coworker blossoms into a lady with proper ministration. by Knok6901/24/194.27

Right of First Night

— Peasant girl invokes ancient tradition to win baron's heart. by TheHiddenPen10/14/144.67

Right Place, Right Time

— A chance meeting in a parking lot leads to lots more. by duediligence06/15/093.83

Rigid Encounter of the Lewd Kind

— Guy on guy on first time sex. by spitzharder09/09/154.55

Riley's Awakening

— Riley loses her virginity to a strange young man. by rckplsky01/28/093.48

Riley's Exploits Pt. 02

— Riley tries sex for the first time. by RileyAriadne08/26/164.29

Ring-ring Knock-knock Splish-splash

— College friends explore 1960s relationships. by seanronchamp05/14/224.68

Ripe Fruit

— From a time when there were still 18 year old virgins. by peterpecker07/05/074.59

Ripe Summer Fruit

— Remote farm on hot summer's day. Sex is blowing in the air.. by naughtyauthor702/06/104.20

Risky Business Ch. 01

— He falls to the wiles of a determined girl. by Gently Does It11/27/054.36

Rita, My First

— A friend's mother wants more than her daughter knows. by Homebrew6608/19/224.34

Ritika: Frnz Hot Married Sister

— How my friend's Ritika Didi convinced me to impregnate her. by An_Indian07/26/234.38

Ritual

— 18-year-old girl becomes a woman. by Extreme Bohunk10/03/044.36

Ritual Deflowing on Halloween

— An 18 year old is ritually deflowered. by ButterflyLane10/23/033.96

Rivals

— Andrew prepares to beat his long-time rival. by Octave88888811/20/204.75

River

— Two students find love at Georgetown University. by RebelWithoutApplause04/09/094.30

Riverside Lessons

— Krish and I go to Grandma's. by rdsouza05/12/054.15

Road Trip

— Old friends on a road trip. by 10Load03/17/214.03

Road Trip 02: Off the Mat

— Danny reunites with an old flame who helps him move forward. by NomdePlumer04/11/244.64

Road Trip Ch. 09

— Celeste's reply; we have very different sexual experiences. by Scorpius194502/20/184.77

Road Trip Pt. 02

— Past inhibitions on the road trip. by 10Load03/23/214.15

Road Tripping Pt. 16.5 - Time Trip Pt. 05

— Myrine gives Leandros her virginity after a joining ceremony. by Stagger_Lee4408/28/224.00

RoadBull - The Beginning

— My start as a bull and my first cuckcake. by xavier8in07/21/16

Rob and Susie

— Friends become lovers. by SlamDuncan04/24/134.58

Rob's Test

— Straight, homophobic Rob suspects his friend Shawn's gay. by RevolvingClosets04/16/22

Robbie's Night in Melbourne

— Robbie comes to Melbourne & gets an unexpected good time. by Loquat22240107/01/204.00

Robert

— He's all she wants, and all she gets, and she gets it good. by baroquecock11/20/144.02

Robert meets Duncan on Calton Hill

— The seduction of a student. by gentletouch194503/24/244.08

Robert's Sexual Awakening Ch. 01

— Shy teen loses virginity among friends. by barella4801/22/204.57

Robin and Jeff Submit Pt. 01

— Bill enters my life and introduces bisexual sex. by Billgreen67809/24/194.34

Robin Gets Her Ass Licked Pt. 01

— A gymnast craves to get her ass licked. by Passionsea6912/17/224.33

Rocking the Boat

— The sea was not the only thing rocking this boat. by brgonz6601/27/213.85

Rocky's Bratty Stepsis

— Rocky's little sis won't let him sleep. by Turnout01/12/234.28

Rogers Dialems

— Roger and Mai-lee spend time together. by kreigen1210/10/154.35

Roll Charisma

— Can Emma seduce the shy bard? by davion230805/25/224.68

Romance Doesn't Need Flowers

— Awkward girl gets naughty desires fulfilled by nerdy man. by DarkestFear08/10/073.91

Romancing Karen

— A young woman's first encounter with a woman. by DaddyHeart02/29/083.67

Romania

— She loses her virginity on a cement floor. by SharpieInk01/16/033.97

Romeo and Juliet

— Juliet loses her virginity--but not to Romeo. by Baxter7206/10/073.98

Romeo and Juliet (retold)

— What really happened at the Capulet's party. by unrepeatable08/22/194.25

Ron & Trish

— Paraplegic and nurse enjoy each other. by rmlooker06/07/164.33

Ron Needs to Have a Man's Cock

— About to be fucked by a guy, for the first time. by Idmanboy09/11/203.96

Rooftop Relations

— Shaun's downtime becomes an international affair. by HarperHunter02/12/214.48

Room 128 Pt. 01

— Her long lived fantasy of him comes true. by bgwriting2810/03/234.45

Room at The Top of the Stairs Pt. 01

— Keith visits a city dominatrix for the first time. by Elizabeth_Strokewell04/19/224.39

Room at The Top of the Stairs Pt. 02

— Keith endures the first part of his spanking. by Elizabeth_Strokewell04/26/224.61

Room at The Top of the Stairs Pt. 03

— Keith receives further punishment and is pleasantly relieved. by Elizabeth_Strokewell05/04/224.67

Room at The Top of the Stairs Pt. 04-05

— Keith receives his final submissive training and relief. by Elizabeth_Strokewell06/30/224.72

Room Service

— Seduction of the maid at the motel. by Ashson04/06/144.21

Room Service, with a Smile

— A mature woman gives a special tip for room service. by oedipusrex09/21/154.42

Room with a View

— Bobby gets more than just a room to rent. by bbare02/16/174.76

Roomies

— Guy's sexy female roommate asks if she can be his first. by zachattack16307/18/214.42

Roomies: Jocks Versus Nerds

— Pam and Kim try football players and the Chess Club. by patricia5108/22/064.70

Roommate Return

— Nick returns home to his roommate in a new position. by NastySecrets06/10/203.57

Roommate's Brother's Secret

— College coed gets help from roommate's brother. by eSecrets11/02/104.25

Roommates

— College friends share a heated night. by hroy208/24/043.78

Roommates Become FWBs

— 2 close roommates have sex. by yak5110/27/16

Roommates Become FWBs Pt. 02

— The aftermath of the first sexual encounter. by yak5110/30/16

Roommates, I Guess.

— "College can be very scary," her mother told her. by KatieKitten10/23/122.76

Rosa

— Rosa's first time. by scorpionicus4508/02/094.29

Rose and Tom Ch. 01-05

— Research goes beyond academics and onto her body. by RadicalMrT11/20/064.00

Rose Lips

— A bored teacher fulfils his fantasy. by KittyCas09/04/154.10

Rose Schools Me

— Mature neighbor lady needs my help. by avengerfive02/05/184.22

Rose: My First

— An older woman teaches 18-year-old virgin. by hjames195005/13/064.57

Rose’s Petals

— Rose opens up to man twice her age. by deepemerald03/18/084.37

Rosia

— Teacher is seduced by his 18-year-old student. by lacerezareinita06/10/054.56

Rosie Gets Deflowered

— Shy teen tries flirting at party: gets creampie. by latent_heat06/24/234.57

Rosy Memories

— A young man with social anxiety loses his virginity. by Zundas11/09/174.50

Rough Time with a New Friend

— A young college girl isn't expecting how hands on things get. by Umm_YesHoney07/03/153.51

Roughing It

— Woman meets tough younger man in the mountains. by lianello07/19/024.36

Route 69 Closes, Rachel's Legs Open

— He gives her a special Christmas gift. by SUGAPLUM8112/18/023.88

Roxann Prepares...

— Roxann thinks back to how it all began with me.. by Monkeys_paw11/18/134.30

Rubber Game

— An Earth Day wager proves costly. by WRJames04/09/103.73

Rudy Ch. 02: Deflowered and Betrayed

— Justin deflowered his long-time sweatheart and then cheated. by Sunadmire05/31/234.41

Rudy Goody turns Rudy Woody

— Schoolmates find lust.. by Rockwell09/13/044.13

Rummates Pt. 04

— 'Time for us roomies to get to know one another'. by JimBob4404/02/234.64

Runaway Bride Yvonne and Lance

— She runs away only to find herself in a lover's arms. by wannabeluver199111/03/114.30

Runaway Fantasy Pt. 01

— A naive girl (18) runs off to meet her internet friend (45). by becca20S08/10/234.32

Runaway Fantasy Pt. 02

— An older man teaches a teen girl everything about oral sex. by becca20S08/26/234.58

Runaway Fantasy Pt. 03

— An older man teaches a teen girl to eat ass and give head. by becca20S09/20/234.43

Runaway Fantasy Pt. 04

— A girl uses a weird role play to try and lose her virginity. by becca20S11/03/234.52

Runaway Fantasy Pt. 05

— A teen girl dreads the conclusion of her getaway. by becca20S11/23/234.61

Runaway Pt. 01

— A religious small-town girl breaks free. by MsCherylTerra03/17/204.81

Runaway Pt. 02

— One bed, one virgin, and one unforgettable train ride. by MsCherylTerra03/18/204.83

Runaway Pt. 03

— Gentle romance, rough passion, and a surprising reunion. by MsCherylTerra03/19/204.85

Runaway Pt. 04

— Lacey and Noah's quest to find her brother comes to an end. by MsCherylTerra03/20/204.87

Running

— 20-year-old woman is eager to be devirginized. by Dar_Jisbo10/23/193.99

Ruthie at the Beach

— Sun and sand and surf and... by ReedRichards04/07/174.47

Ryan Enjoys Exploring

— Ryan has fun with friend, sister, and girlfriend. by carnacarn03/13/153.57

Ryan's Story Ch. 01

— A young couple experience sex for the first time. by JSmith8706/22/143.32

Ryan's Story Ch. 02

— A young couple experience sex for the first time... by JSmith8706/23/143.78

Rylie Ch. 01 - My First Blowjob

— When I first learned I had blowjob lips and put them to use. by firmandgentle0104/21/224.18

S.H.E.

— Beautiful nymph teases men, then is deflowered. by xtcnymphette12/26/054.20

SA E01v2: A Medieval Romance

— A soft romantic story of first love. by OmegaZone02/25/034.26

Sacred Prostitute: Teacher

— Holly teaches a younger man the ways of loving. by Selena_Kitt12/24/084.49

Sacrifice and Other Lusty Sins

— She gives her virginity to gentleman caller. by Angelpheonix02/09/054.17

Sacrifice... to the Demon?

— Alina is found wanting by her congregation. Gods rejoice! by JustGoWithIt08/10/214.44

Sad Neighbour: A Story

— Sad woman finds happiness with help from young man. by tarkatony11/16/044.64

Saddle Her Up

— He fell off his horse & got his first fuck. by peterdee11/05/054.50

Safe Sex on the Beach, or MILF FTW

— Two very different women. One very lucky young man. by Natural_Blond09/12/124.38

Sahara Ch. 01

— Heat of the day brings Heat of the Night. by Karien347408/05/054.18

Sahara's First

— She wants to be his dirty little slut. by LazyDays122111/14/074.51

Sailing Away

— A young virgin gets cock at sea. by virgin_sexpert11/07/103.96

Sailing into The Unknown

— I sailed into the unknown then things started to happen. by Sean94309/17/233.69

Sally and the Sailor

— Pretty tomboy Sally loses her virginity to handsome sailor. by RetroFan10/01/194.41

Sally T.

— Art teacher seduces her 18-year-old student. by smoothlibra02/22/053.45

Sally's First Pilot

— Sally meets a pilot and they experience great sex. by twistedgraygoat09/07/144.05

Sally's First Three Way

— Sally and her husband give their neighbor a present. by twistedgraygoat09/09/143.76

Sally, Summer of Sex Ch. 15

— Sally and Sarah have sex with virgin Andy. by Susie_O02/17/124.34

Sally, Summer of Sex Ch. 26

— Sally teaches Ron's virgin cousin how to fuck. by Susie_O07/21/154.34

Sally: My Slutty School VP

— Sensational fucks with Sally, my ex-school's vice-principal. by An_Indian02/12/244.45

Salma’s First

— First-time experience of a village girl. by Siddique04/22/084.09

Salvation

— She showed him the way. by oldFormless01/06/234.58

Sam and Dan Meet

— The story of how Sam met Dan. by Patrick_Atlas01/26/144.21

Sam and Reagan

— Sam loses his virginity to the girl of his dreams. by FuckingWithTheBestOfThem12/19/124.67

Sam Comes to Stay

— 18 yo sister-in-law makes for an interesting roommate. by ITDan311/03/134.27

Sam Learns about Sex from New Neighbor

— Sam loses his virginity to his neighbor. by cumcumcum55510/27/154.10

Sam's First Threesome

— Samantha enjoys her first experience with her friends. by OzTraveller11/13/184.26

Sam's First Time

— His is with an experienced lady. by samudraneel06/05/054.14

Sam's First Time

— A young emo girl loses her virginity after a concert. by beliefofmine10/23/204.36

Sam's Love Pt. 05

— Continuing adventures of David and Samantha. by _Bob_04/12/104.38

Sam's Plan Ch. 01

— Max deals with a bully. by AoDes21605/22/134.42

Samantha and Barbara

— How I met the Mistress that changed my life. by mollycactus11/09/234.59

Samantha Falls for Internet Bad Boy

— Her first time is with a college guy as mom forced to watch. by yuckyuck06/06/104.03

Samantha Loses It

— Steve wants this to be Samantha's special night. by sexyvirgin555404/17/073.21

Samantha Makes Skipper a Man

— Skipper gets taken for a ride by Samantha. by SkipperTyrrel11/14/234.46

Samantha's Saturday Night

— Tipsy Samantha helps comfort her distressed stepbrother. by JennyGently05/08/154.41

Sammy's Cafe

— Kylie can't stop herself anymore, know that she knows... by SlutsAreUs10/01/113.41

Sammy's First Time

— First time sex of Sammy, a 22 year babe. by samantha198905/02/123.81

Sana Loses Her Virginity

— A Pakistani girl loses her virginity to a Thai man. by skamerotic08/20/154.26

Sand and Sea and Sky

— Their first night of love was to be their last. by Munachi10/17/074.32

Sandal Tales 01: Garage Sale

— Sexy twosome at a garage sale. by sammyman509/15/104.36

Sandi's Erotic Adventures Ch. 01

— (July). Early experiences. Benny. by Scribe10Redact01/26/184.15

Sandra

— He makes it all the way to home plate. by mustanger7up03/03/034.17

Sandra

— Sandra's husband dies in a car causing her to reflect. by WirdSmiff12/11/204.57

Sandy and Dave

— Sandy explores a crush and makes some permanent decisions. by Baztrachian05/03/204.00

Sandy And Dermot

— A one-sided love story. by Sienna05/31/153.90

Sandy Ch. 01: Now You See 'Em

— Sandy has her first experience with cunnilingus. by ktingram1802/11/244.55

Sandy Ch. 02

— Best friends become better friends. by ktingram1802/12/244.60

Sandy Ch. 03

— A little help from my friends. by ktingram1802/13/244.44

Sandy Ch. 04

— A taste of things to cum. by ktingram1802/23/244.63

Sandy Ch. 05

— Preparing for entry. by ktingram1802/24/244.53

Sandy Ch. 06

— Come on in. by ktingram1802/29/244.62