Sort by
Relevancy

Most Relevant 'first-time crossdressers nylon spanking' Porn Videos

Big Preview Date Added 2020-03-27

55Videos

90%
Play All Visit playlist

by: Joop52

First Time Virgin

90%
Big Preview Date Added 2021-02-28

30Videos

66%
Play All Visit playlist

by: ꭻσcк ᏼꮎꭲꭲꮎꮇ ɢᴜʏ

Curious First Time Bi Straight Bro Experience

66%
Big Preview Date Added 2023-05-18

137Videos

80%
Play All Visit playlist

by: itsmejc

FIRST TIME CASTING

80%
Big Preview Date Added 2023-06-04

7Videos

100%
Play All Visit playlist

by: ShobhanXLFM

Virgin first time

100%
Big Preview Date Added 2020-03-14

51Videos

100%
Play All Visit playlist

by: hady*magdy

hady

100%
Big Preview Date Added 2019-07-22

61Videos

100%
Play All Visit playlist

by: maninbigd

1st Time (Anal, BJ, HJ)

100%
Big Preview Date Added 2023-07-21

307Videos

66%
Play All Visit playlist

by: Me&MyDanglingDick

Watch and JO When You Have Time

66%
Big Preview Date Added 2018-07-22

77Videos

92%
Play All Visit playlist

by: Dick Riding Power Bottom

Compilation & Poppers & PMV

92%
Big Preview Date Added 2022-09-09

29Videos

100%
Play All Visit playlist

by: black rainbow_

abuse me daddy

100%
Big Preview Date Added 2023-05-05

19Videos

100%
Play All Visit playlist

by: KUO-CHE

Ice

100%
Big Preview Date Added 2023-05-24

332Videos

100%
Play All Visit playlist

by: Hottestjalisciense

Machos latinos y chacales

100%
Big Preview Date Added 2023-10-30

26Videos

50%
Play All Visit playlist

by: Kinkynld

Austin Young

50%
Big Preview Date Added 2024-02-13

23Videos

100%
Play All Visit playlist

by: 556831Speedy

SPEEDY55

100%
Big Preview Date Added 2024-07-10

18Videos

85%
Play All Visit playlist

by: xonp

Breeder Fuckers, Brutal Tops, Straight Hell

85%
Big Preview Date Added 2024-07-24

159Videos

50%
Play All Visit playlist

by: EDrizzle420

Welcome To PoundTown

50%
Big Preview Date Added 2024-08-16

57Videos

100%
Play All Visit playlist

by: 金队长 Capt Chin

队长精品 Capt. Better GV

100%
Big Preview Date Added 2022-07-03

192Videos

100%
Play All Visit playlist

by: SatansFFavToy

PussyBoi

100%
Big Preview Date Added 2024-07-27

23Videos

50%
Play All Visit playlist

by: Sitonthis10inch

Crossdress sluts 3

50%
Big Preview Date Added 2021-11-28

40Videos

100%
Play All Visit playlist

by: dicktwink

best CH episodes

100%
Big Preview Date Added 2022-12-07

47Videos

100%
Play All Visit playlist

by: LykzThaGuys

Supposedly straight dudes... yep

100%
Big Preview Date Added 2023-07-07

40Videos

100%
Play All Visit playlist

by: itsmejc

COMING-OF-AGE

100%
Big Preview Date Added 2022-02-10

5Videos

50%
Play All Visit playlist

by: Bouchabeurs

3) First time - First ass penetration - Deflowering - Losen his virginity

50%
Big Preview Date Added 2023-04-20

310Videos

100%
Play All Visit playlist

by: CherryFlavouredStomachAche

first time/first dick

100%
Big Preview Date Added 2017-05-31

95Videos

90%
Play All Visit playlist

by: Davidmanor55

first time

90%
Big Preview Date Added 2017-07-19

1Videos

50%
Play All Visit playlist

by: Cam07

Amateur, webcam, homemade, New, First Time, Virgian

50%
Big Preview Date Added 2017-08-12

4Videos

80%
Play All Visit playlist

by: J T

First time

80%
Big Preview Date Added 2017-09-17

4Videos

0%
Play All Visit playlist

by: Boux601

first time

0%
Big Preview Date Added 2017-10-26

2Videos

75%
Play All Visit playlist

by: Mocha9x5

My First Time

75%
Big Preview Date Added 2017-10-29

1Videos

50%
Play All Visit playlist

by: mex

First time

50%
Big Preview Date Added 2017-11-23

2Videos

50%
Play All Visit playlist

by: joriskoe

First time geil

50%
Big Preview Date Added 2017-12-09

231Videos

61%
Play All Visit playlist

by: ChongBK

Asia -1 Gay Porn Collection

61%
Big Preview Date Added 2017-12-09

194Videos

40%
Play All Visit playlist

by: ChongBK

XGen -1 Porn Collection

40%
Big Preview Date Added 2017-12-21

325Videos

81%
Play All Visit playlist

by: ChongBK

FIRST TIME; Straight

81%
Big Preview Date Added 2017-12-26

4Videos

0%
Play All Visit playlist

by: ibethatfurrymotherfcukr

Str8, Bait, First Time & Pay

0%
Big Preview Date Added 2018-05-08

6Videos

50%
Play All Visit playlist

by: Dirk151196

Straight/First time

50%
Big Preview Date Added 2018-05-23

0Videos

50%
Play All Visit playlist

by: david199

https://www.boyfriendtv.com/videos/340526/straight--jocks--first-time/

50%
Big Preview Date Added 2018-05-23

1Videos

50%
Play All Visit playlist

by: david199

https://www.boyfriendtv.com/videos/359899/collins-first-time-with-a-dude/

50%
Big Preview Date Added 2018-06-01

1Videos

50%
Play All Visit playlist

by: david199

https://www.boyfriendtv.com/videos/339201/rockstar-first-time-ass/

50%
Big Preview Date Added 2018-06-09

290Videos

61%
Play All Visit playlist

by: Hung Nude Bouncer UK

a Birthday Party@home-GuestList MEN-ONLY&DressCode *BIRTHDAY*SUITS* {footwear only indoors}

61%
Big Preview Date Added 2018-07-04

186Videos

69%
Play All Visit playlist

by: Dick Riding Power Bottom

ALL GROUP sex

69%
Big Preview Date Added 2018-07-12

32Videos

0%
Play All Visit playlist

by: Hotintpa1

First time

0%
Big Preview Date Added 2018-07-25

75Videos

50%
Play All Visit playlist

by: Ardil37

First time

50%
Big Preview Date Added 2018-07-29

266Videos

77%
Play All Visit playlist

by: SC0TTY

TwinkS

77%
Big Preview Date Added 2018-08-19

16Videos

50%
Play All Visit playlist

by: VAguyATL

creampie

50%
Big Preview Date Added 2018-08-19

13Videos

75%
Play All Visit playlist

by: KCMBock13

Hot Huge Cock

75%
Big Preview Date Added 2018-08-19

3Videos

81%
Play All Visit playlist

by: KCMBock13

Hot Trainers

81%
Big Preview Date Added 2018-08-30

20Videos

50%
Play All Visit playlist

by: FlawlessMale

First Time™

50%
Big Preview Date Added 2018-09-06

82Videos

84%
Play All Visit playlist

by: zilking

Twink, Slut and Daddy

84%
Big Preview Date Added 2018-09-10

3Videos

100%
Play All Visit playlist

by: Bi-SexToy4you

First time gay & twinks sexuell experience

100%
Big Preview Date Added 2018-09-10

25Videos

100%
Play All Visit playlist

by: fayoric

seduced/experimenting/first-time

100%
Big Preview Date Added 2018-09-11

35Videos

78%
Play All Visit playlist

by: PlaceboEffect666

ROUGH

78%
Big Preview Date Added 2018-09-19

24Videos

88%
Play All Visit playlist

by: BallsDeep

22Esperm

88%
Big Preview Date Added 2018-10-22

85Videos

100%
Play All Visit playlist

by: jonnyd

First time /college

100%
Big Preview Date Added 2018-10-24

18Videos

50%
Play All Visit playlist

by: Jockwithcox

first time

50%
Big Preview Date Added 2018-10-26

237Videos

100%
Play All Visit playlist

by: Moe7991

First Time

100%
Big Preview Date Added 2018-11-23

7Videos

50%
Play All Visit playlist

by: Sergej

First Time

50%