Date - Transsexual GIFs, Page 5

Latest
Take me on a date then take my dick
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Take me on a date then take my dick
12 4
3.1k views
If you found out during the date I was trans, would you let me fuck you?
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If you found out during the date I was trans, would you let me fuck you?
29 5
6.5k views
Would u date a girl with a bigger cock than u?
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Would u date a girl with a bigger cock than u?
19 1
5.6k views
Would any straight guy here date me? Be honest
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Would any straight guy here date me? Be honest
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3k views
POV: we’ve just come back home from date night and i’m super horny
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POV: we’ve just come back home from date night and i’m super horny
17 2
4k views
If you knew beforehand this is how our date would end up, would you cancel it?
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If you knew beforehand this is how our date would end up, would you cancel it?
20 4
4.8k views
When you date walks into your room like this, what do you do?
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When you date walks into your room like this, what do you do?
23 5
5.4k views
Would you date a girl with a big dick if this is mostly how you'd guys have sex?
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Would you date a girl with a big dick if this is mostly how you'd guys have sex?
88 12
22.3k views
Would you mind if our first date started with you milking me extra hard?
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Would you mind if our first date started with you milking me extra hard?
84 4
14.1k views
You take your tinder date home and she strips to reveal this. What do you do?
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You take your tinder date home and she strips to reveal this. What do you do?
176 17
26.7k views
You take your tinder date home and she strips to reveal this. What do you do?
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You take your tinder date home and she strips to reveal this. What do you do?
56 4
7.6k views
Getting ready for my date tonight
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Getting ready for my date tonight
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1.7k views
Date a girl you can suck dick, while she sits on yours...
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Date a girl you can suck dick, while she sits on yours...
27 1
6.1k views
POV: I just sent you a morning dickpic, and now a video asking which lingerie do you prefer for tonight's date
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POV: I just sent you a morning dickpic, and now a video asking which lingerie do you prefer for tonight's date
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7.5k views
would you cancel our date if you pulled up my skirt and you saw this?
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would you cancel our date if you pulled up my skirt and you saw this?
30 3
6.5k views
After the date you come out of the bathroom and see this, WYD?
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After the date you come out of the bathroom and see this, WYD?
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4k views
Would you take me on a 2nd date if this was the first?
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Would you take me on a 2nd date if this was the first?
28 1
3.6k views
would you date me?
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would you date me? #teens (18-25) #amateur
178 16
27k views
Would you date a horny tgirl if she wanted to top you all the time?
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Would you date a horny tgirl if she wanted to top you all the time?
15 3
4.4k views
You get your Tgirl date back to your place... What happens next?
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You get your Tgirl date back to your place... What happens next?
19 2
5.9k views
Date a girl who can send you two kinds of sexy good morning videos
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Date a girl who can send you two kinds of sexy good morning videos
16 1
4.2k views
I definitely wouldn’t mind if our date would end up like this
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I definitely wouldn’t mind if our date would end up like this
15 1
2.7k views
Would you still like me if we came home after a date and you saw this?
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Would you still like me if we came home after a date and you saw this?
33 3
6.9k views
Guys sometimes get intimidated, but would you date a girl with a dick?
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Guys sometimes get intimidated, but would you date a girl with a dick?
47 3
5.8k views
Would I get a second date if after our first, you realized I have this under my skirt?
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Would I get a second date if after our first, you realized I have this under my skirt?
17 3
4.5k views
Am I date material?
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Am I date material?
7 1
1.4k views
Do you mind if our first date starts with me begging you to jerk me off? ☺️
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Do you mind if our first date starts with me begging you to jerk me off? ☺️
46 3
8.8k views
A little surprise after our first date
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A little surprise after our first date
18 3
3.4k views
Would you still date me if I showed you my girl cock at the end of our first date? ☺️
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Would you still date me if I showed you my girl cock at the end of our first date? ☺️
117 9
18.6k views
would you date a girl like me?
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would you date a girl like me?
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3.6k views
Would you date a girl with a bigger dick than you?
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Would you date a girl with a bigger dick than you?
34 2
7.7k views
When your date shows you the 'surprise' she mentioned earlier. Hope you like it
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When your date shows you the 'surprise' she mentioned earlier. Hope you like it
13 1
2.9k views
would anyone like to have a date with me?
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would anyone like to have a date with me?
7 1
2.6k views
I only do anal on the first date
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I only do anal on the first date #anal
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7.9k views
Date a girl you can give a blowjob back to!
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Date a girl you can give a blowjob back to! #blowjob
73 1
24.2k views
Do you need a date for tonight..?
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Do you need a date for tonight..?
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1.7k views