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Strap On Sissy-Captions from my Tumblr page

2,771 Views19 Favorites20 Jan 2019

Comments
17

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Big38Ffan

12 Nov 2024
@Strapon99 I haven't. Honestly never thought of that. Might just look into one. Thanks.

Strapon99

11 Nov 2024
@Big38Ffan Have you tried a hollow strapon ie. one that allows you to service her properly notwithstanding your erectile problem? A benefit for her is that she's able to choose the size that really satisfies her.

Big38Ffan

10 Nov 2024
@Strapon99 Probably more me than her. I have a hard time getting and keeping an erection and just want her to be pleasured sexually. She doesn't seem interested in finding a lover though.

Strapon99

10 Nov 2024
@Big38Ffan Ah, ok, I misunderstood. Does the idea of her having a lover appeal to you (and her)?

Big38Ffan

04 Nov 2024
@Strapon99 No lover. Just role play.

Strapon99

03 Nov 2024
@Big38Ffan I didn't know about her lover. Why does she feel that she needs one?

Big38Ffan

03 Nov 2024
@Strapon99 Doesn't seem that into it. She has done it before though. I have mentioned about getting her lover hard for her before using a dildo on her.

Strapon99

03 Nov 2024
@Big38Ffan Does she enjoy pegging you, and does she know that you'd like to try a real cock?

Big38Ffan

03 Nov 2024
@Strapon99 I am always hoping my wife puts on my strap on again. Soon

Strapon99

03 Nov 2024
@Big38Ffan I don't know why, but a hot woman and male homosexuality seem such a good mix. That's perhaps particularly true in a situation where a woman brings out the 'repressed faggot' in a man (and I suspect most men have this within them).

Big38Ffan

31 Oct 2024
@Strapon99 Imagine having her humiliate you while taking a double dildo with another of her faggots. God I would love that

Big38Ffan

31 Oct 2024
@Strapon99 Oh I know. Making me suck her strapon.

Strapon99

30 Oct 2024
@Big38Ffan On balance, I'd probably choose the real thing. I can imagine the deep sense of humiliation from being sodomised whilst she watches and encourages it.

Big38Ffan

30 Oct 2024
@Strapon99 That would be a "hard" decision. Taking the real thing while she humiliates you....

Strapon99

30 Oct 2024
@Big38Ffan I'm not sure what would be more deliciously satisfying: Bending over for her strapon or bending over for the real thing whilst in her presence. Decisions, eh?

Big38Ffan

29 Oct 2024
@Strapon99 OMG so would I

Strapon99

08 Sep 2022
I'd love to be her next faggot.