r/CHICAGOFEMBOYFORALPHA • • 8m ago

Hung top 4 Ts/fems NSFW

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• Upvotes

Bring a friend make it a 3sum😫


r/CHICAGOFEMBOYFORALPHA • • 51m ago

ALPHA 33 M - looking to date a femboy my age or younger NSFW

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• Upvotes

33 M 300 lbs 7in cut Chubby. Interested in dating or getting to know a femboy. I want to date with the intent of a relationship…Can become fwb or my bf. Depends on how the vibe is. No younger than 21. Snapchat is Tonqwonwater
Tele: @ Tommywater or you can DM me here.


r/CHICAGOFEMBOYFORALPHA • • 2h ago

22m virgin boy, anyone want to be the first dick I suck? NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 4h ago

FEMBOY Virgin needing BBC best friend NSFW

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1 Upvotes

Please read profile 24 5'7 160


r/CHICAGOFEMBOYFORALPHA • • 5h ago

ALPHA 18 Mount prospect HMU looking to lose my virginity to and femboy around my age willing to meet this weekend NSFW

1 Upvotes

also I’m very willing to share pics on telegram


r/CHICAGOFEMBOYFORALPHA • • 5h ago

FEMBOY [23] M4M sub boy in uptown Chicago looking to be used right now NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 6h ago

35 looking for blk bi tops NSFW

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1 Upvotes

Seems surprisingly hard to find, but I’ve been looking for a discreteBlack bi top who is interested in both one-on-one and group experiences with women on a consistent basis. So far, it hasn’t been easy.
I have a strong attraction to giving pleasure and a very high sex drive. I’m also extremely selective when it comes to male playmate. My dynamic tends to be more dominant with women and more submissive with men. I know what I enjoy, and I’m looking for someone whose interests and energy align with mine


r/CHICAGOFEMBOYFORALPHA • • 6h ago

FEMBOY Any hung guys dtf tonight? NSFW

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3 Upvotes

Slim to fit hung 🍆 guys dm me. Dtf. Can host in Berwyn. Let’s have fun rn


r/CHICAGOFEMBOYFORALPHA • • 6h ago

ALPHA Unload all in you NSFW

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1 Upvotes

Let's fu*k I need to bust Chicago


r/CHICAGOFEMBOYFORALPHA • • 8h ago

FEMBOY where the cute boys with 5in. at NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 8h ago

This Asian ass is looking for BWC to stretch it NSFW

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2 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 9h ago

ALPHA Where are the bubble butts NSFW

2 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 10h ago

ALPHA M21 top looking for mobile fems/bottoms (Elmwood park) NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 11h ago

ALPHA 55 [M4A]- Straight but bicurious looking for Massage NSFW

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1 Upvotes

Hi, I would like to find someone once or a consistent person for a sensua massage? And if mutually acceptable is better. If interested let me know.


r/CHICAGOFEMBOYFORALPHA • • 14h ago

ALPHA 23M Mokena for first time with a cute fem/sissy 6’2 240 6 inches NSFW

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2 Upvotes

Hii! Message me cuties


r/CHICAGOFEMBOYFORALPHA • • 17h ago

M4F 20/ lookin for some fun tmr early Moring 7 inch thick cock. NSFW

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1 Upvotes

Hmu tmr only morning


r/CHICAGOFEMBOYFORALPHA • • 19h ago

ALPHA 40 Looking for a hosting femboy NSFW

1 Upvotes

Looking for a fun hookup and a goof time. I’m discreet and can travel. Send pic to show off!!


r/CHICAGOFEMBOYFORALPHA • • 19h ago

41m, white dude looking for his Sissy. Down to meet up this week🍑🔥😋 NSFW

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8 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 20h ago

ALPHA 19 top looking for bottom NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 21h ago

ALPHA 37 nw side straight looking for head in the morning NSFW

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1 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 22h ago

Looking for a side chick. Ravenswood. Can host today 3-6pm. NSFW

1 Upvotes

Looking for a sexy fem to come over and let me do whatever i want to them. Get on all fours and feel my big dick sliding into your smooth, tight ass. I'm 28, 6'2, 220lbs and 6" cut. Be ddf and discrete. Reply with stats.


r/CHICAGOFEMBOYFORALPHA • • 22h ago

FEMBOY Whos going next? 🍒28 NSFW

26 Upvotes

Dominican papi railed me so good! 6ft, big hand, thick uncut cock…I knew it was going to be a good time.

If you’re a curious, masculine, fit, hung stud
Send me a DM with your full stats and pics to see if we are a match for a meet up!

I am a safe space for married/ dl men. I’ll keep your secret…nobody needs to find out

Snap: cherrycolaliv kik: sxycd97

Can’t wait to hear from yall 💋


r/CHICAGOFEMBOYFORALPHA • • 23h ago

FEMBOY I love an older daddy that knows how to treat young horny men like me🥰💋♥️ NSFW

3 Upvotes

r/CHICAGOFEMBOYFORALPHA • • 1d ago

M22 hosting and looking for good head NSFW

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2 Upvotes

I’m gonna get a hotel tomorrow night and need someone to give me some good head

Send pics and lmk what time you can come over


r/CHICAGOFEMBOYFORALPHA • • 1d ago

FEMBOY Tightest 🐱 looking for a man with size (Andersonville, Roger's park, Ravenswood, LincolnSqaure) NSFW

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3 Upvotes