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Trail of Tears

When a man's happy trail connects fully from the genital region north, ending and connecting to his chinstrap.
Ethel: "I was having sex last night and I followed the trail of tears to reach his schlong."

Margarie: "Oh my word, just the other day I followed one the wrong way and ended up at the chinstrap."
by Ocelcinion October 20, 2019
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Snail trail

When a man, after vaginal sex, drags his penis across a woman leaving a trail of cum and vaginal fluid
I forgot to pull out and left a snail trail my gf's thigh
by DillBobsKnob October 27, 2019
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Trail pickle

Trail pickle the salty delicious snack resulting from a woman placing a cucumber in her vagina then going for hike.
There those Subaru drivers go to make their trail pickles.
by Uricofnewtart July 17, 2025
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Trail of Tears (Punishment)

The trail of tears is a punishment used on misbehaving privates who tend to physically assault their NCOs. In order to carry out this punishment, a platoon must form two parallel lines. The soldier being punished must low crawl between the two lines while the people in line spit on them, forming the trail of tears. Note: if the soldiers face is not on the ground, they must return to the start and try again.
PFC Lesiecki was hard as a rock through the entire trail of tears (punishment). I’ve never seen someone so excited to be degraded. He really is a strong, jacked, dirty little slut isn’t he?
by JohnDoeTheMan July 24, 2025
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Rip the trail

Go for a casual trail ride. Typically with friends. Enjoy the trail.
Steve and I went to rip the trail the other day. What a good ride!
by Frankdefines August 3, 2025
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trail of clothes

Da jumbled line of hastily-cast-off shirts, pants, underwear, etc., dat you'd follow to discover which bedroom or other private enclosed space dat a horny couple hurried into in order to partake of a delightful bouncy-bouncy.
Generally you and a new chick don't hafta worry about getting "busted" by fellow humans if you live by yerself in a house or apartment, but if there are others in da vicinity, you'll wanna avoid a glaringly-obvious "trail of clothes" by forcing yourselves to wait till **after** you shut da bedroom door before you start lustfully peeling off each other's garments.
by QuacksO August 8, 2025
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Off the trail

Fagan keeps on growling. He’s a little off the trail.
by pineapple264736 August 25, 2025
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