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More Humiliation and Cuckolding for My Winky Boy

October 15th, 2008

Another email from winky-boy, one of my Niteflirt phonesex cuckold callers:

Hi MS. LILLY, Sun. morning at 8:30 got call from Athena Jessica. They were coming over to play. i was to put 6 eye bolts in hall doorway and get naked and on my knees hands on head and wait in front of door between 11:30 and 12:00. At 11:45 the door opened and a lady i’ve never seen came in. She said OMG and started laughing as i covered myself. Athena followed and said I thought I told you not to move. i put my hands on head then Athena kicked my little balls. She told me that was KATHY a friend of theirs. She was 4′11″ dressed in laid schoolgirl type skirt and white blouse knotted at the waist(no bra). They said Jessica was picking up a pizza and woud be there shortly. They examined my cage, then Athena grabbed my balls and dragged me to a chair. They tied my hands behind back and tied my legs spread wide open. They then tied a rope around my balls and sat opposite me. Jessica came in opened the pizza and sat with them. Then the show began. They were flashing their pantys to me. i trie d to look away but Athena yanked the rope and told me not to take my eyes off their pantys. Things got real uncomfortable in the cage. The needles were digging hard into my winky. Kathy was laughing and really enjoying this. They finished eating then untied me and grabbed my balls and dragged me to the door where i installed the eye bolts. They tied my hands and legs in the doorway so i could not move. Athena wanted the key to the cage and said she wanted it NOW!!!! i told her where it was. She removed the cage and they admired all the little pin pricks in my winky. They went to my bedroom and found my locked box of toys. They asked for the key and i told them i lost it. After a few well placed kicks they had the key. Out came the penis whips, ball para-chutes, nipple clamps, and ball weights. They took a ball weight and clamped it on my ballsack so the balls were pushed to the bottom. Then they started whipping and busting my balls. Then they said time for some teasing of the smallest dick any of them has ever seen. They kept bringing me to the edge until the precum was dripping collecting it in my dribble glass that had 3 lines on it. Jessica said if i filled to line 1 i could get a handjob, bj, titty fuck, anal sex, or regular sex from either of them. If i got 2 lines i could do 2 of them. Line 3 meant all of them. They asked if i wanted to continue. Of course my little head said yes. Every time i came close to cumming i got my balls busted. After a couple of hours i was a blubbering idiot. But i hit line 3. i couldn’t believe it!!! They untied me and said time for my reward. Before my reward i had to perform a task for them. Athena and Jessica said they brought me a special treat. Jessica went to her purse and pulled out two used condoms. Athena had fucked a 9″ cock and Jessica fucked an 8-!/2″ cock before they came over. i had to eat the cum before my reward. Of course my little head said OK. i choked down the cum and said i was ready. Kathy came over and accidently spilled my dribble glass. i was ordered to lick it up. i finished the task and said i was ready. Athena said ready for what? i said our deal. Kathy said too bad i ate the evidence, maybe next time. i started to protest but they said back in the cage. They asked how many keys i had. i said a couple and i gave them 2. They tied my hands behind my back and busted and whipped me soft. On went the cage and click went the lock. All 3 smiled at me then Jessica beat the keys with a hammer and laughed. Athena said not to worry. She had put on a different lock and she had 13 keys made for it. One for them and their other 10 friends. They each kicked my balls and left laughing out the door. So here i sit with ice on these sore swollen balls. (i expect to see them om Wed.

I was laughing my head off after reading all of this. Good job ladies :)

Teasing a Niteflirt Caller of Mine…

September 13th, 2008

As a Hot Nasty MILF on Niteflirt, I don’t just do cuckolding and small penis humiliation with my phonesex callers, but rather I employ a large variety of fetishes, depending on what the caller needs. And one of those fetishes is teasing and denial.

I have a teeny-weenie caller on Niteflirt that I have in a chastity device right now. The time he called before today, I gave him a fantasy about peeking up women’s skirts by being a shoe salesman, and then I had him look in a hole into a department store dressing room, as I rode his ass with my strap-on. I made him use a dildo for that fantasy, even though he had on a cage at the time.

Today he called looking for relief, and I fed him a story of being his next door neighbor, who watched me come in every night, and stripped and masturbated in front of an open window, night after night. I used my sextoys on myself, to bring myself to orgasm. I even let him take off his cage, and get very very close to cumming.

But then I made him put his bag of frozen peas on his balls, and bring himself back down. Then he had to put his cage back on his little cocklet. No cumsies for tiny-dicked losers today, I’m afraid.

Perhaps next time…

Until then, happy wanking! :-D

Lilly

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About Me



I'm a 36 year-old cuckolding MILF. I love to masturbate via phonesex for strange men, as well as sensually dominate them, humiliate them for having a small penis, tell them fantasies, do roleplay, hear confessions, force them to dress up as women, bitch them out, and so much more!
I charge $1.89 a minute for phonesex on Niteflirt.

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