Disable your Ad Blocker! Thanks :)
Chapter 14
by AnonWriter
Aren't you forgetting something?
The Panties!
Day III, Thursday
Just as you were about to leave, you remembered that Jacob wanted a picture of you in panties at school. You rushed back inside, and quickly exchanged your boxers for the panties. For good measure, you put the bra on too.
Classes were slow and boring, and you couldn't help but worry someone would notice your bra even through your baggy hoody.
During your 11:30 break you went into a stall, pulled your pants down and held your shirt, snapping a quick selfie and sending it to Jacob. A few minutes later you got a reply.
Good slut. Even wore the bra with it. Good. When you come over today don't immediately get into position. I'll have company over and don't want to embarrass you in front of them... yet
The rest of your day went smoothly. Classes were still pretty introductory and there wasn't a heavy workload. A little before 5 you headed over to Jacob's house and let yourself in like you normally did. You were somewhat relieved that you wouldn't have to immediately 'assume the position' but simultaneously worried about who he had over.
"John! How are you enjoying the lingerie I sold you?"
To your surprise Kara was sitting on the couch next to Jacob, blunt in her hand and eyes devil-red. It took a moment for you to compose yourself before you replied, "They're comfy I guess. Sir liked them and that's what matters."
Both of their faces lit up with smirks when you said that.
Kara took another hit from the blunt before busting out laughing, "Well, that is what matters! But come and visit the shop sometime soon, I have some styles I think would look great on you!" She passed the blunt to Jacob, stood up, and pecked him on the cheek, "I'll text you later tonight. You two have fun tonight!"
Taking that as your cue, you immediately stripped to your bra and panties, put the collar on, and knelt in front of Jacob. He silently grabbed the leash lead and started walking into the hallway. You followed him on your hands and knees as he led you into a pink-walled room. To the right was a mattress with plain sheets on it, to the left was a large TV, and across the room were shelves filled with various buttplugs, dildos, vibrators, and other sex toys. Jacob dropped the leash and sat on the mattress, leaning up against the wall. He pulled his shorts down, revealing his semi-erect member. "Come sit on my lap, sissy."
You did as he said, then he reached down and pulled your cock out of your panties. You were already starting to get hard from the situation, but when he laid your cock on top of his the contrast brought you to full arousal. Even with your cock fully hard and his only partially, he easily had three more inches than you.
I wonder how big his gets...
"You see boi, this," he lightly shook your cock to emphasize his point, "will never please anyone. Not like a BBC can." He reached over and grabbed a bottle of lube, squirting some into his hand and rubbing it on your anus, "But like I said yesterday: you'll get better pleasure from down here anyway." He slipped a finger into your anus, eliciting a slight moan from your lips. Jacob reached over, grabbed a remote, and turned the TV on. Interracial porn started playing:
"See how much she likes that black dick?" You meekly nodded your head in response, "Start jerking mine off."
"Yes, Sir." You reach down between your legs, gripping Jacob's cock with both of your hands and start gently stroking him. His dick is warm against your palms, and you feel it grow and stiffen in response to your stroking.
I'm turning him on... Why does it feel good to turn another man on?
Jacob reached around and started stroking your cock gently as well, while nibbling on your ear. He whispered, "Don't cum until I give you permission. And make sure to catch my cum in your hands."
You nodded your head in response again. After about 10 minutes of you stroking Jacob tells you he's about to cum. Doing as you were told, you removed one hand from his cock to catch his load with it. You were amazed at the sheer volume he produced as it flooded from his purple head into your small hands. Once he was finished, Jacob grabbed your hand and brought it up to your mouth, "Don't let any of that go to waste."
Swallowing the knot in your throat to mentally prepare yourself, you brought your hand to your lips and slurped up his still-warm seed.
Surprisingly not too bad.. What am I saying!?
Grunting in approval, Jacob quickly finished you off and had you swallow your own cum too. You quickly made the hand gesture for 'thank you' that you learned from the video, figuring that this was the sort of thing it was meant for. "Glad to see you remember the video, boi."
abruptly stood up, knocking you onto the mattress. He walked over to the shelf and grabbed a metal buttplug with a pink crystal on the end of it. He squirted some lube onto it and inserted it into your ass.
"You need to wear this at all times, unless I pull it out. Understood?"
"Yes, Sir."
"Good. I felt a little bad about punishing you so hard yesterday, that why I jerked your little clitty off today. Don't get used to it, this," he slapped your ass lightly, but firmly, "is your main sex organ now. When you come over tomorrow I need you to clean my apartment up. I'm having some friends over for a party, after you finish cleaning I want you to get dressed and hang out. Try not to be awkward about it. Got all that?"
A party with his friends? That's gonna be so embarrassing!
"Yes, Sir."
"Good, now go home. And remember, keep that buttplug in!"
Time to go home...
Disable your Ad Blocker! Thanks :)
BLACKEDmailed Into Being a Sissy
A young whiteboi's journey in becoming a slut
You are a college freshman, bright-eyed and eager to make a good first impression. Unfortunately for you, you end up getting blackmailed by a fellow student. It starts off mildly enough, but escalates as time goes on...
- Tags
- voyeur, cheerleaders, public masturbation, raceplay, BDSM, sissy, sissy training, humiliation, domination, submission, mild sadism, emasculation, dream, shaving, feminization, small penis humiliation, sph, femdom, QoS, Queen of Spades, crossdressing, BBC, gay, masturbation, public humiliation, Sadism, college
Updated on Nov 17, 2020
by AnonWriter
Created on Jun 17, 2019
by AnonWriter
You can customize this story. Simply enter the following details about the main characters.
- All Comments
- Chapter Comments