I wasn’t happy to see Tayshaun. I didn’t like the way he treated or spoke to me, and I was also worried that Melissa was spending too much time with him. I accepted her sleeping with other men, but I felt like Melissa and Tayshaun were getting too close, doing things like going shopping, grabbing dinner or catching a movie. At the very least, those were the kinds of things that I wanted reserved for me. As crazy as it might sound, I would have rather that Melissa had gone upstairs with Jessica and those 3 other guys than for her to spend another night with Tayshaun.
Melissa brought Tayshaun up to the deck, he seemed to already know some of the guests but she introduced him to a few others. I stood there jealous and brooding watching them for nearly an hour. In addition to everything else, I was mad that Melissa didn’t look at me once the whole time.
The shlubby guy hit my shoulder and pointed to a light flickering on and off up on the second floor of the house. “Can you give me a hand?”
“With what?”
“The flickering light. My wife and Demarcus were in there, the flickering light means that they’re done. Others are going to use that room, it’s my job to change the bed sheets and clean up the room. I could use a hand flipping the mattress over.”
No part of me wanted any part of doing that, but it did give me a reason to get away from watching Melissa fawn all over Tayshaun.
“Ok, I’m not cleaning anything but I will help you flip the mattress.”
The shlub seemed to know where he was going. He walked me past the deck and the back entrance to the house – I guess that was for women and bulls only – and took me to a side door. We opened the door, stepped inside and were immediately greeted by the sounds of fucking. Even from the ground floor, various moans, grunts, screams, slaps and other sex noises could be heard coming from the second floor bedrooms.
“I guess not everyone is finished,” joked shlubby guy.
There was a staircase at the back of the house that was near the doors that lead to the deck, but we went to the front of the house and found another set of stairs there.
“This way is a little longer, but trust me,” the shlub said with a knowing smile.
As we climbed the stairs the unmistakeable sounds of fucking became louder and louder.
“My wife’s room is at the back of the house, but we’ll have to walk by these other rooms to get there. Don’t stare, but sneak a peek!” His reason for taking the front stairs became obvious.
Just a few feet down the hallway on our right was an open door. Before arriving at it, I heard soft moaning sounds. I slowed my pace as I walked past the door, turning my head towards the room as I walked by. Inside, Jessica was on the edge of a bed in the doggy position. She had a guy standing behind her working his cock in and out of her pussy and another was on his knees in front of her while she sucked his enormous cock. The third guy who she’d brought upstairs with her was sitting in a chair catching his breath, covered in sweat. He’d already had his way with Jessica.
A few feet further down the hall on the opposite side of the corridor we walked past another open door. Casually peering in, I saw Phillip standing by the foot of a bed while a topless Diana took his cock in her mouth. Phillip saw me, made eye contact and nodded ‘hello’ as he reached for the door and closed it as we walked by.
The shlub stopped at a closet and grabbed a set of sheets that had been folded and stacked there along with several other sets, 10 or more in total. Clean sheets in hand, we rounded a corner that would lead us to the back bedroom but were met by the shulb’s wife Elaine and her lover Demarcus. Elain was still naked. Demarcus wore only a towel around his waist. Elaine was really cute, the shlub was definitely punching over this weight with her – not unlike I was with Melissa.
“Aww, thanks honey!” the much shorter Elaine reached up to kiss her husband. I could only imagine what had been in her mouth, and now his. “Everyone’s probably naked by now right? No point in getting dressed. We’re going to skinny dip.”
“Have fun dear,” he said to his wife before turning towards Demarcus, “and thank you for taking care of Elaine. It’s been a stressful week and she really needed that.”
“The pleasure was all mine,” Demarcus said with a deep voice and a Caribbean accent of some sort.
We entered the back bedroom and while I wasn’t sure what to expect it wasn’t the mess that I thought it might be. The smell of sex and sweat definitely hung in the air, but other than the messed up bedsheets the room didn’t really require much cleaning. I watched as the shlub pulled off the damp and sweaty sheets off the mattress, then helped him flipping it over. The shlub put the fresh sheets on the bed then did a quick survey of the room – flattened the carpet where it corner had rolled up, fluffed the pillows and emptied a trash can that was beside the bed. Reaching in, he pulled out a condom – one big enough that I’m sure I could have fit my arm into. The shulb pointed to the massive load inside.
“Look at that, he fucked the shit out of her!” He was proud of his wife.
By the time we made it downstairs and out to the back yard, the party had picked up a gear – I guess prompted by Elaine’s insistence on skinny dipping. All of the women were topless, including Melissa and a few of them were totally naked …not that any of them were wearing swimsuits that covered much in the first place.
Melissa and Tayshaun were still a part of the main group, but they’d separated themselves a bit. Melissa had had a few drinks by this point and she was looking at Tayshaun in a way where I knew the inevitable was going to happen that night.
The shlub and I made our way to the back half of the yard where ‘our kind’ was permitted to be. Before I could feel too sorry for myself, I found something to be grateful for – I wasn’t Mikey. Kassandra and Charles, both naked returned from inside. Walking at Kassandra’s side, on all fours like a dog was Mikey. To further emphasize his position, he was collared and she had him on a leash. His humiliation didn’t end there though. She walked up to the deck – the first of us who’d been allowed on the deck – and everyone stood around laughing at him.
“Bark puppy!” Kassandra commanded.
Mikey attempted to bark but only a muffled sound came from his mouth. He looked like he might be choking.
“I said bark puppy!”
Again, Mikey tried without much success – at least not to Kassandra’s satisfaction.
“What’s the matter puppy? Is something in your mouth?”
Mikey shook his head ‘yes’.
“Let’s see then” and with that Mikey opened his mouth as Kassandra reached inside, pulling out a used and still full condom.
“Aww, puppy…when I told you to eat it I didn’t mean the whole condom, just the delicious load inside!”
We all knew what was coming.
Kassandra lifted the condom above Mikey as he tilted his head back in anticipation.
“Open wide!”
Kassandra turned the condom upside down and used her fingers to squeeze and push Charles’ cum out and down on Mikey’s waiting tongue.
“Good boy, now swallow.”
Mikey hesitated and looked like he was gagging and might throw up.
“Don’t you dare spit that out. Swallow it.” Kassandra watched as Mikey struggled to follow her commands.
“Mummy worked hard for that load. Her poor little pussy took a pounding from a big black cock so that you could have that. If a single drop of it leaves your mouth, you’re going to suck Charles’ cock so he can give you another load to swallow.”
Mikey was still gaggling and struggling to swallow, but clearly took Kassandra’s threat seriously. He finally gained his composure and in one motion braced himself and swallowed hard.
“Open up, let me see…is it all gone?” Kassandra inspected his mouth and appeared to be content. “Good boy, now run along and join the other fucktards.” Still in dog mode, Mikey crawled his way back to our section of the party, dragging his leash behind.
As weirded out I was over what Kassandra just made Mikey do, I found everyone’s reaction to it equally strange – they all treated it as if nothing special had happened, like it was no big deal. The women on the deck looked at Mikey with an expression of awe while looking at Kassandra with admiration. The bulls did their best to not react, but they couldn’t hide their contempt for Mikey. The guys that I was with gave him a look of empathy, perhaps because in one way or another they’d been in his shoes before.
I also found it strange that the threat that Mikey faced was to suck Charles’s cock. Maybe that was an idle threat, but I was surprised that Charles didn’t react to that. I don’t mean to stereotype, but Charles was Jamaican and at that time anyway Jamaican guys weren’t exactly known for having enlightened views when it came to homosexuality. So much more happened that night that I’d forgotten about this until weeks later I remembered and asked Melissa if Charles was bi. She told me he wasn’t, but he’d been to jail and the black prison gangs used to punish white guys by making them give blow jobs. To Charles, it was more about punishment and humiliation that anything sexual for him. I hoped Melissa never hooked up with him, and luckily she didn’t.
Back to the night of the party with the show that Kassandra and Mikey put on over, the party returned to its former state, albeit it a little louder now as more and more of it was fuelled by alcohol. I should have been in haven with about a dozen naked or half naked women running around, playing in the pool and shaking their tits just for the reaction but I couldn’t take my eyes off of Melissa…not her exposed tits, but the fact that she and Tayshaun were increasingly close in a way that I didn’t like. I was getting upset, not because I knew that he was going to fuck her but because I was afraid that she might love him.
They began making out up on the deck and after a few moments Melissa looked over at me, the first time she’d acknowledged me since Tayshaun arrived. She waved at me and pointed to the bottom of the deck stairs, motioning for me to join her. I made my way to the bottom of the stairs where she met me, Tayshaun hung back.
“You doing ok?” she asked.
“Yeah, I guess so….”
“I meant your penis. You’ve seen a lot of things tonight, is your little guy hurting?”
I’d been so distracted by everything and trying take it all in that my dick never really got beyond the near constant frustrated state that I was used to being in. But if Melissa was offering sympathy, I wasn’t going to look a gift horse in the mouth.
“Yeah, it hurts. Do you think you could let me out?”
“No, not now. We’re about to go have our fun. I’ll tell you what though, if you behave – no attitude, no whining, no sulking – something special might come your way…the advice that Kassandra and Diana gave me earlier this week. I’ve decided to go through with it. Trust me, that’s good news for you. All you have to do is behave yourself, ok?”
“You can’t tell me now?”
“No, you’re going to earn it by being nice tonight.”
“Ok.”
With that, Melissa motioned for Tayshaun to come join us and the three of us gathered beside the deck. Without saying a word, Melissa led us around to the side of the house using the same door that the shulb husband brought me to earlier. Once inside, instead of going upstairs Melissa led us downstairs to what looked like an entertainment room. It was set up with a giant tv, a pool table, some old pinball machines and a bar. Towards the back of the room there was a couch facing a bed.
“Why don’t you get Tayshaun and I some drinks?” Melissa said to me as she pointed to the bar. The two of them continued to the back of the room where the bed was waiting for them.
I fumbled around behind the bar, not really sure what to bring them but I found a beer for Tayshaun and a glass of wine for Melissa. The two of them were now on the bed, Tayshaun sitting on the edge with Melissa on his lap as his hands wandered her body. I’d heard Melissa have sex plenty of times, but if I was expected to stay and watch what was about to happen it would be my first time seeing her have sex. I hurried up in bringing them their drinks, hopefully giving them something else to focus on would delay the inevitable.
By the time that I got to them, Melissa had clearly forgotten about the drinks. She and Tayshaun were locked in a long series of kisses, he held her in place as she wrapped her arms around him. I just stood there beside them with a drink in each hand waiting for either of them to notice me.
Without even looking at me, between kisses Melissa muttered that I should put the drinks on the table “for later”. I followed her instructions, putting a drink on each of the bed’s two side tables. By this time Melissa had made her way down to her knees and was undoing Tayshaun’s shorts. I really wasn’t sure what I should be doing – did Melissa want me to watch this? Did she expect me to leave? I stood there confused, or maybe mesmerized really not sure what I should do. It was beyond awkward.
As Tayshaun lifted himself enough off the bed to remove his shorts, Melissa looked at me for the first time.
“Take off your clothes. If we’re naked, you’re naked.”
I’ve already described a few instances where I’ve looked back on things and see them as defining moments and this was yet another one. Even at the time I knew that the decision that I was about to make would change things for me, one way or the other. I did not want to get naked with them. I’d just seen Mikey get humiliated and wanted no part of that. There was no way that I could stand there watching my girlfriend get fucked while I was locked in chastity and not feel like a loser like the other guys I’d seen outside and spent half the night convincing myself that I was nothing like. I also knew from Melissa endlessly talking about Tayshaun’s cock that he was much bigger than me…I was already self-conscious enough that I didn’t need to see any direct comparisons. I had all of these things running through my head, certain that this would be the time that I put my foot down and put an end to all of this…but I didn’t. Just like always, I did as I was told and I took my clothes off.
Melissa could tell that I was hesitating and the look on her face when I gave in said everything. If she had any doubts, she knew in that moment that she had me and whatever she had planned for us, I was going to go along with it.
“Come over here,” Melissa said pointing beside her. My knees were shaking, but I made my way over to her.
“Don’t stand above me like you’re a real man, get down here”
I lowered myself to kneel beside her. I was so nervous I wanted to throw up. Without saying a word, Melissa leaned in to me and gave me a long kiss. I didn’t want that to end, but she pulled herself away from me.
“I need you to see this so you understand.”
Before I could make sense of what she meant, she reached over to Tayshaun and pulled his boxer shorts down, revealing his massive cock. Melissa grabbed it by the base with one hand. If she’d grabbed it with both hands they still wouldn’t have covered the length of his cock.
I’d avoided looking at Tayshaun up until that point, but sensing him looking down at me we made eye contact for the first time. He was loving this. Where I was nervous, sick, anxious and confused he was totally in his element with a giant smile on his face, almost laughing at my predicament while he enjoyed his.
Melissa stroked his cock a few times then leaned in and wrapped her lips around the black monster. She struggled to open her mouth wide enough to get it in. Of all the things to think about in the moment, I’d recently seen a nature video where a snake dislodged its own jaw to swallow something larger than its mouth. The way was straining to fit Tayshaun’s massive cock in her mouth, the snake video was all I could think of. She did her best with it, then turned to me opening her mouth to kiss me again. I wish that I could say that I turned away, left and put the whole episode behind me but I didn’t. I leaned in and kissed her. When broke off her kiss she had a huge smile on her face.
Her hand continued to work the length of his cock stroking it.
“This is what I need Grey, not…” she didn’t finish her sentence, instead she let her eyes drop down to my locked up penis.
Tayshaun wasn’t interested in whatever was happening between Melissa and I. He gave me a slight push, knocking me off balance and told me to go sit on the couch. He’d had enough of me. Melissa immediately resumed sucking his cock.
From where I sat, I could only see Melissa from behind as she bobbed up and down guided by Tayshaun’s huge hand on the top of her head.
It had been over a week since I’d been let out of my chastity and all of that frustration along with everything that I’d seen so far this night combined with what seemed like a live-action porno in front of me became too much to bare. My penis strained against its cage in the worst way imaginable. Remembering how good it felt to have Melissa run her tongue across my balls made watching her give Tayshaun a full and proper blow job all the more painful.
Melissa sucked and slurped on his cock for what seemed like forever but was probably only a few minutes. I could tell by some of the noises coming from her that he was forcing his cock down her throat almost choking her with each thrust. Wanting more, Tayshaun stood up - his cock still in Melissa’s mouth - he lend over and picked her up off the floor lifting her into the air and playfully threw her down on to the bed where she landed with her legs spread apart. She reached for the string-tie of her bikini bottom and undid it, letting it fall down one of her legs but not quite falling off completely. Her bikini dangled around her ankle just like the key to my chastity did.
Melissa’s eyes were locked on Tayshaun. I think that she’d forgotten that I was even there. He moved between her legs, positioned himself and I could tell that he was moving his cock up to Melissa’s pussy. He must have been teasing her with it because in a rare change of roles I actually heard Melissa beg.
“Please…please give it to me. I need it.”
“You want my cock?”
“Yesssssss….please….I’ve waited all week, I need it sooooo badly!”
Satisfied, I could tell that Tayshaun had pushed his way into Melissa by the loud moan that she made. I watched from behind as Tayshaun adjusted and re-adjusted himself, moving his hips in a way that made me realize that he was pushing hard to fit his cock into my girlfriend’s pussy. For Melissa’s part she just laid there with her legs spread, bracing herself with her hands on Tayshaun’s shoulders moving in synch with him as she took in his big black cock.
It took a while, but after a few seconds of the two of them moving to accommodate each other Tayshaun seemed to be all the way inside of Melissa. She was no longer pleading with him but the look in her eyes as she looked up at him did the begging for her. Tayshaun paused for a second, then began to work his cock in and out of Melissa. Slowly at first giving Melissa a chance to adapt but he steadily increased his rhythm alternating between long full strokes with quicker short ones. Melissa just resigned herself to his control, laid back and let him do his thing.