A Day at the Swimming Hole Pt. 02

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Continuing meet up with Chad and DeShawn.
5.1k words
4.63
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Part 2 of the 2 part series

Updated 06/09/2023
Created 10/25/2018
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Chad texted me saying he had seen DeShawn, he really liked him but was sort of intimidated, and he was tailoring a new suit for him in addition to a couple pair of pants to start with. DeShawn also said he wanted to be my personal dresser, he'd make the order, and I'd go online and pay.

Chad asked how I had been and asked me if I wanted to meet for lunch, so I could check out DeShawn's work and see if I was happy with it. I replied, "Lunch sounds good, pick a day next week."

Chad replied, "I'll let you know."

I had talked to DeShawn a couple times since recommending him. I texted DeShawn again saying, "You have got another very satisfied customer dude. I just heard from Chad and he's very happy with you. I am going to meet him next week for lunch to see your work."

He replied, "Thanks for the business, I aim to please, you know that. You were right, he definitely needed some help with his attire and showcasing the goods. You'll be happy with the changes already to just his pants. That fine ass is really looking good. I know you said you tapped that, but I'd like to if you don't mind."

I replied, "I don't mind a bit, that's totally up to him, he totally loves big black cock."

I met Chad for lunch as planned, I was there when he walked in. He looked so much better dressed. He came over to me asking what I thought. I told him, "DeShawn had done a fantastic job already. The pants fit you so much better, they really show your body shape, they hug your crotch and your ass."

Chad sat down, and we ordered. We talked while we ate lunch. Our waiter came by and I got him to take a pic of us. Chad knelt next to me with his arm on my shoulder and our waiter, Henry, took our pic. I told Chad I'd drive him back to office and I asked him if he wanted to come to my house for supper. He jumped at the chance saying he'd text me when he knew better what time.

I pulled over, hopped out and went around to help Chad out. As he turned to walk away I grabbed his ass and told him it was so tempting now the way his pants hugged his ass. He just turned, looked at me and smiled. I texted DeShawn when I got home telling he had done an awesome job on Chad's clothes so far.

I texted Chad and told him I had to go to the grocery store and asked him if he wanted Chicken or Steak if he wanted Steak what type he wanted. He answered that he liked Tenderloin and thing that grows out the ground. I talked to my meat man and the best that had. I busied myself cleaning up, preparing for company.

Chad texted me and said he'd be at the house in about an hour and he liked his meat medium rare. About 30 minutes before he was to arrive, I seared both steaks on both sides until brown and placed them in the oven to finish. I started the Green Beans and Baked Carrots in Brown Sugar and Honey. I heard Chad drive up.

He came in saying it smelled so good outside and even better inside. As he crossed the room, I held out my hand, he took it and I pulled him to me, tipping his head back and kissing him deeply palming that sweet ass. He stepped back asking what I had fixed. I told him, "Tenderloin as you ordered, Green Beans and Baked Carrots in Brown Sugar and Honey."

"Damn, that sounds really good," Chad said.

I said, "Sit down, it'll be ready in just a few minutes."

I started assembling our supper, first the Steaks, then the Green Beans and Carrots. I handed Chad his silverware and plate. I grabbed mine and sat down. We ate and talked until our plates were clean. Chad got up saying he needed to take a leak. When he reentered, I took his hand and pulled him to me sitting him on my leg.

I pulled his head to me and kissed his lips, sucking on them and his tongue. I broke the kiss telling him to remove his shirt. He started unbuttoning his shirt pushing it off his shoulders, I grabbed his t shirt and pulled it up and over his head. I dropped down to his nipples telling him to lose his pants. He stood pushing his pants down.

I looked up at Chad telling him I liked his new underwear. He said DeShawn had recommended the change so there would be no underwear lines, they are super thin, breathable and seamless. Chad stood up and I stood up behind him kissing his neck and working his nipples. Chad gasped as I nibbled and sucked on his neck.

I turned Chad around, grabbed the cheeks of his ass lifting his mouth to mine, letting him kiss me hard as he placed his legs around me, locking them at his ankles. I worked his cheeks, squeezing, pinching and slapping lightly as he sucked my tongue. I headed for the bedroom laying him down falling on top of him, I reached for the lube and reached down between us lubing his ass and my cock. I raised up to my knees placing a pillow under his ass, lining my cockhead up with his sweet hole.

I looked at Chad asking, "Are you ready for my fat black cock?"

He said, "Yes I am ready, fuck my tight ass Clayton, PLEASE."

I pushed in slowly rotating my hips as went deeper and deeper, opening his ass more and more. Chad was groaning and moaning with pleasure, I eventually was balls deep as he was working his ass on my fat black cock. I pulled out slowly, penetrating Chad's again in short strokes as he groaned and was talking incoherently as I plunged in and pulled out of his ass.

Chad reached around grabbing my ass cheeks, pulling me deeper. I took Chad's chin in my hand, looking at him saying as he opened his eyes, "I am going to fuck that sweet tight ass!"

He looked at me saying, "Fuck me hard Clayton, my ass is yours."

I started pounding his ass, grinding my hips in when I hit bottom, again and again as Chad groaned louder and louder. I told Chad I was fixing to cum as he started from me hitting his prostate. I thrust deep again and started cumming as I groaned to Chad, "Your ass is doing magic things to my big fat cock. I can tell you love my cock. I am going to fill your ass with my load."

I stayed balls deep as I filled his ass with my hot load. When I finished, I lay down on Chad letting my cock soften in his ass. I rolled us over on our sides facing each other. I said, "DeShawn has got the hots for you and your sweet ass. He asked me if we had a monogamous relationship going on."

Chad asked, "And what did you tell him?"

I replied, "I told him you are your own person and it is up to you."

Chad said, "I wouldn't have a problem taking care of DeShawn but only if your there also. I was somewhat intimidated when I saw him, he must be 6'5", 245 lbs."

I said, "You are good, but only weighs 240."

Chad smiled and lay his head on my arm. We lay there continuing to talk, DeShawn gave Chad a list of things and where they could be bought locally or ordered. These items included a front pocket wallet, various types of underwear, shoes, socks and t-shirts. I rolled onto my back and Chad threw an arm and a leg over me, kissing and sucking my nipple.

He worked his way down to my cock, lifting it and taking one ball and then the other into his mouth sucking and washing them with his tongue. He eventually got both balls in his mouth letting the saliva run down over my asshole. He pulled away letting my balls pop from his mouth. he pushed my legs apart and placed his tongue below my asshole and licked from there across my hole, up between my hole and balls. He continued over my balls and to the root of my cock.

He finally took my cockhead in his mouth sucking and licking around it. He was taking his time savoring my fat cockhead, sucking, licking and nursing on it. I dropped a hand to his head, patting and rubbing. I said, "Oh fuck, you are getting really good. Keep on baby."

Chad started down my cock

Chad texted me saying he had seen DeShawn, he really liked him, and he was tailoring a new suit for him in addition to a couple pair of pants to start with. Chad asked how I had been and asked me if I wanted to meet for lunch, so I could check out DeShawn's work and see if I was happy with it.

I replied, "Lunch sounds good, pick a day next week."

Chad replied, "I'll let you know."

I had talked to DeShawn a couple times since recommending him. I texted DeShawn again saying, "You have got another very satisfied customer dude. I just heard from Chad and he's very happy with you. I am going to meet him next week for lunch and to see your work."

He replied, "Thanks for the business, I aim to please, you know that. You were right, he definitely needed some help with his attire and showcasing the goods. You'll be happy with the changes already to just his pants. That fine ass is really looking good. I know you said you tapped that, but I might have to also if you don't mind."

I replied, "I don't mind a bit, that's totally up to him, he totally loves big black cock."

I met Chad for lunch as planned, I was there when he walked in. He looked so much better dressed. He came over to me asking what I thought. I told him, "DeShawn had done a fantastic job already. The pants fit you so much better, they really show your body shape, they hug your crotch and your ass."

Chad sat down, and we ordered. We talked while we ate lunch. Our waiter came by and I got ho to take a pic of us. Chad knelt next to me with his arm on my shoulder and our waiter, Henry, took our pic. I told Chad I'd drive him back to office and I asked him if he wanted to come to my house for supper. He jumped at the chance saying he'd text me when he knew better what time.

I pulled over, hopped out and went around to help Chad out. As he turned to walk away I grabbed his ass and told him it was so tempting now the way his pants hugged his ass. He just turned, looked at me and smiled. I texted DeShawn when I got home telling he had done an awesome job on Chad's clothes so far.

I texted Chad and told him I had to go to the grocery store and asked him if he wanted Chicken or Steak. He answered that he liked Tenderloin and thing that grows out the ground. I talked to my meat man and got the best that had. I busied myself cleaning up, preparing for company.

Chad texted me and said he'd be at the house in about an hour and he liked his meat medium rare. About 30 minutes before he was to arrive, I seared both steaks on both side until brown and placed them in the oven to finish. I started the Green Beans and Baked Carrots in Brown Sugar and Honey. I heard Chad drive up.

He came in saying it smelled so good outside and even better inside. As he crossed the room I held out my hand, he took it and I pulled him to me, tipping his head back and kissing him deeply palming that sweet ass. He stepped back asking what I had fixed. I told him, "Tenderloin as you ordered, Green Beans and Baked Carrots in Brown Sugar and Honey."

"Damn, that sounds really good," Chad said.

I said, "Sit down, it'll be ready in just a few minutes."

I started assembling our supper, first the Steaks, then the Green Beans and Carrots. I handed Chad his silverware and plate. I grabbed mine and sat down. We ate and talked until our plates were clean. Chad got up saying he needed to take a leak. When he finished, I took his hand and pulled him to me sitting him on my leg.

I pulled his head to me and kissed his lips, sucking on them and his tongue. I broke the kiss telling him to remove his shirt. He started unbuttoning his shirt pushing it off his shoulders, I grabbed his t shirt and pulled it up and over his head. I dropped down to his nipples telling him to lose his pants. He stood pushing his pants down.

I looked up at Chad telling him I liked his new underwear. He said DeShawn had recommended the change so there would be no underwear lines, they are super thin, breathable and seamless. Chad stood up and I stood up behind him kissing his neck and working his nipples. Chad gasped as I nibbled and sucked on his neck.

I turned Chad around, grabbed the cheeks of his ass lifting his mouth to mine, letting him kiss me hard as he placed his legs around me, locking them at his ankles. I worked his cheeks, squeezing, pinching and slapping lightly as he sucked my tongue. I headed for the bedroom laying him down falling on top of him, I reached for the lube and reached down between us lubing his ass and my cock. I raised up to my knees placing a pillow under his ass, lining my cockhead up with his sweet hole.

I looked at Chad asking, "Are you ready for my fat black cock?"

He said, "Yes I am ready, fuck my tight ass Clayton, PLEASE."

I pushed in slowly rotating my hips as went deeper and deeper, opening his ass more and more. Chad was groaning and moaning with pleasure, I eventually was balls deep as he was working his ass on my fat black cock. I pulled out slowly, penetrating Chad's again in short strokes as he groaned and was talking incoherently as I plunged in and pulled out of his ass.

Chad reached around grabbing my ass cheeks, pulling me deeper. I took Chad's chin in my hand, looking at him saying as he opened his eyes, "I am going to fuck that sweet tight ass!"

He looked at me saying, "Fuck me hard Clayton, my ass is yours."

I started pounding his ass, grinding my hips in when I hit bottom, again and again as Chad groaned louder and louder. I told Chad I was fixing to cum as he started from me hitting his prostate. I thrust deep again and started cumming as I groaned to Chad, "Your ass is doing magic things to my big fat cock. I can tell you love my cock. I am going to fill your ass with my load."

I stayed balls deep as I filled his ass with my hot load. When I finished, I lay down on Chad letting my cock soften in his ass. I rolled us over on our sides facing each other. I said, "DeShawn has got the hots for you and your sweet ass. He asked me if we had a monogamous relationship going on."

Chad asked, "And what did you tell him?"

I replied, "I told him you are your own person and it is up to you."

Chad said, "I wouldn't have a problem taking care of DeShawn but only if your there also. I was somewhat intimidated when I saw him, he must be 6'5", 245 lbs., and built from what I could see."

I said, "You are good, but he only weighs 240, and believe me what you can't see you'd love"

Chad smiled and lay his head on my arm. We lay there continuing to talk, DeShawn gave Chad a list of things and where they could be bought locally or ordered. These items included a front pocket wallet, various types of underwear, shoes, socks and t-shirts. I rolled onto my back and Chad threw an arm and a leg over me, kissing and sucking my nipple.

He worked his way down to my cock, lifting it and taking one ball and then the other into his mouth sucking and washing them with his tongue. He eventually got both balls in his mouth letting the saliva run down over my asshole. He pulled away letting my balls pop from his mouth. he pushed my legs apart and placed his tongue below my asshole and licked from there across my hole, up between my hole and balls. He continued over my balls and to the root of my cock.

He finally took my cockhead in his mouth sucking and licking around it. He was taking his time savoring my fat cockhead, sucking, licking and nursing on it. I dropped a hand to his head, patting and rubbing. I said, "Oh fuck, you are getting really good. Keep on baby."

Chad pulled off and started licking the underside of my cock, over the head and down the top. He then took it in his mouth again licking and sucking as he went down and took about 4 inches. He stopped and took a deep breath inhaling. He pulled off a little and started back down taking about another 3 inches. He stopped again taking another deep breath.

He pulled off a little and started back down slowly inhaling my whole cock to the root. I encouraged him, "You are doing great. You are really getting good at taking my big, fat, black, cock. Keep going Chad, you are doing fucking great."

He started fucking his throat with my big fat cock. I told him I was fixing to cum and he just moaned on my cock. He held his mouth down to the root of my cock groaning while I shot all my cum down his throat. After cumming my cock started to soften, and Chad pulled off swallowing the rest of my cum. He crawled up beside.

Chad lay on his side beside me. He said, "I love the taste of your cum. I also love you fucking my ass. I never though sex could be so good."

We lay relaxing next to each other. Chad got up and started getting ready to go. I told Chad to make arrangements for us to meet at DeShawn's home after office hours next time, so I could check out the new threads. I heard from Chad in a few days, we were meeting DeShawn on Friday at his house at 7 pm.

Around lunch time DeShawn texted Chad and me and asked if we liked Cornbread and Vegetable Soup. We both replied that we did, and he said there would be a big pot so don't eat. Chad had come to my house and we drove my truck. As we drove up a car was driving off, Chad said it looked very familiar. We knocked on the door and DeShawn opened it and welcomed us in, directing us to the kitchen.

DeShawn followed us back telling us to sit as he fixed our supper. He placed the soup on the table and we all ate our fill. As we sat there letting our food digest he asked how we liked his work so far. Chad said he loved it and I told him Chad was attired much better than before. DeShawn got up saying, "My sewing room is in the basement, follow me."

As DeShawn was getting Chad's things together he directed Chad to strip to his underwear and stand on the short table in the center of the room. Chad did as he was told and was standing waiting when DeShawn turned around. He handed Chad a pair of pants and had him put them on. DeShawn looked at me asking what I thought. As I checked them out he told me he sewed the back pockets up, Chad will never tote a wallet in his back pockets again.

DeShawn said that wallets detracted from a nice shapely ass. He ordered Chad a thin front pocket wallet so it wouldn't detract from the drop of his dress slacks. DeShawn pinned up the pants and handed Chad another pair and some new underwear. He removed his pants and underwear. He took the new thong pulling it up into place. DeShawn stepped up to Chad saying, "Oh, I have this also, it will help to present your package more appropriately."

Chad was having problems, so DeShawn stepped up, reached in the thong and placed the cock ring around his cock and balls. DeShawn stepped to Chad's side dropping his hand to his ass so I could see. I saw Chad's eyes close and teeth clinch, apparently DeShawn was stroking his crack. I adjusted his cock and stepped around back. I saw DeShawn's thumb and finger opened and pushed into Chad's crack.

As I knelt, I saw DeShawn's fingers between Chad's cheeks squeezing and massaging over Chad's hole. I said, "Front and back look great to me."

About this time the doorbell rang, and DeShawn excused himself. I picked up the pants and handed them to Chad. I told Chad he was working DeShawn up, accidentally touch his cock. DeShawn came back in about the time Chad buttoned his pants. He told Chad, "Check out your package facing the mirror, looks good doesn't it?"

DeShawn pulled up another mirror behind Chad saying, "All the men and women will be admiring that sweet tight ass. Never tote a wallet back there again, no matter what your wearing, use the front pocket wallet a ordered you."

DeShawn pulled the pants up with the seam between his cheeks a little more. Chad moved around trying to see his ass as DeShawn sized up the changes, in the process Chad accidentally swung his wrist between DeShawn's legs and drug his wrist and hand out rubbing DeShawn's cock in the process. DeShawn and Chad turned facing one another and Chad leaned in to kiss DeShawn.

DeShawn's hand went to the back of Chad's head holding their mouths together as Chad kissed DeShawn deep. DeShawn dropped his hands to Chad's ass pulling him in closely. Chad dropped his hands to the bottom of DeShawn's shirt, grabbing and raising it up and over DeShawn's head, dropping it to the floor. Chad moved his mouth to DeShawn's nipples, licking, nibbling and sucking them, then dropping lower and onto his knees.

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