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Prison Work-Release Sex
24/12/2014
I am the safety-guy at an industrial plant; besides the regular workers, we have about two dozen "prisoners." They are prison work-release guys, live in our community and get dropped off at work in a converted school bus. They all had excellent records while in lockup and got into this program to have their sentences reduced--it also eases them back into society. One of these guys, Jackie, works for me. One day, out of the blue, he asked me to come into my office restroom with him. "This is strange," I thought, but he had never given me any reason not to trust him, so I went. This restroom is only for my office, so it is maybe the most private place I have. Once in, he locked the door and unzipped his pants, flopping out a huge, uncircumsized dick. I was stunned and said nothing. He began to wiggle it, squeeze it and pull on it. I decided to wait him out and watched quietly to see where this went. In a minute, it was an awsome sight! It puffed up, stood up and the foreskin was pulled back letting his bulbous dickhead peek out. "I'm impressed, but what's the deal?" I asked. "I'm sorry being so rude as to whip out my dick and show it off, but I have a deal I want to talk to you about," he answered.

He had heard stories about me and my wife being into swinging and orgies. The stories were exagerated. We'd had a few swaps and threesomes, yes, but not that often, and it had been awhile. The stories got around because one threesome resulted in a divorce--and it was a coworker of mine. His estranged wife made a hobby of telling other wives of employees about how we "seduced" her husband. I explained all this to Jackie. "You gotta understand," he pleaded, "I have not had sex in 7 years--only with my hand do I get any relief, and it ain't satisfying!" He knew that if I wanted, I could have him do personal work at my house on the weekend under the cover of working for the company. The company allows this as long as we reimburse them for the wages paid. If I could get my wife to have him, he'd give her the whole thing, however she wanted it, and I could watch and participate. I promised to talk to my wife about it, but that's all.

My wife agreed, with a warning about loose lips hurting our reputations further. To get her to agree, I described Jackie's magnificent manhood to her and told her she just had to see it for herself. The next Saturday morning, we got our wish, and Jackie got his relief. I picked him up from the plant and drove to a cheap motel where my wife waited. I warned him not to just "jump her bones" and make it feel like a rape to her; "She's a sensitive lady." "You just trust me, man, I am not wasting 7 years worth of cum on a quickie, and I am the old master at how to treat a lady." He was telling the truth. He got in that motel room and worshipped my wife. He carried on about how he'd never had a redhead before and always wanted one. He showered her with compliments and jokes, and she opened up with a twinkle in her eye. "You want to see some more red hair?" She lifted her gown and showed the red hair surrounding her snatch. He leered and started pulling off clothing. He kissed and caressed and helped her back onto the bed while I undressed. He spread her legs and licked her like an ice cream cone. I put my dick in her hand, which later turned out to be a mistake. He climbed up on her and slowly inserted his hard-on. She immediately began to coo and hum, the way she does when she's really turned on. He slid her some more meat and she inhaled suddenly and pulled him the rest of the way in. He tried to go slow, but she took over like SHE was the love-starved one. I became aware that her grip was hurting my dick; she wasn't jacking anymore, she was just squeezing and pulling. He rose and fell, pulling his dick out until all that was left was the head, then he'd slam down, then he'd grind into her and make short, choppy strokes. She was nearly screaming, then she'd make a laughing noise, followed by whimpers. I had NEVER hear her like this. The tempo picked up and she was yelling "UUhh" ever time he slammed into her. "You like this?" He taunted, "Want some more?" "Tell me you love my fucking dick!" "I love your fucking dick!" "Louder," he told her. "I LOVE YOUR FUCKING DICK!" This went on as I grimaced in pain. She wouldn't let go; I thought she was going to rip my dick off. "Tell me your pussy loves me!" "MY PUSSY LOVES YOU!" "Tell me you need my cum." "I NEED YOUR CUUUUM!" She went into spasms of climax, over and over again--she couldn't talk now if she had to, and I was nearly in tears from the pain, yet I was uncontrollably horny. Finally, Jackie curled up his back and orgasmed with a primal yell and a few more jerky, uneven thrusts. They collapsed; when she let go of my dick, it squirted cum clean across Jackie's back. I fell back and we all rested. I fell asleep, but soon woke up to the bed shaking again. They were getting it on, but softer than before. After they finished, Jackie looked over at me then whispered to my wife--"You better give your husband some pussy for arranging this!" I climbed on top, stuck my dick in what seemed to be a wide, wet hole. All I managed to do for her is stir up some of Jackie's jism, but I still enjoyed it and added to the collection of sperm.

All we had time to do then was shower and take him back. She sucked and licked his dick and balls, so he got one last orgasm--pulled out of her mouth, shot it in her red hair and rubbed it in playfully. When we got back, she gave him a little kiss (making sure no one was looking) and asked how much longer before he got out. "14 months" he told her. When you get out, contact me and we'll give you the entire weekend! I'll see to it she gets a few more visits between now and then, though! Oh, and this time she is NOT getting her hands on my dick while he's in her!


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