First Time Astray

This is weird for me. I've heard stories about guys getting off watching their wives with other men. How they set it up or beg until the woman gives in. Wives performing for their husbands. Not my style or Dan's. We are not swingers by any stretch of the imagination. I think we have a good sex life, although like many busy couples and parents, opportunities to get away to enjoy each other are rare. We like each other and one of the secrets of our success as a couple is that we have somehow managed to blend our needs without sacrificing either of us. Compromise yes, but not sacrifice.

Though we are not afraid of attractions with others, neither of us has ever expressed a desire to act on them in 12 years together. I belong to the 'I don't care where you get your appetite.... as long as you eat at home' school of thought. So I still don't know which of us was more surprised about what happened!

We have a lot of friends, no, more than friends, more like a very extended family. The group has it's share of sexual history, but it's mostly ancient history and we're more like old shoes with each other. And so we both felt Jason was a little brother to our family. Not that he's a baby or anything, more like late 20's. It's no secret that I think Jason is attractive and would make a good catch for any smart woman. Actually, I think his ex is a fool. Not that he's some God, but down to earth, considerate, good-looking, great body, yes. A little naïve and inexperienced maybe but on him it's attractive.

Many of our friends live more than a half hour from the city, so our house often is used as a central meeting place. Stop off to change or shower before an appointment, or place for an impromptu party, whatever, our door is open. So it was not unusual when Jason showed up to shower and dress for a Halloween party in town.

Jason's costume was pretty much the standard devil costume. Little devil boxer shorts, red silk pants and shirt, red cape, horns and tail of course. And lots of red grease paint. Anyway, after his shower, Jason threw on the boxers and pants in the spare bedroom and asked me for some help in applying the grease paint to his face and neck.

I was glad to help and started to apply it on his forehead, cheeks, jaw, etc. I must admit to being aware of the closeness and slight eroticism of the situation. I took my time, making sure every spot was covered and enjoying the feel of the grease paint and Jason's skin against my hands. I had to step closer to apply it under his chin and neck and couldn't help but notice some tension in the room. Not enough to make me uncomfortable but palpable. It was then that I noticed my husband leaning in the open door frame. Dan uttered simply "whoa" and I knew he was not commenting on Jason's costume.

He stepped into the room and up behind me, unaware (I think) of his adding to the tension by sandwiching me in between two attractive men. I didn't exactly feel it between my legs but higher up inside me and deeper. I went to reach for the black lipstick to paint on eyebrows and black lips but I couldn't hold it for all the grease paint on my hands. My husband grabbed it from me and said he would do a better job anyway. He reached around me and behind Jason's head to hold him still in order to apply the lipstick. The result being that he was up against me from behind and pressing me even closer to Jason. I had to put a hand on Jason's chest to keep from falling into him. I could smell the peppermint scent of our dr. bronner's and the grease paint. I love that fresh showered odor. With nothing to do I started to spread some of the grease paint on my hands over Jason's chest. My hands were moving in a soft, circular motion that ended up being much more sensual than I intended.

Dan finished Jason's makeup and stepped back to admire his work. I was relieved yet disappointed to suddenly have breathing room. Then he started teasing Jason about his chances that night, but if he did get lucky, might not his conquest be disappointed to find that not all of him was 'little devil red'? Startled, Jason blurted out that he was not going to apply the grease paint on there. Equally startled, I was annoyed but curious that my husband had pushed our playful mood in this blatant sexual direction.

About the time I started to feel like this new twist was going to die an embarrassing, silent death, my husband shocked us further by saying that he would do it. The swaggering undertone in his voice was not missed by any of us. Jason, sure that it was a bluff, scoffed and took a step closer. My husband reached out for the tube of grease paint.

"Drop 'em, Jason", Dan challenged as he waved the tube of grease paint. "No way, you started this" Jason replied. I couldn't help but wonder what Jason looked like. I realized it had been some 15 years since I had seen any penis but Dan's. And by the thumb method of evaluation I suspected Jason's was worth seeing.

My body began to tell me I was interested. I telling them I was enjoying seeing Dan get humbled when he stepped forward to grab Jason's waistband. With a panicked look Jason grabbed his pants and held on for dear life. I told him I'd seen them before, it was no big deal and Dan was bluffing anyway. Jason let go disbelievingly and we all waited.

Dan looked straight into my eyes and said 'I dare you' knowing that I hated refusing a dare. It was a challenge I couldn't resist, even though the bastard was trying to weasel out of a tight spot, so I reached over and pulled them down to his knees. I bent over to drop them to the floor, bringing my face 'innocently' inches from Jason's crotch. I couldn't help but notice the musty 'male' smell of him mixed with peppermint from his shower.

The fact that it was so different from Dan's cock made my heart skip a few beats. Jason's cock was darker than Dan's, especially his balls. It looked to be about the same size though maybe having the potential to grow a bit larger. Honestly, size was not of much interest for me right then. Which is good because it seemed that Jason's cock actually shrank a little from embarrassment. At first anyway. And I was looking at the cock of an attractive man other than my husband for the first time in 15 years.

To break the awkward silence, I handed the grease paint to my husband and said "you're on big boy". I was sure this would be the end of it, much to my relief and disappointment. But Dan stepped toward Jason looking ready to go for it. Jason backed quickly up against the wall. I was surprised and felt that 'tickle' again when he didn't pull his boxers up. "I'm not gonna let a man grease up my dick". "Well, are you gonna do it yourself?" Dan asked in response. "NO!" retorted Jason. "I guess that leaves Jeri then".

I couldn't believe Dan just put me in this position. But then, I had just hung him out to dry myself didn't I? Jason was sputtering something about she wouldn't want ... and Dan chimed in with some stupid taunt that put me over the edge. I was going to do this just to show him! He would be the one to back down. He started this. He's gonna have to be the one to tap out.

I held out my hand for the grease paint. Dan hesitated, a look of disbelief on his face, then took the cap off the tube and squeezed a big glob in my hand. Now it was my turn to hesitate. I swear I would have chickened out right then but Jason's cock began to grow. Not a full fledged hard-on but standing straight out at this point. This time I did feel it between my legs. With the challenge from my husband and the thrill of Jason's cock pointing straight at my secretly wet pussy, I found my courage.

I stepped up to Jason and wrapped my hand around his half-hard dick. I moved my hand in circles around his shaft and up and down its length. He was hard in an instant. He was a little bigger then Dan, maybe an inch, but definitely thicker. And standing straight up at me. His whole shaft was red by now and looking kind of angry against his white stomach and thighs. I turned to get more grease paint from Dan and from the look on his face I didn't know whether he was going to run out of the room or fuck me. He wordlessly squeezed more paint into my left hand. I got down on one knee so that I could smooth out the heavy globs on Jason's cock with my right hand and rub grease paint onto his belly with my left. Unbelievably, as turned on as I was getting, I was actually trying to do a good job.

Holding his ass cheek in my left hand (later, the hand print looked kind of cute) I turned my attention to his thighs. I started on the inside area about mid-thigh slowly working my hand up until the back of my hand was caressing his balls. I reached back without looking (I was afraid to) to get more grease paint from Dan. I gently cupped his balls in my right hand and grabbed his shaft with my left so I could hold him and stroke him while I applied the paint to his ball sack. I spilled some of the paint on my shorts and stood up, without letting go of Jason, to let it roll off. When it stuck there I decided to ask Dan to take the shorts off me instead. I figured it was an opportunity for him to stop things before they went too far or, if he dared take them off, let things go further.

I flushed at the excitement and fear of asking my husband to remove my shorts while I my hands were filled with another man's cock. Dan's stepped up behind me to show me his hands covered with grease paint. I looked at Jason and his hands went immediately to my button and zipper. The shorts fell away and I quickly stepped out of them. Jason's hands lingered on my hips. He rubbed them up and down over my French cut bikinis, then back up to my waist. He pulled me closer, matching with his hands the look in his eyes. He ran his hands over my ass and grasped a cheek in each hand from inside my panties. He reached down between my legs from behind with his right hand to stroke my very wet pussy. I froze, with knees turned out to give him access. My panties pooled my juices in the crotch. It turned me on that he would know I was so wet and a new wave of moisture flowed out of me. I felt my lips swollen and protruding. I was at that point that most women try to hide from men. That point where we want it as bad as they do and we would beg to get it.

Without looking, I could feel Dan moving. I turned to see him slip from the room. My heart pulled me from the room but my body wouldn't move quickly enough. Jason instinctively wrapped an arm around my waist and held me there. He continued to rub my pussy and though I stiffened, he wouldn't let me go or stop touching me. I squeezed my legs together. "Jason stop!" No response. "Jason, what about Dan?" Jason's simple reply was that Dan started it. I flashed back on Dan's challenge and between the anger and the heat my resistance weakened. I let my legs relax...

I can't believe this. I know I could have backed down too but .... Did I want to? I didn't want it to go any further then playful but I have to admit to not wanting it to stop either. I know how Jeri gets when she is challenged. And I know better then anybody how she gets once she is aroused.

I love to see her when she gets to that point that nothing will stop her. I love that look on her face, the pink color of her neck and chest when she is hot. I knew exactly how wet she was and how her lips puff up and swell. But to see her go for Jason's cock like that, to see her react to his touch the way she does to mine,,, no, to see her react even more. I couldn't stay there anymore.

As magnetizing as it was, I couldn't watch, I couldn't deal with all the feelings happening at once. I still can't. I am hurt, sad, scared, lonely and ashamed. And hard. I think that's what I am most ashamed about. I'm not one of those men that get off on slutting their wives out. I don't harbor desires of seeing Jeri perform for me with other men. Yet here I am laying in my bed alone with a hard dick and a brain as confused as it has ever been. And too guilty to cum and get it over with. I can't stop wondering what they are doing and hating myself for wondering. It seems like hours but I know it hasn't been that long. If I could sleep or pass out somehow...

At last I hear the front door open and close. The lights go out in the rest of the house and I sense more then hear Jeri come to the bedroom. I, of course, pretend to be asleep.

"Dan?" ......."Dan?" I hear her move almost silently to our bath. "Where are you going?" "I was going to take a bath." "No, come to bed". "I want ..." "Come to bed." Jeri slides under the sheet staying an arms length from me. She is naked. I am relieved to feel her body in our bed but unable to reach out and touch her. Neither of us knows what to say. We have been together a long time, know our reactions, and most of our feelings. But this is new to us. I think to make a joke but can't. I start to speak but no words come out.

Jeri opens her mouth, stops, starts again and is finally able to ask if I am angry, if I love her, if our marriage is over, do I hate her. Now that she has broken the silence she can't stop. I put my hand over her mouth to quiet her and tell her I am not mad, at least at her, I am hurt and confused and scared and I don't know how to let it go. In unison the tears come for us and we reach out for each other. We hold on to one another for what seems like hours as the fear fades away. I gently kiss her on the forehead, cheeks and finally on the lips. I can taste the grease paint on her lips and the realization of how it got there stiffens my body and propels me to turn my back to her.

"Dan?" "Dan?" "How can I help you?" "How can I help you get past this?" "Do you want to?" "Dan?" Images are spinning in my mind so fast that I have no words. "I'll do whatever you want about this." "Should I leave you alone, do you want to talk about it?" I don't know and tell her so. Jeri moves closer, puts her arm over me and keeps silent.

After the longest time I turn on my back and put my arm under her head. Rubbing my chest with her fingertips, almost absently, Jeri says that she thinks she knows what needs to happen but that it is completely up to me when, how or if it happens. I don't have any ideas so I ask her what she is thinking of. After a long hesitation, she says that she thinks she needs to talk about what happened. It makes me angry that my dick starts pulsing. But I also know she is right. I asked her if she could be completely honest about everything, be willing to reveal all the details and answer every question I ask fully. It will be hard if she thinks it will hurt or threaten me but she agrees.

"Ok, tell me what happened and tell me everything."

After I felt you leave the room I got scared and wanted to go after you. Jason sensed it and put his arm around my waist to hold me there. I squeezed my legs together to stop him from rubbing me and asked him 'what about Dan, you're his friend?'. His reply was that you started it. Between my anger at your challenge and the Jason's fingers working my slit, I gave in. Willingly. I relaxed my knees and let them open for him. He stuck a finger inside me and before long a new wave of juices soaked my underwear.

He had me then and he knew it. I liked that he knew and reached out for his cock. He moaned, leaned back against the wall and pushed my shoulders down. I resisted his push for a few seconds and then willingly got on my knees, his cock in front of my face. He told me to lick his balls and rub my face all over him. I was surprised at how much I liked being told what to do and doing things I don't do with you. I wished you were there to see me licking his red balls and between his legs with his balls in my face.

He turned around to face the wall, reaching back to hold my hair loosely in his hand. I looked at his muscular ass cheeks and imagined you pushing my head between them. I licked his balls with my nose at his asshole. He told me to use my tongue. He smelled clean and I knew he just showered so I stuck my tongue in. He moaned and pushed back against me and I pushed my tongue in as deep as I could. I knew you would be jealous and angry and hot all at the same time because I won't do this for you and it just made me more excited. I reached up with my hands and spread his cheeks so I could get my tongue in deeper. Part of me felt like I was watching someone else but most of me just loved it. I know how you love it when I lose control and the thought of you watching me lose control with my tongue in another man's ass made my cunt pulse and gush in waves.

As Jeri recounted her story, she gently moved her palm around my stomach and chest, carefully avoiding my embarrassingly hard penis. She lay there with her head on my shoulder, whispering her story an inch from my ear. Her breathing was measured and regular, as if to avoid any appearance of arousal. She asked if I wanted her to stop. I asked her if telling the story, thinking about what had happened was turning her on. She said that telling me the story was a turn on for her, that seeing my dick hard and being afraid to touch it was making her wet. Telling the story was almost like having me there with her when it happened and sharing it with me made her feel closer and more intimate than she had ever felt.

My dick rather obviously believed what she said but my mind was confused and I struggled in a turmoil of emotion. I turned onto my side, facing away from her. She pressed up behind me, put her hand on my hip and asked if I wanted her to go away. I responded with a quick 'no' and she remained silent but resumed rubbing my chest and stomach once again, 'accidently' bumping the back of her hand on my semi-hard penis now and then. She told me to tell her if I wanted her to stop the story. I was in silent confusion. She waited a few seconds, then gently wrapped her hand around the base of my cock with her fingers covering my balls. When I didn't stop her, she began casually stroking up and down my hardening shaft and ball sack as she resumed the story.

Jason was bent over with his hands on the wall pushing back onto my tongue. I thought about how this scene would look if I could see myself, how it would look to you if you were there. I pulled my tongue from Jason's asshole and pulled my head back some to look at his hanging balls, tight ass and even the pink hole that my hungary tongue had just been willingly violating. Still holding his ass cheeks spread wide apart, I moved back in.

I started at the very bottom of his ball sack and licked all the way up through the crack of his ass. On the way back down, I paused at his hole to slide my tongue in once again and roll it in circles as deep inside him as I could get it. I let go with one hand to reach between his legs and stroke his cock. He breathlessly moaned, almost begging me not to touch his cock or he would explode. I told him not to wait, I wanted to see him cum now! I was ready too and seeing his balls contract, his shaft twitching and his semen spurting from the head of his dick would put me over the edge.

Jason spun around with his cock in his hand and told me to open my mouth. He pumped his shaft exactly twice before his first stream of cum shot straight down my throat. I choked a little and closed my mouth. His second spurt hit my face and the next few my face and hair. I opened my mouth again and took the last of his load in my mouth. I swallowed it and licked his cock clean. He asked if you liked it when you came on my face and down my throat. I told him that you have never done that to me. He asked if I liked it with him. I told him yes, it made my pussy so wet that he probably wouldn't feel it when he fucked me.

Emboldened by my admission, he told me suck him hard again because he had more plans for me. I hesitated but we both knew I would do as he wanted. He moved his soft cock toward my open lips, pulled my head back slightly by my hair so that I had to look up at him as he stared into my eyes.