A Dare with the Handyman

My name is Samantha. A cute, petite, mid-40's redhead with very perky A-cup breasts and a nice, round butt. If you've ready my first story you know that my horizons were just dramatically stretched (so to speak) through my very first threeway with my boyfriend and an acquaintance of his. I've been with my boyfriend for about six months and am happy to say his sexual appetite is proving to be voracious. And seems to be matched only by his imagination.

"Sweetheart, are you busy tomorrow morning? I was wondering if you could meet a handyman at my house around 11. I've got a meeting and can't get there in time," my boyfriend Jason asked as we finished making dinner together.

"At eleven? I think I'm free then. What is he fixing and what do I need to do?" I asked as I began to set the dishes and move food to the dining room table.

"It's no big deal. He's already been there once and has sized things up. He's restoring some of the finish on the floor in the living room and a couple of other things. The projects are a bit time consuming and he wanted to start by 11 so he could get it all done in one day. He's a super nice guy so you can just let him in, make sure he has what he needs and then go. I'll stop by later and make sure all is going smoothly," he said as he brought a bottle of wine to the table, giving my full, round ass a gentle squeeze as we passed.

I smiled at the touch. "I'm happy to do it, baby. I don't have much going on tomorrow morning. And I like how we do things for each other."

"Me too. In fact, I'll do some special things for you in just a little bit," he said, raising an eyebrow and flashing a sexy smile.

I had been frisky all day. In fact, I had been feeling turned on for weeks. Ever since the threeway my boyfriend surprised me with we had been fucking like rabbits, even more so than before that mini gangbang ("does two guys make a gang bang?" I wondered after the event. "I think it needs to be at least three," I decided). It was like a switch had been flipped and my boyfriend's fantasies were now pouring out and I was the sexual muse that was inspiring him. I was happy to indulge him I had even been thinking about telling him that I wanted his friend to come "visit me" again.

"Oh, really? What kind of special things?" I asked playfully.

"Special things like this," he replied as he stood up and began to unzip his pants. I stood to meet him in a kiss and felt his strong hands grasp around my waist and pick me up onto the table. I thought for sure he was going to ram his hard cock into me but instead dropped his head down to my stomach as he lifted my dress to find I had already removed my panties right before we started preparing dinner together. His tongue opened me as my hands pulled his head in close to my wet and warming pussy.

It felt so good as he licked me from top to bottom. "Are you hard?" I asked him, knowing I could make him even harder with just the right words. "Remember when your friend fucked me so hard just a few weeks ago? And how hard you were then?"

He stood up and exposed his cock. It was visibly getting harder as he stood over me, my back against the hard dining room table with my legs spread and pussy exposed in front of him. His copious pre-cum glistened from the tip of his cock as he aligned his cock with my pussy, rubbing it between my generous labia and against my overly sensitive clit.

"Oh yes. And you know I loved it. I loved seeing that huge cock slamming you. I loved seeing him use you. I loved seeing him take pound you for over an hour. And I loved cumming inside you so many times," he said breathlessly. "I love when you're a good slut for me, Samantha. And you're going to be a good slut for me again. Very soon."

"Oooohhhh. Are you going to call your friend back over?" I asked in a slow, sexy moan.

"Yes. You know I will. But first you're going to do something else for me."

I knew something was coming. I didn't know what he had in mind but I could tell that it was something specific. Something he was going to make me do. And even though I was a willing participant, there was still part of me that wanted to be good. That wanted to be a sweet, good girl who didn't give herself away in a blindfold to an absolute stranger just a few weeks ago. A good girl that was loyal to my boyfriend who wasn't so open to fucking and sucking random guys. A good girl that didn't have fantasies about being taken and forced to do things that make men cum. I may decide to be that good girl again someday. But today was not that day.

He lined his cock up with my pussy and slid it in with one smooth thrust. Holding it against my cervix, he leaned over and kissed my cheek. He held his cock deep inside me as he moved his mouth up to my ear and whispered "you're going to give that handyman a blow job tomorrow."

I heard the words in my ear in the softest and most sweetly matter-of-fact tone I had ever heard. It was as if he was using the force on me! I immediately envisioned a cock in my mouth and saw myself on my knees blowing some strange man. My boyfriend raised himself up and squeezed my breast through my thin sundress as he began pounding my pussy.

"What? You mean the guy I'm going to meet at your house tomorrow? A total stranger? Baby, no!" I protested.

"Baby, yes," he replied. "You're going to meet him there and you're going to flirt with him and you're going to offer him a blow job. You're going to wear an outfit that shows off your huge nipples and that great ass of yours. If he says no, you'll apologize for asking and say he just looked like he would enjoy one. If he says yes you'll get on your knees and make him cum. I'm not actually busy tomorrow when he gets there, I just want to make you be a good slut for me. I'll show up 20 minutes after you get there. Hopefully with cum still drying on your face."

He pounded me with a perfect rhythm and I began to cum. "You're going to be a good slut for me, right Samantha?"

I was so turned on my resistance faded quickly. "Yes. Yes. I'll do it. I'll suck his cock. I'll be a good slut," I said with all truth and sincerity. I knew I would do this for him. Even though I was completely nervous and didn't know in the slightest how I was going to pull it off.

"Good girl," he said. He squeezed my little breasts again and pulled hard on my huge nipples as if to give me one more indicator that I was his and I would do as he said. "Take my cum in your mouth. Now," he commaded.

I sat up and rolled off the table, quickly getting on my knees. I knew this is the exact position I would be tomorrow. "Cum on my face," I said. "Cover me!"

He did just that, glazing my face with 5 or 6 powerful shots of thick, glorious cum. I took his cock back in my mouth to suck out the last drops and then began to use his cock to wipe his cum off my face and into my mouth. "Should I do this with him tomorrow, baby?"

"Yes. You should do exactly that. Make him cum all over your face and rub it in with his cock. Don't clean up, don't wipe it off. I want to see it on you when I get there and see how this guy reacts."

I licked his balls, letting his softening cock lay against my face. It dawned on me that I just told my boyfriend that I would suck a stranger's cock the very next day. The conflict of good girl vs. powerful slut began to emerge again as my boyfriend stood me up and kissed me deeply and passionately. I began to get even more turned on as he did.

"I love you," he said. "You're so wonderful for indulging me by trying to give this handyman a blow job tomorrow. Thank you, my love. You're such a good girl."

I smiled and kissed him again, resolving to do it no matter what.

The next day came and started as any day would. My boyfriend had left for a meeting and I found myself alone, alternating between getting the kids ready for school, work and the mundane tasks of daily life. As I lost myself in the tedium of the day I felt my phone buzz. It was a text from my boyfriend.

"You should be getting ready to head over soon. He's going to be there in 30 minutes. Wear your v-neck t-shirt. The low cut one. And no bra, of course. Have fun, baby. I'll be there 15 or 20 minutes after he gets there so you should get to work quick. And make it a nice, wet, sloppy blow job like you give sometimes. Those feel amazing. I want this guy to think of you often after you make him cum."

I was both aroused and annoyed as I read the message. So prescriptive! So directive! "Get to work quick!" I read to myself three or four times. It dawned on me this would be more difficult than I may have initially thought. How will I get this stranger from "Hi, thanks for coming by to fix the floors" to "cum on my face!" in less than 15 minutes? I decided I needed to ask for more time. But then again, didn't want to be stuck there with a stranger if things got awkward. What if things did get awkward? What if I offered one and he said no? What if he wasn't attracted to me? I began typing back.

"Baby. Do you really want me to do this? Are you sure? Can you wait like 30 minutes before you get there so I can have some more time to seduce him?"

"Yes," he quickly replied. "You can have 30 minutes. And do as your told. I'll reward you later, I promise. Thank you for doing this. You really are the best."

I sighed and walked into my closet. I didn't find the shirt he was thinking about but found one that was perhaps even a little more scandalous. I decided to take off my jeans and switch into some looser shorts that showed off my legs and my ass. As I did, I removed my underwear. I put the shirt on and went to the bathroom to check my makeup. I grabbed some deep red lipstick to accentuate my full lips. I put on some eyeliner, realizing as I did that you could see down my shirt with the slightest lean. One of my huge nipples pushed against the fabric as the other hung loose in the air, in full view of anyone who may have been standing in front of me. I thought that perhaps that peek would be just what I needed to break the ice. I put on some high platform sandals and set out, locking the door of my house behind me as I felt the heat of the day immediately bring a sheen of sweat to my chest. I made the short drive to my boyfriend's house and let myself in.

Once there, I looked around and could tell he had straightened up. I smiled as I thought about him doing that to put me at ease (he knew I would have tried to do it had he not; funny that I would want the house to be tidy for the stranger I was about to offer a blow job to and that he knew me well enough to know it would put me at ease to not have to madly straighten up before he got there).

I walked to the fridge to look for a sparkling water to quench my thirst (I was about to give a "sloppy" blow job, after all) and saw a cold six pack of beer. I made a mental note and grabbed a water as I walked to the front door and looked out to see if he had arrived. I took a sip and spilled cold water on my t-shirt! I laughed as the cliché of a wet t-shirt crossed my mind. In that moment this whole situation struck me as completely ludicrous.

That thought quickly left as I saw a large pickup truck pull up in front of the house. The deeply tinted windows prevented me from seeing who was inside. I felt my body tingle as the driver side door opened. I looked down at my body and arranged my shirt just to show off a little more of my "cleavage", a liberal use of the term considering the size of my a-cup breasts, but the readjustment did indeed expose quite a bit of the edges of my firm and perky boobs.

I dashed back from the window and ran into the kitchen, not wanting him to see me standing there waiting for him. I waited for a knock at the door. I adjusted my shirt upward again, concealing the edges of my breasts as I began to feel self-conscious only to readjust again, accidentally revealing even more than I had with the original adjustment. As I was about to split the difference and move that deep v-neck back up he knocked on the door and I darted over.

I opened the door much too quickly and with way too much enthusiasm from the nervous energy I was feeling and greeted him with a huge smile and a long "hiiiiii!"

There in front of me stood a lumberjack. At least 6 foot 2. Beard. Blue eyes. Jeans. Faded flannel shirt open over a t-shirt despite the heat of the day. He wasn't totally my type but there was no doubt that this was a strong, virile man standing in front of me.

"Well, hi," he laughed. "I'm Travis. I'm here to do some work. Is Jason home?"

"Oh, no, he had a meeting so he asked me to meet you here. I'm his girlfriend, see? Um, my name's Samantha." I felt like a girl on a blind date, unable to even string coherent words together. Which unbeknownst to this handyman, I kind of was. "Come on in. He'll be here in a little bit but he said I could show you around."

"Ok, thanks," he replied with a bit of a dry and now humorless tone. Was this guy all business? How would he react to my request to suck his cock? I began to get even more nervous as he walked past me into the living room. I snuck a peek at his ass (nice, round, firm, I thought) as he turned around to me. And that's when I saw it. His gaze was at my feet and as he turned he clearly took me in from bottom to top. He was checking me out. There was hope yet.

"Hot day out there," he said. "Looks like your better dressed for it than me."

"Well let's get you out of some of those heavy clothes, mister!" my brain thought. No! Too direct, too soon! "Um, yeah. I like dressing light on days like this. I guess you have to wear that stuff when you're doing work. Must get really hot," I replied.

"It can," he said. "You get used to it. And nothing a cold beer won't take care of later."

Beer! My boyfriend had beer! "That's a great idea! Can I get you a beer? Let's have one!" I said with way too much enthusiasm.

"Well it's not even noon yet but I figure a little brunch beer never hurt anyone," he laughed. "Sure. I'll have a beer with you."

I felt silly for suggesting beer at 11:05 in the morning. He was clearly a nice guy and was humoring me. He must have been wondering why I was acting so nervous but his willingness to put up with me was giving me hope and courage that I would actually go through with my mission.

I went to the fridge, opened the door and bent over, acting as if I really had to dig for the beer in the back. I arched my back and stuck my ass out, hoping he was getting a good look. I grabbed the beers and held them both against my chest with one hand while closing the fridge door with the other. I bent forward to put them on the counter and tried to give him a peek down my top. I was avoiding eye contact at all cost but was hoping he could see something. Surely he had to know I was flirting with him by now.

I opened one of the cans and then the other. I stood up straight, arching my back again, and handed it to him. He took it from my with a nod and a little smile on his face. "Thank you," he said as he took a drink. I matched his gesture and took a sip as well, meeting his direct gaze the entire time. As I put the can back on the counter I looked down and saw that my shirt was indeed in its most revealing state, the v-neck hanging as low as possible, the edges of my small breasts exposed. I slowly pulled my shirt up a little higher, trying to make it look as if it was all an accident, but really trying to get his attention on my perky breasts. I could feel my nipples, hard and erect in the air conditioning, pushing against the thin fabric of my shirt. There was no way he could miss them. I looked up and made direct eye contact with him again as he stared directly at my breasts without breaking his gaze. I stared at him for 3 seconds. Four. Five. I knew the clock was ticking and that my boyfriend would be here soon but couldn't think of what to say or do next. He finally broke his staring contest with my nipples (my nipples won) and raised an eyebrow as a slight smile grew under his masculine beard.

"You look really great in that shirt," he said. "Honestly, it's a really sexy look."

Did he just say that? I was shocked but he was clearly stepping through the door I had opened as wide as possible for him. "It's a really sexy look..." The words echoed in my head. He obviously had picked up on the fact I was trying to give him some signals. I had been laying it on pretty thick after all. I decided it was time to act.

"Um... um... thank you. Um, do you want a blow job?" I barely managed to get the words out of my mouth.

"Sure!" he replied almost before I could even finish the sentence. "That'd be great."

"Really? You wouldn't mind?" I asked?

"I'd love it. I thought you were really hot from the moment you opened the door. I could see you were braless from the start. And I love redheads. Won't your husband be here soon, though?" he asked?

I took his hand and began to pull him back to the bedroom. "Yes. He'll be here in a little bit. But he's not my husband, he's my boyfriend. Let me suck you right now. But he won't mind. He likes when I do things like this. Think you can cum fast?"

He was already unbuttoning his pants and was stripping off his layers of clothes. His over shirt, his t-shirt, his boots, and jeans all fell away. I took off my top and he reached forward and squeezed my breasts hard. "Wow," he simply said as his hands traced to the end of my long nipples which he pulled and tweaked with an aggressive twist. I gasped at his firm touch. He was taking a very, very direct approach, very much in line with a little redhead asking if she could suck your cock not five minutes after you met her. I resolved to return his aggressive attitude.

I dropped to my knees and pulled his plaid boxer shorts down. His cock was semi hard and I took it all the way into my mouth. I love the feeling of a soft cock growing hard in my mouth and his was growing quickly. It was getting thicker, longer, harder with each second. He placed his hands on the back of my head and pushed his now almost totally hard cock deeper into my mouth. I gagged for a second and he pushed further, moving deeper into my throat. I did my best to relax my throat and swallow him entirely. I grabbed the back of his ass and pulled him closer to give him the message I was here to make him cum and that my throat was his to use. If he wanted to be deep in my throat I was going to make sure he was as deep as I could take him.

He pulled his cock out of my mouth and told me to stand up. "Take off all your clothes. I want you naked," he said. I didn't even hesitate. Off came my shorts, my shoes. He stepped out of his boxers. We stood there fully exposed in front of each other, total strangers, naked, about to make each other cum. His cock stood at full staff, pointing up, directly at my dark pink nipples.

I knew my boyfriend would be there any second. In fact, just looking at the clock, I realized he was already a few minutes late. Before that thought could even develop, Travis stepped forward and grabbed me by the back of the neck (oh, I do love hands cradling my head as passion grows...) and put his other hand directly on my pussy. It didn't take long for his rough finger to find my lips and part them, opening them up and allowing my heat and wetness to envelop the tip of his finger, and then (oh my that was really fast), the whole finger! He slid it inside me so fast I gasped. Oh dear God, here is a second finger, already deep in me! He was making full use of the fact that my pussy was drenched. And he was probing me SO deep! I could feel his two fingers circling my cervix as I lifted a leg to give him even better access. He spun me around and sat himself on the end of the bed. I put a foot up on the mattress and he began to grind his fingers into my g-spot as he pinched, stretched and pulled my nipple so far away from my body it felt as if my entire breast was on fire. I began to gasp as my first orgasm began to build. Wasn't I supposed to be blowing him? Shouldn't he have cum by now? Where was my boyfriend? All these questions quickly arose then faded as I yelled "oh my God, oh my God you're making me cum!" I was afraid I was going to gush all over him and was trying to hold back to avoid drenching this nude, muscular man in front of me.