Straight Male / 38
I hate my wife's friend Kelly. I can't stand her. When we have her over or go to a function at her house, I generally avoid conversation with her at all costs. The feeling is definitely mutual. She's in her 40's. I don't know for sure how old, because I honestly just don't care. She's got 7 kids, from 2 different ex-husbands. And now suddenly she's dating a woman, which is funny to me.
A little over a month ago, we attended an 18th birthday party for her daughter, Ashley. I successfully managed to avoid Kelly for most of the party, but in the brief conversation we did have, she mentioned that Ashley really needs a job, and was wondering if I could get her one at my work. I told her I'd think about it and see what I could do.
Truth be told, while I do handle job interviews, I hold little to no weight in the decision on who they're actually going to hire. I write down some of the applicants answers and offer some notes with my opinion, but ultimately, it's up to my boss, and not me.
Later in the day, Ashley approached me and started talking my ear off. I think she had been doing a bit of drinking, but I'm not sure. Eventually she got around to asking me about the job thing herself. I was pleasant yet blunt with her. I told her I could only give her a job if I felt she was qualified. I told her it wasn't necessarily a good job to have as a first job. She didn't care. She went on and on about how much she needed the money so badly. I told her I wasn't sure how she'd stack up, given her lack of work experience, and that we don't generally hire recent high school graduates. Pretty much out of nowhere, she quietly blurts out "okay. If I give you a blowjob, will you get me a job there?"
I froze. I scanned the area to see if it seemed like anyone else had just heard what she said. It seemed like I was safe.
I nodded. "Deal."
"Follow me." She said.
I kept some distance, making sure to stay close enough to see where she went, but far enough away to keep it hidden that I was following her. I entered the door that she had gone through, and I realize that I'm in her bedroom. She smiles and giggles and says "lock the door." I complied. She took off her shirt and sat on her bed.
Now, Ashley is probably about 5'3" and has a petite body. Not my typical "type" per se, but in general I feel like, if you look good, you look good. And, she looked GOOD. She sat on the edge of her bed wearing only her bra, some small shorts and some flip flops. I stood and stared at her.
"Well come on, we don't have all day."
She was right about that. I had almost forgotten that my wife and kids were outside in the backyard. This was maybe the dumbest thing I had ever done. But as I stared at Ashley's seemingly perfect body and smiling, pretty face, my mind was made up.
I stood in front of her and she undid my pants. She slid my boxers down over my cock, which shot into being fully erect. She got got wide eyed and smiled. I'm not huge, but I'm also not small by any means. I got the feeling that I was much bigger than anyone she had been with, or I was the first cock she'd seen, period.
"You promise?" She said.
I nodded.
She slowly stroked me for a bit, and I pushed my cock right towards her mouth. She took the hint. As she opened her mouth and took me inside, I placed my hand on her head and ran my fingers through her dark, long brown hair. I was in heaven. She started to move her head back and forth on my cock, and I immediately thought to myself that she's either a freaking natural, or she's done this a few times before.
I kept my hand on her head and occasionally pulled her head towards me, forcing myself into her throat. She'd pause and gag but then laugh.
I'm not sure how long it went on that like before I knew we really needed to speed things up. I began to hold her head in place and thrust my cock in and out of her mouth, trying not to gag her too much as I fucked her pretty little face.
When I felt myself getting close, I abandoned any sense of decency, and drove my cock into her throat with each thrust until I started to cum. I shoved my cock into her throat as I shot strand after strand of cum. She had her hands on my hips trying to push off, but I didn't let her go until I was done. When I released, she coughed/gagged/swallowed and then tried to catch her breath.
After she had gathered herself, we looked at each other and smiled. I told her I'd get in touch with her soon. I quietly left the room and went to the bathroom. After I had calmed down, I went outside and joined my wife. We left shortly after.
I had planned on calling her after going back to work that following Monday; however, she texted me the following day with "so... Did I get the job? :-)"
I replied "Yes. I'm going to do everything I can to get you that job."
"Thank you!!!!!" She texted.
"You're welcome." I replied.
I had put my phone back down, assuming that was the end of it. However, I soon heard my phone vibrate.
"I like you, Mr. Dempsey." Ashley texted.
"I like you too. You're a gorgeous young lady." I said.
"Thank you!" She said, followed by "do you want to hook up sometime?"
I got an erection over the mere thought of "hooking up" with her.
I texted back "Absolutely."
And with that, we hammered out the details. We had to wait about a week for the opportunity, but we decided that I'd pick her up and we'd go to a motel. Somewhere far enough away where no one would recognize us. She had a story she told her bitch mother, and I'd tell my wife I hung out with friends after work and got too smashed to drive home. She'd be pissed, but nowhere near as pissed as she'd be to know I was in a motel room with Kelly's 18 year old daughter, lol.
When I picked her up, she was dressed nice and slutty. The kind of outfit that makes one wonder what kind of parent even lets their daughter but that sort of thing, although I'm in no position to preach. Short black skirt, red spaghetti strap tank top, black bra and thong panties, and some black heels.
When we arrived at the hotel I made a comment asking if she could have made it any more obvious to everyone at the place that we were getting ready to fuck, lol. "You don't like it?" She asked. "No, I love it." She smiled.
We checked in and we headed to our room. One queen sized bed.
We checked each other out for a moment, and then I pinned her against the wall and leaned down and kissed her hard. I tower over her. I'm about 6'2". I felt up her perfect petite body. I lifted her up off the ground and held her up against the wall. She wrapped her arms around me, and we continued to kiss. I hiked up her skirt above her ass and I ripped her shirt a bit down the middle.
I set her down and turned her around. I bent her over and slid her panties down and off as she raised each leg to help me. I picked her up, carried her over, and tossed her onto the bed. I took off my clothes in a rush.
She removed her torn shirt and her bra. Before she could get off the skirt, I was onto the bed and shoving her legs open. The skirt was up over her waist, anyway. She also still had on the heels.
I moved down and aggressively started to lick her clit. I've never been real big on eating pussy. I hadn't for my wife in years. But something about Ashley had me ready to dive right in.
I licked her as she moaned loudly. She used her hand on my head to pull me in harder. We did that until she had an orgasm, and she shook violently.
I stood up and quickly put on a condom. She lay there and stared at me in anticipation. With no delay, I crawled onto the bed and got between her legs. I lined up my cock with the opening of her pussy, and I slid it in. She told me I was "fucking huge". We stared into each other's eyes as I slowly moved in and out. She made soft whimpers/moans with each thrust.
That tight pussy was amazing. I won't lie. I think I lasted about a minute and a half before I realized I was past the point of no return. I fucked her hard and fast with her legs pinned out wide until I was filling up my condom inside of her. I let out some loud groans and leaned onto her as I slowly thrusted until I was done.
She sat up and we kissed, as she slowly jerked my semi-erect cock. Soon enough, I was fully hard again. I took off the condom, and I shoved my cock right back inside her. She screamed "Oh my god, daddy!" I don't think there was any doubt that people a few rooms away could have heard her.
I'm pretty confident that I fucked her harder and faster than anyone I had ever fucked before. I leaned onto her and had my hands on top of her head, forcing her down into me as I shoved in as much of my cock as I could and bottomed out. She'd squirm her hips and try to keep me out a bit by pushing on my chest. She moaned and whined a bit, as I fucked her harder and harder. She mixed in some dirty talk.
"You like my 18 year old pussy, daddy?"
"Fuck yes, baby girl".
She had me, bad.
I fucked her until I felt myself get close, and then I just lost it. I kept my bareback cock deep inside her and I started to cum inside her tight little pussy. Her eyes got super wide and she gasped as she felt me cumming inside her. She wrapped her legs around me and pulled me in tightly.
"Oh my god daddy... Yes. God yes."
When I was through, we laid there kissing and touching each other. I went out to have a cigarette and she stayed inside. By the time I got back inside, she was asleep. I joined her.
The next morning I woke up and took a shower. She woke up and joined me. I bent her over and fucked her, before picking her up and fucking her up against the wall. I came inside of her again and we finished getting clean. We had to stop on the way home and I bought her a new shirt to replace the one I had torn. I took her home but dropped her off down the block from her house, so no one would see me.
I went home and dealt with my angry wife, bitching at me about staying out and getting drunk. I couldn't help but smile a bit, knowing what I was actually doing instead. She didn't like the smile, lol.
Ashley and I have managed to meet up 2 more times for some blowjob and quickie fuck action. I don't see it stopping any time soon. She is, afterall, now working at the same place I am. Kelly even called me to thank me for giving Ashley a job. I told her it was no problem, and that I just hope that she succeeds. But truthfully, I just hope I haven't knocked her up yet. Or do I?
A little over a month ago, we attended an 18th birthday party for her daughter, Ashley. I successfully managed to avoid Kelly for most of the party, but in the brief conversation we did have, she mentioned that Ashley really needs a job, and was wondering if I could get her one at my work. I told her I'd think about it and see what I could do.
Truth be told, while I do handle job interviews, I hold little to no weight in the decision on who they're actually going to hire. I write down some of the applicants answers and offer some notes with my opinion, but ultimately, it's up to my boss, and not me.
Later in the day, Ashley approached me and started talking my ear off. I think she had been doing a bit of drinking, but I'm not sure. Eventually she got around to asking me about the job thing herself. I was pleasant yet blunt with her. I told her I could only give her a job if I felt she was qualified. I told her it wasn't necessarily a good job to have as a first job. She didn't care. She went on and on about how much she needed the money so badly. I told her I wasn't sure how she'd stack up, given her lack of work experience, and that we don't generally hire recent high school graduates. Pretty much out of nowhere, she quietly blurts out "okay. If I give you a blowjob, will you get me a job there?"
I froze. I scanned the area to see if it seemed like anyone else had just heard what she said. It seemed like I was safe.
I nodded. "Deal."
"Follow me." She said.
I kept some distance, making sure to stay close enough to see where she went, but far enough away to keep it hidden that I was following her. I entered the door that she had gone through, and I realize that I'm in her bedroom. She smiles and giggles and says "lock the door." I complied. She took off her shirt and sat on her bed.
Now, Ashley is probably about 5'3" and has a petite body. Not my typical "type" per se, but in general I feel like, if you look good, you look good. And, she looked GOOD. She sat on the edge of her bed wearing only her bra, some small shorts and some flip flops. I stood and stared at her.
"Well come on, we don't have all day."
She was right about that. I had almost forgotten that my wife and kids were outside in the backyard. This was maybe the dumbest thing I had ever done. But as I stared at Ashley's seemingly perfect body and smiling, pretty face, my mind was made up.
I stood in front of her and she undid my pants. She slid my boxers down over my cock, which shot into being fully erect. She got got wide eyed and smiled. I'm not huge, but I'm also not small by any means. I got the feeling that I was much bigger than anyone she had been with, or I was the first cock she'd seen, period.
"You promise?" She said.
I nodded.
She slowly stroked me for a bit, and I pushed my cock right towards her mouth. She took the hint. As she opened her mouth and took me inside, I placed my hand on her head and ran my fingers through her dark, long brown hair. I was in heaven. She started to move her head back and forth on my cock, and I immediately thought to myself that she's either a freaking natural, or she's done this a few times before.
I kept my hand on her head and occasionally pulled her head towards me, forcing myself into her throat. She'd pause and gag but then laugh.
I'm not sure how long it went on that like before I knew we really needed to speed things up. I began to hold her head in place and thrust my cock in and out of her mouth, trying not to gag her too much as I fucked her pretty little face.
When I felt myself getting close, I abandoned any sense of decency, and drove my cock into her throat with each thrust until I started to cum. I shoved my cock into her throat as I shot strand after strand of cum. She had her hands on my hips trying to push off, but I didn't let her go until I was done. When I released, she coughed/gagged/swallowed and then tried to catch her breath.
After she had gathered herself, we looked at each other and smiled. I told her I'd get in touch with her soon. I quietly left the room and went to the bathroom. After I had calmed down, I went outside and joined my wife. We left shortly after.
I had planned on calling her after going back to work that following Monday; however, she texted me the following day with "so... Did I get the job? :-)"
I replied "Yes. I'm going to do everything I can to get you that job."
"Thank you!!!!!" She texted.
"You're welcome." I replied.
I had put my phone back down, assuming that was the end of it. However, I soon heard my phone vibrate.
"I like you, Mr. Dempsey." Ashley texted.
"I like you too. You're a gorgeous young lady." I said.
"Thank you!" She said, followed by "do you want to hook up sometime?"
I got an erection over the mere thought of "hooking up" with her.
I texted back "Absolutely."
And with that, we hammered out the details. We had to wait about a week for the opportunity, but we decided that I'd pick her up and we'd go to a motel. Somewhere far enough away where no one would recognize us. She had a story she told her bitch mother, and I'd tell my wife I hung out with friends after work and got too smashed to drive home. She'd be pissed, but nowhere near as pissed as she'd be to know I was in a motel room with Kelly's 18 year old daughter, lol.
When I picked her up, she was dressed nice and slutty. The kind of outfit that makes one wonder what kind of parent even lets their daughter but that sort of thing, although I'm in no position to preach. Short black skirt, red spaghetti strap tank top, black bra and thong panties, and some black heels.
When we arrived at the hotel I made a comment asking if she could have made it any more obvious to everyone at the place that we were getting ready to fuck, lol. "You don't like it?" She asked. "No, I love it." She smiled.
We checked in and we headed to our room. One queen sized bed.
We checked each other out for a moment, and then I pinned her against the wall and leaned down and kissed her hard. I tower over her. I'm about 6'2". I felt up her perfect petite body. I lifted her up off the ground and held her up against the wall. She wrapped her arms around me, and we continued to kiss. I hiked up her skirt above her ass and I ripped her shirt a bit down the middle.
I set her down and turned her around. I bent her over and slid her panties down and off as she raised each leg to help me. I picked her up, carried her over, and tossed her onto the bed. I took off my clothes in a rush.
She removed her torn shirt and her bra. Before she could get off the skirt, I was onto the bed and shoving her legs open. The skirt was up over her waist, anyway. She also still had on the heels.
I moved down and aggressively started to lick her clit. I've never been real big on eating pussy. I hadn't for my wife in years. But something about Ashley had me ready to dive right in.
I licked her as she moaned loudly. She used her hand on my head to pull me in harder. We did that until she had an orgasm, and she shook violently.
I stood up and quickly put on a condom. She lay there and stared at me in anticipation. With no delay, I crawled onto the bed and got between her legs. I lined up my cock with the opening of her pussy, and I slid it in. She told me I was "fucking huge". We stared into each other's eyes as I slowly moved in and out. She made soft whimpers/moans with each thrust.
That tight pussy was amazing. I won't lie. I think I lasted about a minute and a half before I realized I was past the point of no return. I fucked her hard and fast with her legs pinned out wide until I was filling up my condom inside of her. I let out some loud groans and leaned onto her as I slowly thrusted until I was done.
She sat up and we kissed, as she slowly jerked my semi-erect cock. Soon enough, I was fully hard again. I took off the condom, and I shoved my cock right back inside her. She screamed "Oh my god, daddy!" I don't think there was any doubt that people a few rooms away could have heard her.
I'm pretty confident that I fucked her harder and faster than anyone I had ever fucked before. I leaned onto her and had my hands on top of her head, forcing her down into me as I shoved in as much of my cock as I could and bottomed out. She'd squirm her hips and try to keep me out a bit by pushing on my chest. She moaned and whined a bit, as I fucked her harder and harder. She mixed in some dirty talk.
"You like my 18 year old pussy, daddy?"
"Fuck yes, baby girl".
She had me, bad.
I fucked her until I felt myself get close, and then I just lost it. I kept my bareback cock deep inside her and I started to cum inside her tight little pussy. Her eyes got super wide and she gasped as she felt me cumming inside her. She wrapped her legs around me and pulled me in tightly.
"Oh my god daddy... Yes. God yes."
When I was through, we laid there kissing and touching each other. I went out to have a cigarette and she stayed inside. By the time I got back inside, she was asleep. I joined her.
The next morning I woke up and took a shower. She woke up and joined me. I bent her over and fucked her, before picking her up and fucking her up against the wall. I came inside of her again and we finished getting clean. We had to stop on the way home and I bought her a new shirt to replace the one I had torn. I took her home but dropped her off down the block from her house, so no one would see me.
I went home and dealt with my angry wife, bitching at me about staying out and getting drunk. I couldn't help but smile a bit, knowing what I was actually doing instead. She didn't like the smile, lol.
Ashley and I have managed to meet up 2 more times for some blowjob and quickie fuck action. I don't see it stopping any time soon. She is, afterall, now working at the same place I am. Kelly even called me to thank me for giving Ashley a job. I told her it was no problem, and that I just hope that she succeeds. But truthfully, I just hope I haven't knocked her up yet. Or do I?
