17 comments/ 83317 views/ 78 favorites Milf Tails: She's So Shy! By: lovecraft68 Author's Note: Welcome to the latest installment of Milf Tails. This series has gone over very well and I'm glad everyone is enjoying it. I hope that enjoyment continues with this new edition. Lovecraft68 ***** I pulled up in front of Dave's house and sat in the car working up the nerve to ask to borrow money. Not that he wouldn't do it; but I knew things had been tough for him and his mother in the year since his father had left for California to chase some slut he'd been banging. But I could pay him back next week when I got my paycheck from Stop and Shop and really needed the money today. I looked down at the passenger seat at the bouquet of colorful flowers I'd spent the last of my money on. The flowers were for Kim who had called me yesterday to say we were through because she didn't think I paid enough attention to her. I didn't feel that was true and had the sinking feeling she knew it too and this was a cop out to start seeing someone else. But Kim was pretty, a lot of fun and, when in the mood, a damn good lay, better than the two other girls I'd messed around with back in high school. I didn't think she was 'the one' as my mother would say, but she was a great 'miss right now' and I didn't want to give up on it just yet. As I got out of the car and made my way up the walkway to their door I reviewed my plan. Go to the apartment she shared with her room mates, give her the flowers, apologize, then if that got me back in her good graces take her to Lupos where her favorite local band was playing. Which is why I needed fifty bucks, I had a few bucks to spend but the tickets were twenty five a pop. I knocked and fidgeted until Dave opened the door, "Hey Sam!" he stepped aside for me to come in, "What's going on?" "Oh, well um..." I stopped, once again feeling bad about needing a favor. Noting he was wearing his Domino's shirt and cap, I stalled, "I thought you had Friday nights off?" "Someone called out and I could use the hours," He shrugged, "Besides I'm riding solo since Tonya dropped me and I needed to be out of here tonight anyway." "Why do you have to..." "Why do you look nervous?" He cut me off. I sighed, "Kim broke up with me." "Oh, well, hey, welcome to the club." He grinned, "Want to borrow some hand lotion and exchange links to dirty movies?" "Hopefully not yet, I'm going to try and get back with her." "Good luck, but I need to get going soon, you need anything?" "Yeah uh...I feel like an ass asking, but I'm trying to get her to go to a show with me tonight and you wouldn't happen to have fifty until Wednesday would you?" "Jeez, not that much, no." He shrugged. "Sorry, Sam." "It's okay." I shrugged, "I figured you might not and..." I stopped at the sound of heels on the hardwood floor and looked up to see Dave's mom, Robin enter the room. Normally I would have said hello, but normally, Robin wasn't dressed the way she was now. Dave's mom was hot, damn hot, but in a prim, sort of girl-or in her case-milf next door- way. Robin had gorgeous blonde hair she wore up or pinned back with a head band most of the time and wore little if any make up. She was on the taller side and had legs that went on forever, but did everything she could to hide them. Her mode of dress was either business suits with shapeless baggy slacks or skirts that were always knee length. The only reason I knew she had nice legs was I'd been sleeping over here and there since I'd been fourteen and had seen her in shorts a couple of times and one thrilling instance of seeing her in a bathing suit. Even then, as soon as she realized I was there, the shorts were replaced by loose fitting jeans and she had quickly left the pool the time I'd dropped by and seen her sun bathing. She had emerged from the house in a long sundress that had gone down to her damn ankles. Robin wasn't chubby by any means, but not exactly petite and the couple of brief glimpses of her wearing something that flattered her figure displayed a sweet curvy ass and a pretty damn impressive set of tits. I'd always found it odd that it was the fact Robin didn't show herself off that turned me on about her. Must be that expression, leaving things to the imagination and I would be a liar if I tried to deny imagining her body many times in the six years I'd been friends with Dave. But right now...Robin had quite a bit on display and I was not minding at all! She was wearing a short red robe that barely went past her ass and a pair of red fuck me stiletto heels that strapped around her ankles. Those shoes did amazing things for her already damn fine legs and my eyes enjoyed the long journey up and down those shapely legs, lingering on her lush thighs. The robe was open at the top enough to show some cleavage-something she never displayed- and the sight of the round tops of her breasts caused my heart to skip a beat. I swore I could see a hint of red lace and wondered what was beneath it. Completing this damn sexy makeover of my friend's normally proper mother was her long blonde hair was not just down, but teased out. There were some blonde ringlets framing her face and I was struck with how pretty she was. The deep red lipstick she was wearing added to that beauty, showing off her full lips and a mouth that definitely looked as if she would be good at a very specific skill. "Dave!" She exclaimed, Startling me out of what had to have been some blatant staring. "I thought you were at work!" "No," He shook his head, "I told you they didn't need me until seven, I was just leaving, when..." "Sam!" Her eyes fell on me, "Oh my God!" I had to hold back a laugh as her face turned as red as her robe. "I...I am so sorry! Look at me!" "Don't be sorry," I laughed, "I'm not." I realized how bad that sounded, but noticed Dave didn't seem upset, in fact he laughed too, "Hey. See that mom? I told you, you were Milf!" "Dave don't be rude!" She waved her hand at him and I caught a glimpse of her long red nails. A quick glance back to the shoes showed off her toes matched and I wished I could get a damn picture of her like this, but something told me my imagination would hold onto this image for quite some time. "I'm...I wasn't excepting you to be here. I heard the door and thought it was..." "Ralph." Dave now had an unhappy look on his face. "Don't worry I'll be gone in a couple of minutes." "Fine." She tightened the robe around herself, "And I'm sorry you saw me like this Sam. Even if you're not, it's not very proper." "No worries, Miss Warner." I shrugged, "You're not showing that much." Although for her she was and I wouldn't be opposed to seeing more. "I am." She looked down at her legs, "And it's not like...well, I know what I look like I'm doing." "What you will be." Dave rolled his eyes, "You're a grown woman, mom, and its okay to have fun." Her blush deepened and despite the fact I saw her as hot...I just wanted to take her in my arms and give her a kiss, she was so damn cute! I'd never met a woman so good looking who was so shy. "Well, okay, now that I made a fool of myself in front of my son and made Sam see more of me than he would want to, I'm going to go in my room and die of embarrassment." I bit back a remark that Sam would want to see much, much more and said, "I have to go too." I looked at Dave, "Thanks anyway." He nodded and I watched Robin leave the room and walk down the hallway towards her room. I drank in the smooth backs of her legs and marveled at how high those damn fuck me shoes were. Whoever Ralph was he was a luck bastard! I looked up to see Dave watching me ogle his mother. "Sorry, man." I grinned sheepishly. "I don't care." He sighed, "Hate to say it, but I'm glad you made that dumb remark." "You are?" "Yea, I am." He shook his head, "You know, Sam, my mom is really a beautiful woman. In fact mom, or not, I think she's pretty hot. "Whoa!" I laughed, "Dude, that's your mom!" "I didn't say I wanted to touch her, you moron." He punched my arm, but was grinning, "This isn't one of those crazy taboo porn movies. My point is she's shy and doesn't think she's that good looking." "Well would you rather her be slutting around, showing it off?" "No, but I'd like her to be confident enough to see she is attractive and feel better about herself so she would meet someone." "It seems she has, Ralph?" "Ralph is a prick like my dad." Dave said disgustedly. "He makes cracks that she's not bad looking for her age, but that's okay, he thinks she's pretty." "One of those." I shook my head, "I hate those guys." "I do too, but Mom kept hiding herself away and he's the first guy she has dated since the divorce so I figure at least she has someone for now and when she sees he's an asshole and dumps him, she will know she can find someone." "I still can't believe she really doesn't know she's hot!" "My father met her in college and she was shy and he fed into that. He loved that she dressed boring and showed nothing, no competition for him. Then we find out the prick was fucking any young intern he could get his hands on." "Yeah, that sucked, your mom is too sweet for that, she deserved better." "And when she caught on and confronted him?" Dave was now pacing back and forth and looking agitated. I stood there and let him rant, figuring the last year had been pretty upsetting for him as much as his mom. "My asshole father then blames my mother for his cheating saying she was a prude, she dressed like an old lady, and she wasn't a confident woman so she drove him to it; made her feel bad about herself." "That's low, man." "Yeah...when he left I did everything I could to get her out and to meet someone and to dress sexier. I know that's odd for a son to do, but I wanted her to see guys reactions to her and see she has a lot to offer in every way. She's smart and sweet and pretty, she needs to know guys see the pretty part. Her friends tried too, but nothing." "Where did she meet this guy?" "A friend fixed her up, but surprised her so she couldn't say no. He's a jerk, but...like I said maybe she gets back in the saddle then says "Hey I can do this" and move on." "So I guess tonight is saddle time." "Yeah, my ass needs to not be here, so good thing for work. But it's her birthday so I'm glad she won't be alone." "Shit, I didn't even tell her happy birthday!" "That's okay, tell her next time. I have to..." He stopped and slapped his head. "Shit!" "What's wrong?" "I'm so stupid!" He laughed, "I'm thinking I'm broke because I put my money away for insurance, but I's not due until Next Friday." "So you can lend it to me?" "Yeah, but fuck!" He looked at his watch, "I have to go! Go in my room, in the top drawer of my desk there's an envelope, take fifty." "Thanks man!" I shook his hand, "You'll get it back!" "I know and hey, do me favor?" "What?" "If you see my mother again...tell her she looks nice, don't be a perv, but tell her happy birthday and how beautiful she is." "Odd request, but sure!" I laughed, "I won't be lying!" "Keep it in your shorts and just be nice to my mom, she could use it." Dave left the house and as I headed down the hall to his room I thought I would like nothing more than to be 'nice' to his sweet and sexy mom. ***** I hurried into Dave's room and looking in his desk found the envelope and removed the fifty dollars. Closing the drawer I looked at the small digital clock on his desk and frowned, it was close to seven. Kim went out Friday nights with her friends and if I wanted to catch her at home, my ass needed to get moving. I exited his room and stopped in my tracks when I saw Robin walked away from me towards the living room. She was on her cell and I stayed where I was, taking advantage of being able to stare at her legs again. "Ralph, what do you mean, you're not coming? All week you said you were coming over!" Uh-oh, I thought and silently padded down the hallway. I didn't want her to see me, but didn't want to get caught lurking in the hallway either if she turned around. "But...but honey, it's my birthday!" She was getting upset and I felt my stomach sink. She turned the corner to go into the living room and I quickly reached the end and waited for a chance to bolt out the door so she wouldn't know I had heard anything. "Ralph, please...I...I bought something new and...and fun." She paused, "Yes, that kind of fun I...I know I've been kind of shy, but its my birthday and I thought I could give you a gift too." She hadn't slept with him yet. She was shy! She had crossed the living room and as she started to enter the dining room off of it I quickly made my way to the front door to leave. I eased the door open and as I stepped out heard Robin raise her voice. I couldn't make out the words, but a few seconds later, I heard her yell, "Then forget it you asshole!" Good for her, I thought, then frowned when I heard her sob. She came walking back into the living room and as I slipped through the door I caught a glimpse of her walking past with her head down, crying. She headed for her room and part of me thought about asking if she were alright, but didn't want to embarrass her. I walked to my car wondering if I should call Dave, but then he would either leave work and get in trouble or spend the rest of the night worrying about her. I got into my car and as I went to start it, my cell rang. I saw it was Kim and answered, "Hey, Kim!" "Thought you were coming over?" She asked. "I never said that." I looked at the flowers and smiled. "I heard you were, but you're not here." "I had to stop for a couple of things." I rolled my eyes, I'd told one of her friends I was thinking of trying to talk to her tonight, big mistake. "Guess I'm not that important then." She said, "But tell you what, get here in fifteen minutes and maybe I'll let you take me out and...if it's fun, maybe we have some fun." I was ready to tell her I was on my way when my mind quickly replayed her last words...what a bitch! I had wanted to try to make it work, but seriously? "Sam, you there?" she asked. "Yeah, I'm here." I looked down at the flowers then glanced at Dave's house and thought of his mother in there crying. She was a sweet woman who was now alone on her birthday and here was this stuck up bitch taking it for granted I would jump when she snapped her fingers. "Well, you coming or not?" "No." I said, "But I bet you will be as soon as you find some jerk at the club tonight." "What did you say?" She demanded. "I said, piss off, Kim, I'm not going to be used." I hung up on her and leaned back in my seat. It wasn't like I was in love with her or anything, but it still sucked getting treated like that. Well at least I could just give Dave his money back. I looked at the flowers and wondered what I could do with them, then thought of Robin. I smiled at the thought I could give them to her and say they were for her birthday, make her happy. I grabbed the bouquet and made my way back up to the door. I hadn't locked it on my way out and let myself back in, this time locking it behind me in case her asshole boyfriend did show up, this way he couldn't just walk right in. I looked for her in the dining room and kitchen and then headed for her bedroom. I hesitated outside her door and wondered how this would look. I then shrugged, how could it look? It's not like she would think I was giving the flowers to her because I was hot for her or anything. I listened at the door and frowned when I heard her sniffling in there. I knocked and she called out, "Dave, is that you, honey. You forget something?" "No, Miss Warner, its Sam, um...can I come in for a minute?" "Sam? I...I guess." I put my hand behind my back, hiding the flowers and opened the door. I figured she would have changed, especially seeing she told me to come in, but to my surprise-and pleasure-she was still in the sexy robe. I did notice the shoes were off and her long legs were stretched out on her bed. She was sitting up, her back against a pillow and a box of tissues next to her. "What are you still doing here, Sam?" As she spoke, she grabbed the comforter and pulled it from the side of the bed, over her legs. "Everything okay?" "With me? Sure, but you look like you're crying." I played dumb on having heard what had happened. "Just some kind of disappointing news." She gave me a forced smile, "I'm okay, but..." Her eyes narrowed, "What are you hiding behind your back?" "Well I felt like a jerk I didn't say it earlier so I ran down the street to get you something." "Say what?" "Happy birthday, Miss Warner!" I brought the flowers around with a flourish and handed them to her. "Oh, how thoughtful!" She exclaimed and the smile she gave me made it worth blowing off that bitch and doing a good deed for someone who deserved it. She took the flowers and smelled them, "They're beautiful!" Recalling what Dave had asked me to do; I winked, "For a beautiful lady!" "Oh, twenty and already using bad pick up lines?" She laughed, "That was smooth though and you looked serious." "I am." I told her and wasn't lying, "You're a very attractive woman, Miss Warner." "Aren't you sweet." She leaned over to her left and grabbed vase that had a single rose in it and tucked the flowers I gave her into it. When she leaned over the sheet lifted up and I was given a good view of her bare hip as the robe rode up. I noticed a red string over her hip and figured she was wearing a thong under the robe, goddamn! "So, um...why are you upset?" "Oh." She returned to leaning against the bed, "It's nothing, thank you for the flowers and the pity compliments, but you can go." "I meant what I said and...do you want to talk?" "Please, its Friday night, a good looking young guy like you has to have something better to do than talk to frumpy old lady like me." "Old lady? Hell no!" I shook my head. "Old enough to be your mom." She pointed out. "Age is a number," I pointed at her, "Look at you, Miss Warner, you look damn good. I wasn't kidding before." I grinned at her, "And milf's and cougars are the hottest thing in..." I caught myself "In what?" She asked. "Oh, uh..." I turned my head, "Porn. Sorry, totally not right to say." She laughed, "You're blushing! You're a very sweet; I've always loved that about you." "Thanks, you're sweet too." I smiled, "You were adorable out there when you were blushing." "Adorable?" Her blue eyes twinkled and she laughed, "Oh, honey, you practicing for the club?" "No I'm not that smooth." I looked down at her and realized here I was in her bedroom with her lying in front of me in a tiny robe with who knows what type of sexiness underneath it. Not that anything would happen, but it was still a thrill and I didn't want to leave. "But, you were pretty upset; sure you don't want to talk?" "Please Sam, it's a nice offer, but like I said, I'm sure there is some pretty girl out there waiting for you." She paused, "Karen, is it?" "Kim and we broke up." "Oh, honey, that's too bad." She reached out and put her hand over mine. I wasn't sure what was a bigger thrill, the contact or her calling me honey. "It's okay, we weren't that serious and she was...well...kind of a bitch." "Really? Or you saying that because you're mad." I was going to say forget it, but she patted the bed, "Sit down and tell me about it." I didn't have to be told twice and sat on the edge of the bed and turned to the side so I was facing her, As she sat there listening intently I told her about how Kim had broke up with me and my plan to get her back and how she had found out and what she'd said to me. "Good for you, standing your ground." She patted my hand again, "I'm sure a good looking guy like you will find someone soon." Milf Tails: She's So Shy! "You're just saying that." I grinned. "No, not at all, you're a nice looking boy, Sam." "Well if you want me to believe that you have to believe it when I say how pretty you are." She looked at me for a moment, then burst out laughing, "Deal!" "So, what happened, why were you crying?" She sighed, "Its my birthday and I had plans with Ralph. He's the first guy I've dated since the divorce." "Wasted a lot of time." I told her, "Guys would line up for you." "Please," She waved her hand. "Anyway he said he wanted to take me out tonight, but I figured instead we would stay in and..." She stopped and I laughed when she blushed again, "Sorry! I shouldn't talk like that." "Come on, Miss Warner, I'm twenty, not twelve." I shrugged, "You wanted to have a fun sexy birthday, nothing wrong with that." "I guess, but Ralph calls and starts saying he can't come get me and I tell him what I was planning and he said he would come over." She looked down, "Then he says "It's about time you woke up, I didn't think you'd ever be ready to put out." "What a prick!" I exclaimed, "Oh, sorry, Miss..." "First off don't be because he is a prick. Second..." She smiled, "Call me Robin." "Robin?" I repeated. "Yes, after all we are having an adult conversation, right?" "Sure." "And as I said before, and meant it, you are a man now, not a boy." She cocked her head and looked me up and down, "That girl's doesn't know what she tossed away, Sam. You're attractive, smart, funny and sweet and sweet is rare at your age," She rolled her eyes, "Or Ralph's age." "I don't think I'm sweet." I said that as my eyes fought to stay on her face and avoid the cleavage her robe was showing off. "I do. Look at you. A Friday night and here you are talking to your friend's mom because you saw she was upset." "Its your birthday, you should be happy and having fun, not crying and being alone." "Hmm." She gave me an odd look, then one of the shy little smiles she was known for, the kind that seemed out of place on woman her age, especially one with her looks. "I think you're right, I should be having some fun, shouldn't I?" "Hell yeah." I nodded, "Hot milf like you? You should be out celebrating and..." I gave her an exaggerated wink, "Who know, maybe getting lucky." "I have to admit, it's been a long time since I've gotten lucky." She frowned again, "If I ever was. It took me a long time to realize Dave's father wasn't as good to me as I thought he was. He blamed me for fooling around with those girls, said I was too boring and dressed..." She shrugged, "like an old lady." "You dress proper, not slutty and that makes you hotter, because you don't put it out there for everyone, you leave it to the imagination." As she had done, I put my hand over hers, "You're a sexy lady, not some slut." "Sometimes I wonder if I could be both." She sighed, "Lady in public, but..." She blushed again. "Fun where it counts." "Oh, I bet you could, you just need the right guy." "Who would be the right guy?" "I don't know." I thought about it, "I think someone who appreciates you and not just that you're pretty and sweet, but..." I hesitated, and then figured what the hell, her own son told me to make her feel good about, "That you're sexy." "I'm sexy?" "I told you that, but not slutty sexy, but...like classy sexy." I shrugged, "Cute sexy too, the way you look, but you still blush? That's hot and..." I stopped because I sounded pathetic, telling my best friend's mother she was hot multiple times in the same damn sentence. "You know, I am kind of hot." She nodded. "Not just kind of you're...oh." I felt like an idiot when she removed the comforter. My eyes fastened on her legs when she bent her knee and ran her nails along her thigh. That thigh was smooth and damn inviting looking and as her robe slid back I had to force myself not to look to the left and try to see between her legs. "Sweating." She said, "Hot in here." "A little, I guess." "Maybe because I'm lying down." She turned to the side, swinging her legs off the bed. Robin was now sitting next to me and before I managed to raise my eyes to her face, I caught a look inside her robe and saw the inner half of her left breast and a hint of red lace. "So back to me finding this right guy." "Well, I think you have to leave the house to do that," I laughed. She smiled at me and moved over so her hip was touching mine. I could smell her perfume and her long blonde hair was tickling my arm beneath my sleeve. "Who says?" What did that mean? I gave her a nervous smile and forced a laugh, "Hey, you have someone hiding under the bed?" "Not under it, but maybe on it." "On..." I stopped when she put her hand over mine. "You know, today is my birthday and it was going to be a happy one. Know why?" "You were going to um...have nice night?" As bold as I had been I wasn't about to say 'get laid' "I was going to cut loose tonight." She tugged on the top of the robe, "I haven't worn this in a long time and I went out and bought something sexy for under it." She giggled "I think I blushed when I paid for it." "Bet you did," I looked down as she ran her nails across the back of my hand and up my arm. I shivered at the contact and my cock swelled as I let my eyes wander down to her chest where the robe had opened more form her pulling on it. "I did, but when I got into it I felt so sexy!" She smiled, "I was so looking forward to not being such a good girl tonight." She sighed, "But then Ralph turned into a pig and I guess I'm glad it was before and not after." "I agree." "So I figured the night was ruined, then a good looking young man brought me flowers and told me how beautiful I am." She coked her head and winked at me, "And I know he's not lying because he's been staring at me since he came in my room." My face grew hot, but not all with embarrassment. Her nails were running up and down my arm and my eyes were blatantly on her breasts and as she had just said, she knew it. Her breasts were rising and falling rapidly and when she stopped moving her hand and left it on my bicep I could feel her fingers trembling. My heart raced at the thought Robin was into me and my cock was now fully erect and aching with desire. I was torn between going for it and kissing her or letting her make the first move in case I was wrong or she decided to change her mind. "I have been looking," I said softly, "I like what I see." "And I like you looking," she replied, "Which brings me back to my birthday." Robin gave me a nervous smile that caused my heart to flutter and my cock to twitch, "I think that maybe, just maybe I might enjoy my birthday after all." "Yeah?" I swallowed nervously as she caressed my cheek and leaned closer to me. "Well, its up to you, Sam." Her face was inches from mine and her head tilted to the side as she continued, "Do you want to give me a lonely, sad woman a happy birthday?" I had to hold back a 'hell yeah' and as I paused to try to say something that made me sound confident, I recalled who Robin was. She wasn't just a hot milf she was... "But, Dave." I said, pushing the words out so I wouldn't change my mind, "He's...my friend." "And he's my son and he's been pushing me to have fun, my son wants me happy. I think you can make me happy, Sam." She squeezed my arm, "I'd like to make you happy, after all we were both treated poorly tonight, so how about we show those jerks and have some fun together?" "You...you won't tell him?" Robin shook her head and stood up. Thinking she had changed her mind I asked, "Hey, um...where are you going?" "Nowhere." She lifted the ties to her robe and held them out to me, "I thought maybe you might want to un-wrap me and see what I bought today." I took the ties in my fingers, "I thought you were supposed to be unwrapping things, its your birthday." "Oh, I'll be opening a present soon," She stared pointedly at my crotch, "Looks like a nice big present." "I...I don't know about that." My face grew red. "Looks big and..." She licked her lips, "I know its all for me, isn't it?" "Oh, it is." "Well Sam," she said softly, "I'm not a very good cougar. I'm nervous, I'm shy and a little out of practice." She smiled down at me, "But I see you're a little nervous to and I like that. I...I don't want to be with a cocky jerk, I want to be with someone nice." "I can be nice." I agreed still hesitating on pulling on her robe. "But I want a nice person to not be nice with, but the longer it takes the more nervous I am so..." she let out a long breath, "How about you open my robe and see what I have for you?" I was blown away by the fact she wanted me to make the first move. Pushing Dave out of my mind, after all Robin was right; he wanted her happy. He even told me to try to make her feel good! So in a way wouldn't making his mom happy be doing a friend a favor? I pulled on the ties and as the robe fell open, I whistled, "Goddamn!" Robin giggled and turned as red as the outfit she was wearing beneath the robe. The lingerie was a one piece made completely of red lace that exposed her breasts beneath it. The center was cut out to expose her flat stomach. The top clipped to a red thong that was no more than string with a patch of lace between her thighs. Robin slid the robe from her shoulders, letting it fall to the floor and, still blushing asked, "Like it?" "Love it, Christ you're so hot!" I breathed. "Want to see the back?" Robin turned around, showing off the fact that aside from one strap across the middle of her back and a red string between her cheeks, there was nothing there, but her smooth creamy skin. Her hips had some curve to them as did her sweet round ass. Unable to hold back, I put my hands on her hips, leaned forward and kissed the middle of her back. "Oh, that was nice." She sighed. "Please do it again." "You don't have to say please, trust me." I told her. Moving her long hair to the side I pulled her back towards me and kissed the back of her neck. Robin purred and I proceeded to place a series of soft kisses across her shoulders, then between them, working my way down her back. "So nice." She moaned, "That feels so nice!" To my surprise she moved over so my leg was between hers and sat down on my knee. I was wearing shorts and I felt the heat from her pussy against my bare leg. Putting my hands on her shoulders, I continued to kiss her. My cock was throbbing and as sexy as her outfit was, I was dying to get her out of it, but took my time. Robin wasn't a sex starved milf from the porn movies I watched, Robin was sweet and looking to be enjoyed. I wanted to enjoy her and at this point knew this was no game and was sure she would get around to making sure I enjoyed her as well. I continued to kiss her back, I let my hands slide down her arms, then around her waist. She sighed when I caressed her soft stomach, then taking my hands in hers guided them up to her breasts. I moaned as I fondled her large heavy breasts and Robin gasped when my fingers zeroed in on her nipples. I rubbed them through the thin lace and Robin slid further up my leg, until her back was against me. She let her head fall to the side, exposing her neck and I fastened my lips to her soft skin. Robin purred and moved her hips, grinding her ass onto my swollen cock. I slid my fingers inside the inner part of the lingerie and teased them along the edges of her tits. I pushed my hand down further and she whimpered when my finger came into contact with her bare nipple. "Take it down." She whispered, while taking my hand and placing it on the strap on her shoulder. I removed my hand from onside her top and taking the straps slid them down her arms. Robin removed her arms from them and once more leading my hands brought them to the clips that were attached to the thong. My fingers were shaking, causing me to fumble with them for a moment. I was further distracted by her working her hips, sliding her ass along my cock. The shorts were thin cotton and I moaned at how good her rubbing it felt. The clips gave and pulling the top from around her, Robin tossed it to the side. I made to draw her back into me but she stood up and hooking her thumbs into the thong, pulled it partway down her ass. "Want to see?" She asked, looking at me over her shoulder and giving me that adorable shy smile. "Damn straight." She pulled the string down a little more, "You sure?" "Stop teasing you little tart!" I laughed, "Let's see the birthday girl in her birthday suit." "Oh, I don't plan on teasing you, honey." She winked, and then with a sexy little shimmy worked the thong down over the curve of her ass. The crotch of the thong stuck to her pussy as she tugged it down and as she bent over to push it past her knees I licked my lips at the sight of her pussy peering out from between her thighs. She playfully kicked the thong off and turned to face me. "Oh my God." I whispered at the sight of my best friend's mother completely naked in front of me. Robins tits were amazing, bigger than those of any girl I'd messed with before and standing up well for their size, her large nipples were light pink and as hard as my cock. My eyes wandered down her soft stomach to take in the small patch of blond fuzz just over her pink slit. "I take it you like?" My answer was to stand up, pull her into my arms so quickly she released a startled yelp, and press my lips to hers. Robin moaned as I kissed her hard, while crushing her against me and her arms slid around my waist as she eagerly returned my kiss. I pushed my tongue against her lips and I moaned when hers darted out to meet it then slipped into my mouth. As we kissed my hands roamed over her body, caressing her back, her arms, the sides of her breasts and then cupped the well rounded cheeks of her ass. I gave them a squeeze, marveling at how soft she was and loving the enthusiasm of her kiss. Robin was all but attacking my mouth as she ground against me. I caught a glimpse of us in the mirror. The fact I was still in my shorts and t-shirt and this gorgeous woman was naked in my arms was an additional thrill. As if on cue, Robin tugged on the bottom of my shirt and pulled it up to my chest. I broke the kiss long enough for her to pull it over my head and toss it away. "You have far too much clothing on." She told me, then leaned back in and kissed me. Her hard nipples were poking into my chest and she wiggled side to side, working them across me. Her tongue danced across mine once more and I felt her unsnap my shorts. I groaned when she worked my zipper down and without hesitation put her hand in my boxers and grabbed my cock. She moaned into my mouth as she wrapped her fingers around my shaft and stroked it. Her lips slid from mine and my heart skipped a beat when she pushed my shorts and underwear down over my hips. Robin looked down at my cock as she pumped it, "God, you're so hard!" she cooed, "You do want me, don't you, baby?" "Yes, I...damn that feels good." I told her as her other hand cupped my balls. "It does." She breathed, then licked her lips, "Bet it tastes even better." My reply was cut off when she grabbed my arms, turned me to the side, then gave me a shove that sent me into a sitting position on the bed. The way she had angled me had put my back partially against her headboard and when she straddled my legs and sat on my lap she pushed me hard against it. After a quick, hard kiss, Robin put her hand behind my head and pulled my face to her breast. I eagerly opened wide and sucked her nipple into my mouth. "Oh, yes!" She cried, "Suck on them, honey! They so need attention!" Robin was overcoming her shyness and I was getting the feeling my sweet little milf might turn into one of those porn wild cats after all. I circled her hard nub with my tongue several times before sucking it into my mouth and moaned when Robin reached between us and grabbed my aching dick. She pumped it slowly while I switched to sucking her other nipple while rubbing the one I had just been licking. Robin sighed and arched her back, shoving her tit further in to my mouth. I put my arm around her, holding her to me and whimpered as she rubbed the sensitive head of my cock with the palm of her hand. My cock was dripping and Robin resumed stroking me, her now slick hand feeling even better along my hard shaft. She placed my cock against her pussy and moved her hips, sliding me along the length of her soft wet pussy. "Oh, fuck." I groaned around her nipple, "You're so wet!" "I'm wet because I got a sweet and," she squeezed my cock, "Hard young man for my birthday." Robin lifted her leg, placing her knee on my thigh, then did the same with the other so she was now kneeling on my legs. Your cock feels so fucking good." She moaned, "I don't think I can wait!" She slid my cock through the lips of her pussy once more, then shoved the head of my cock inside her and let her weight go. We both cried out in pleasure as I penetrated her, plunging deep inside her hot, wet and every tight pussy. "Yes!" Robin moaned in my ear as she ground her hips, working my cock further into her pussy, "Hmm, been a long time since I've had a nice hard cock inside me." She sighed, "And a nice big one too!" She pushed her tit back into my mouth and I did the best I could to suck on it as she lifted her legs, sliding me most of the way out of her before sinking back down and taking me back into her wet heat. Robin moaned softly as she rode me, bouncing on her knees on my lap. I put my hands on her hips and moved mine as much as I could, but being on the soft bed it wasn't easy. But it was okay because Robin began bouncing faster and harder and I moaned into her breast as she established a sexy rhythm on my cock. Taking my face in her hands she lofted my head from her breasts and into a long, deep kiss. I put my arms around her and pulled her to me, crushing her breasts into my chest as she continued to ride me. My hands slid down to her hips and I pulled on them, guiding her as she fucked me. Robin was sighing into our kiss each time she came down, pushing me deep inside her and I longed to be able to fuck her harder, but as before knew it would be better to let her decide how we fucked. My patience was quickly rewarded when Robin eased from my cock, slid off my legs and to my delight put her back to me, guided my cock back into her and sat down on my lap. This time it was a soft moan we released when she sank back onto my cock. She pressed her back against my chest and as I reached around to play with her nipples, she placed her soft feet on my knees and resumed riding me. Robin's head was resting against my shoulder and turning my head I kissed her neck as she moved slowly along my shaft. I moaned as she was going slow enough that I could feel her tight wet lips massaging every inch of me. Reaching between our legs she rubbed my balls and my hips jerked, sending me plunging deep inside her. "You feel so good," she moaned, "Baby; your birthday girl needs to come!" Grabbing my hand from her left breast she shocked me by putting my fingers on her clit. "Not so shy now!" I laughed in her ear. "Been shy too long, honey! This girl needs to have some fun!" She moaned as I captured her clit and rolled her pink nub between my fingers. "And I'm going to have fun coming on my sexy young lover's nice big dick!" She had slowed down her riding me, which was a good thing as had she gone any faster I might be popping off before she was able to come! I rubbed her clit in circles and she relaxed against my chest, moaning contentedly as I continued to stroke her nipple while playing with her pussy. Milf Tails: She's So Shy! Robin was breathing hard, her breast heaving beneath my hand and was moving even more slowly, sensually riding my cock. I caught sight of us in the mirror and wished to hell I had a camera, Jesus, did she look good on top of me. I watched, transfixed by the sight of my cock sliding in and out of her pussy, her pink lips clinging to y hard shaft. Robin gasped, her toes curling into my legs and her back arching, pushing against me. "Yes," she moaned, "Oh, honey keep playing with my pussy! I...I'm going to come for you!" I worked her pussy harder and faster with my fingers and squeezed her nipple a little tighter. Robin was making sharp little hiccupping noises and her feet pressed harder onto my legs as her body tensed against me. My body was tensing as well as her amazing pussy was taking its toll on my cock. I stopped moving altogether, trying to hold off cumming until she did. I didn't have long to wait, as Robin cried out sharply in my ear and driving herself down hard into my cock, let her head fall back and released a long loud squeal. I moaned loudly as her already tight pussy contracted around my cock as her body exploded into orgasm. As she came I moved my hips, driving into her and trying to make her come as hard as possible. Robin bucked wildly on my lap; her hips grinding, working her convulsing pussy onto my now thrusting cock. She was yelping in my ear which caused me to make more of an effort to fuck her and she showed her appreciation by driving her hips down into me, sending me deeper into her quivering flesh. Robin released a long moan and slumping back against me sighed, "Oh, honey...damn I needed that." At this point I needed a release of my own and grabbed her hips, preparing to fuck her hard then pull out and come all over her pussy and stomach, but Robin leaned forward and to my chagrin eased off my yearning cock. My disappointment was short lived however when she turned around and sank to her knees. She took my cock in her hand and looking up at me with her big blue eyes, placed her tongue on my balls and slowly licked her way up to the tip of my cock. "Oh, fuck," I moaned staring down at her. "Damn, that looks good!" "Just looks good?" she asked, then taking the head of my cock into her mouth sucked hard. I gasped at the sensation of my pre cum squirting from my cock into her mouth, then the amazing feeling of her taking me deeper between her soft lips. "Hmm," she moaned as she worked my cock down near the base. Robin opened her mouth wider and I moaned like an idiot when she succeeded in taking my cock all the way down. She held me there and her eyes still on mine shook her head back and forth. "Fuck." I moaned at the feeling of her lips and tongue sliding along my shaft. Robin stopped moving her head and I released another moan when her tongue slipped out and caressed my balls. She slurped her way back up my cock and gasped when she released it. "Been a long time since I sucked cock." She giggled, "Guess it's like riding a bike." She licked her lips and turning her head rubbed my cock along her cheek. "How's this look?"" she asked, pressed my cock hard enough to her face to cause some precum to ooze from it and leave a sticky trail on her cheek. "Like seeing your dick in my face, Sam?" "Hell yeah," I grinned, "better in your mouth though." "I'll get there, let me enjoy." She sat up higher on her knees and rubbed my cock against her soft tits. "God, you're so hard." She licked her lips " And I have to say my pussy tastes pretty good on you." "Definitely not shy anymore!" I laughed, then moaned when she wrapped her tits around my cock and rocked up and down. I watched my cock slide between her perfect tits and groaned when she lowered her head and flicked her tongue across the tip of cock each time it emerged from her breasts. My cock was dripping, getting her slick with my pre cum and I rocked my hips, fucking her tits. Robin took the tip into her mouth and when I moved my hips she took me deeper. Letting her tits go, she placed her hands on my thighs and remained still. I continued to move my hips, but slowly, not wanting to get to rough or gag her. Robin moaned and her eyes rolled back as I slowly fucked her mouth. She grabbed the base of my cock causing me to stop moving my hips and after making a show of licking her lips, Robin once again took me into her mouth. She bobbed her head in a slow rhythm, taking me about half way down each time and moaning around my hard flesh as she did. I leaned back against the headboard and took in the view of my best friend's hot and shy, well formerly shy, mom giving me a blow job. I reached down and moved her air from her face and with a wink she caught my wrist and put my hand on her head. She bobbed her head faster and I wrapped my hand in her soft hair and rested it on her head. Robin brought her hand up between my legs and stroked my balls gently with her nails. I moaned and fought not to move my hips or do anything else that would get me off quicker. I wanted to enjoy this as long as possible. Robin reached the tip of my cock and opening her mouth let some spit ooze down my cock, then made a show of noisily slurping it up. Her eyes were on mine and even with her mouth stuffed with my cock I could see the corner of her lips turned up in a smile. She was enjoying blowing me! I let my gaze wander down her smooth back and her amazing ass. Her hips were rocking, further proof she was getting into sucking me and I envisioned her on her knees with that sweet ass in the air while I fucked her doggy style. That though, along with her skilled mouth, caused my cock to twitch and my legs to shake. MY balls tightened in her hand and I moaned as I drew closer to coming. Robin removed my cock from her mouth and ducking her head sucked my balls into her mouth. I rolled my eyes in pleasure as she took turns sucking on each one before swirling her tongue around my sac. Robin lightly stroked my cock as she bathed my balls with her tongue and even the limited contact was causing me to move my hips and whimper softly. "Hmm, someone needs to come." She smiled, "That's fine with me, baby, you deserve it and..." she winked, "You'll be able to give it to me nice and hard when you fuck me." "God I want to fuck you." I breathed as she ran her tongue up one side of my cock then down the other. "You will, baby, you will." She blew on my cock and giggled when even that made it twitch, "But after you suck on the birthday girls pussy." She laughed, "It's my birthday, but you get to eat the cake." "Then I'm going to frost that cake." "Ohh!" her eyes widened, "Sam, you're a dirty boy aren't you?" "I'm not shy." "I'm learning not to be, but." She kissed the tip of my cock, "It might take some work," looking up at me with my cock in her face, she pushed her lips into a pout, "You willing to help a shy girl, come out of her shell?" "I'll take one for the team!" I said, trying to keep my voice steady as her tongue swirled around my purple head. "Baby, you're going to be taking a lot more than one for this team. This girl has some catching up to do." Holy shit, was she saying this would be more than once? My thoughts trailed off when Robin took my cock deep into her mouth and sucked it as if it were a competition. I moaned loudly as her hot wet mouth worked my shaft and Robin was making sloppy wet gurgling noises as she let a mix of spit and precum ooze from her mouth. My hand tightened in her hair and my hips could no longer remain still, thrusting my cock into her descending mouth. Robin was whimpering around my cock and her eyes were half closed, but were glazed over and filled with a look of pure lust. I could see her lipstick smeared along my cock and the next time she took me all the way down to my balls I lost control and my cock twitched sending a stream of cum down her throat. "Hmm-mm!" Robin groaned, her blue eyes widening as I filled her mouth with what felt like a huge load. She continued to suck and I was moaning and whimpering like an idiot as she was sliding my cum around my sensitive cock within her mouth. She was pumping it as well, jerking me off while blowing me working for every drop. Some cum oozed from the sides of her mouth, but she quickly slurped it back up. I caught another look in the mirror and watched my best friend's mom, on her knees, her head bobbing in my lap as my balls emptied into her eager mouth. 'Oh, God." I groaned when I had nothing left, but she kept sucking. My head was a raw nerve and my hips jerked as she wrapped her lips tightly around it and sucked hard. I cried out at the sensation of a couple more drops being milked from it. "Stop." I gasped, "Please." Robin released my cock and opening her mouth showed me her cum covered tongue. She then made a sow of swallowing and waggled her now clean tongue at me. "Damn I forgot how much I love giving head." She sighed, "Maybe you'll let me practice some more?" "I...Dave's working until midnight right?" "Honey, I'm talking about tomorrow and then Sunday, and maybe..." Looking me in the eye she added, "You broke the seal, baby, I want more, a lot more." "I...I'm a giver." I told her...goddamn she was going to let me keep fucking her! "Well then how about I lay back and you be a giver and give my pussy some attention." Robin stood and lay back on the bed so her legs were dangling off of it. I stood up slowly, my knees weak from the most amazing blow job I'd ever received and turned to stand between her legs. She spread her pussy open and tapping her swollen clit with her finger said, "Come on baby, time to have your cake and eat mine too." I sank to my knees and as I placed my hands on her soft thighs she rested her feet on my shoulders. I gave each of her thighs a kiss and felt them trembling beneath my hands. I blew lightly on her clit and a shiver went through her. "Baby, don't tease, it's been a long time since someone's licked my pussy." I looked up to see her watching me, her eyes wide and her fingers teasing her pink nipples. I gave her kiss a soft kiss then lowering my tongue slipped it inside her. Robin gasped as I swirled it around and I moaned at the taste of her sweet juices as I lapped them from inside her. I sucked hard, getting a good mouthful and then worked my tongue slowly through her soft wet lips, towards her clit. I fastened my tongue to her pink nub and as she moaned, I eased two fingers inside her. Robin sighed and she rocked her hips into my flickering tongue and thrusting fingers. I alternated between sucking and licking her clit, while pushing my fingers as deep inside her as I could. Robin was moaning and whimpering as I took my time on her clit, gently sucking on it before tracing circles around it with the tip of my tongue. "You look so good down there!" She groaned as she pulled on her nipples, "I could so get used to this!" she gasped when getting ballsy, I eased a third finger gently inside her, "What about you, Sam, think you could see yourself spending time between my legs?" "I can't see myself ever not wanting to be anywhere you want me." I told her. She laughed, then moaned when I pumped all three fingers inside her while sucking her lit harder into my mouth. "Oh, oh..." her toes curled into my shoulders and she whimpered, "Honey, just like that, keep sucking my pussy! I...I'm going to come for you!" I worked my fingers as fast as I dared and sucked her clit hard enough to make my lips smack. Robin was making those little hiccup noises again and I watched her pinching her nipples roughly as her back arched off the bed, pushing her wet hot flesh into my face. "Right there, right there." She groaned, "A little...Oh!" Robin gasped and drover her hips up, sending my fingers deep inside her hot tight pussy. She released long loud noise that could only be described a s a howl and went off like a rocket. She yelped and squealed as her thighs clamped around my face and her hips bucked wildly, grinding her quivering flesh into my tongue and fingers. She pushed her feet hard against my shoulders, lifting her hips higher as she writhed and squirmed in my face. Robin's body tensed and with a loud cry her pussy convulsed and a wave of warm sticky fluid sprayed into my mouth and on my chin. "Oh, God I came so hard..." She let her legs slide off my shoulders, "Fuck, baby...you are spoiling this birthday girl!" "But I still have another present for you!" I stood up and grabbing her legs, lifted them and spread them wide. I stroked my once again hard cock through the sopping lips of her pussy several times, each thrust ending in a little squeal from Robin when my head rubbed her sensitive clit. "Hmm, that's a big present," she moaned, "But if its mine, shouldn't you give it to me?" "Can't say no to the birthday girl." I winked, then plunged my cock deep into her tight hole. Robin cried out as this time I wasn't pinned down and was able to fuck her hard and fast. I was using long hard strokes that felt amazing and as I spread her legs as far as I could I watched my long thick cock slide in and out from between her pink lips. Robin was yelping with each hard thrust and her tits were bouncing wildly as I fucked her the way I had dreamed about; as hard I could. "Yes! Yes!" She cried as I continued hammering away at her. "That feels so fucking good!" I closed her legs and wrapping my arm around her thighs, lifted her ass off the bed, causing my cock to penetrate her even deeper. Robin squealed in appreciation and cupping her tits, stroked her nipples as I fucked her. Trying to show off and fuck her even harder, I put my shoulders against the backs of her legs and leaned forward, pushing her legs so far back her feet were over her head. I was now plunging my cock straight down into her and she howled in pleasure as I slammed her again and again. "Fuck, baby, oh fuck!" she cried, "You are so fucking deep!" I moaned in reply when her pussy contracted around my cock and she laughed, "Your little girlfriends don't know that trick do they?" I shook my head as she began doing it each time my cock was buried inside her and I was beginning to moan continuously. I was fucking her so hard my balls were slapping against her ass and I could hear my cock entering her dripping pussy. "Oh, honey let me roll over!" she moaned, "I want to get on my hands and knees for you!" "Like I said...anywhere you want me." I laughed as I slid my glistening cock from her. Robin got to her knees on the bed then leaned forward and caused me to gasp when she took my cock into her mouth. She gave me several long hard sucks that made my legs tremble, then said, "Get behind me, baby!" I went around the bed and getting on my knees behind her, took a second to admire her amazing ass in the air as well as her succulent pink pussy between her thighs. I then grabbed her hips and resumed fucking the shit out of her. Robin gave her head a toss, flipping her long blonde hair onto her back and grabbing it, I pulled gently on it as I continued to fuck her. "Oh, dirty boy!" she laughed, "But that's okay, it makes watching even more fun!" I looked up and saw her looking at me in the mirror. The sight of her on her knees her huge tits swaying as I fucked her and me behind her, pulling her hair and fucking her sent me into another gear. I squeezed her hips as hard as I dared and wrapping her hair in my hand I reared back and slammed her as hard as I could. Robin's squealed, but also begin thrusting her hips, rocking back into my thrusts and driving me deeper inside her. I watched in the mirror and found myself more focused on her face than our bodies. Her blue eyes were bulging and glazed over with lust and her lips were parted as she emitted a continuous series of yelps as I continued my relentless assault on her tight pussy. Her tits were bouncing and the cheeks of her ass were jiggling each time I slammed my cock home. "Look at you. Robin, I moaned, "You're so fucking hot!" "So are you, baby." She groaned, "We look hot together!" she moaned and her eyes rolled back when I pushed against her back, forcing her chest down onto the bed and putting her ass higher. I put my hands on either side of her head so my body was now over hers and drove down into her pussy as she lay prone beneath me. "Oh, my Fucking God!" she howled as I fucked her as hard and fast as I could, I watched in the mirror as my long cock drove repeatedly down between the cheeks of her ass and into her hot little pussy. Robin was now yelping and whimpering with each stroke and my arms trembled as my balls tightened and I knew I was close. I kept hammering away at her trying to make her squeal even louder and as each thrust began ending in a soft whimper of my own, she cried out, "Take it out for me! I want to see you cum!" I gave her several more hard thrusts, then moaning pulled out and balancing on one arm, grabbed my cock before it erupted. Robin rolled over beneath me and grabbing her huge tits offered them up to me. I released my cock and she cried out when the first spurt sprayed past her tits and struck her face. She moaned and opened her mouth letting my cum ooze into it and down her chin as the second spurt splashed against her right tit. I jerked my cock watching as cum slid down her breast and across her pink nipple. I moved my cock back and forth managing to paint both her nipples with my come. "Oh that's so hot and...sticky!" she giggled, then licked her lips, cleaning the cum from them and making a show of smacking her lips as she swallowed it. I released a pathetic whimper as my spent cock gave up the last of its load and I rolled over onto my back, trying to catch my breath. Robin lay next to me, her chest heaving and I watched her cum covered tits rise and fall with each breath. "Goddamn," she moaned, "Sam you...baby, you fucked this birthday girl like she hasn't been fucked in way too long!" "I feel like it was my birthday." I laughed. "Hmm, when is your birthday?" "Next month." I said with a grin. "Well you better plan on spending it right here, with me honey. I promise I will make it a night you won't forget." "Hard to top this one." I told her. "We will, we'll..." she turned her head and smiled at me, "We'll start by letting you pick out whatever sexy outfit you want me to wear for you." "Really?" I thought for a moment, "School girl?" "School girl, cheerleader, lingerie, baby anything you want as long as you fuck me the way you did tonight." "So, um...I have to wait until my birthday?" "Birthday?" She sat up and I watched the cum slide down her breasts onto her stomach, "Baby, I was thinking in a few minutes when we take a nice hot shower together." She sighed, "I can't wait to get on my knees in the shower and suck you hard then have you fuck me against the wall!" "Why Miss Warner!" I exclaimed, a mock look of surprise on my face, "That doesn't sound like something a shy sweet woman would say!" She looked down at me and taking my hand in hers, smiled, "No, it doesn't, does it?" ***** Author's Note: Hope you enjoyed the latest in this series. There are more in the works! Now as I always say our only pay here is in votes and comments so please take a moment to let me know what you think. Also speaking of votes, I have a story in the Nude Day Contest it's called "Naked Beneath" and it's in romance and is a true story about some personal things I went through last year, I would love for you to read it and support it. Thanks for reading LC68