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Remembering MY first...virgin

Remembering MY first...virgin

We all remember where and to who lost our virginity. But do you remember when you were the first sexual partner for someone else? I was recently divorced (3 months) and needed some painting done in my house. I looked to my best friend for help – she had a step-son who just graduated high school and was looking for summertime work before he started college. My best friend (Deb) had recently re-married and her step-son (Junior), was a clean-cut young man with a bright future ahead of him. He was about 6’ 2” tall, 190lbs, and very athletic. Besides, it’s not like I didn’t know him and vice versa, we would give greetings at church and small talk afterwards. That particular Sunday, I asked Junior if he would be willing to help me out next weekend – I told him I would pay him, but I couldn’t afford much. He told me to pay for the supplies and feed him lunch and he would call it even. I was so excited I gave him a hug and said “deal”.

Friday evening came around and so did Junior – surveying the rooms I wanted painted, told me what I would need and then took my cash and went to the store for supplies, “I’ll see you tomorrow morning Miss Cindy, nine o’clock good for you?” he asked. “I’ll be ready for you then, again, thank you for doing this.” “No problem” and he left.

Saturday morning I am running around the house straightening and moving furniture so as to not have it in Junior’s way for painting when I hear the knock at the front door – perfect, I thought, he’s here. I let Junior in and we discuss his plan and I let him to it. I was in the kitchen when I hear Junior ask for directions to the bathroom, “Oh, it’s down the hall at the end”, I tell him. “Kay, thanks”. I continue about my business not thinking of it again. Lunch time comes; I stop what I’m doing and head to the kitchen to prepare our food. I give Junior a “five-minute warning” so he can wash-up. He comes into the kitchen just in time to grab his lunch and we both head to the dining room to eat. During our lunch and small talk I notice (on more than one occasion) Junior is taking glances at my breasts – not staring mind you, but enough so I notice. I’m wearing a tank top and shorts, nothing fancy, but I was without a bra on. My C-cup tits weren’t visible, but they did have a little movement to them when I moved – I honestly didn’t give it a thought when I got dressed that morning – it was my typical Saturday morning outfit since my divorce. We finish up our food and I tell Junior to leave the dishes and I have clean up. He excuses himself and I head to the kitchen with our plates and cups.

I am done with the clean up and head to the bathroom – I’m going to get a load of laundry started and my hamper is in there. I walk into the living room to check on Junior, and he is nowhere to be found. Hmm, I think to myself that maybe he went to the store for something so I head to the bathroom. As I get closer to the bathroom door I notice it is slightly ajar. I get to the door and before I open it all the way I froze, I can see Junior sitting on my toilet, with what appears to be a pair of MY black panties in his hand, held up against his face – I then notice, Junior is masturbating. His shorts are down around his ankles and his manhood is hard, long and with a very impressive purple head on it. I mean, his cock is long and skinny (at least 9” in length) but his head (at that time of my life) was the biggest I have ever seen. I just stood there and took in the sight. I looked up at Junior’s face and noticed I was “okay”, his eyes were shut and he was enjoying his time. Then, Junior started to go stiff in the body, he stretched his legs straight out and began to moan – although, his moan was a little muffled because MY panties were still in his face. Then, he took MY panties from his face and covered his purple head and came. His eyes opened and he looked straight to the bathroom door, still convulsing with his climax. Our eyes met and I walked in just like I was never there. “Junior, oh my goddd, what are you doing?” I shouted. He started to say something but I let into him again. I looked down at his cum covered cock and MY panties were soaked, dripping with his cum. All he could say was he was sorry and please don’t tell his Mom. I told him that wasn’t good enough and he better explain himself. “I couldn’t help it Miss Cindy, I had just finished up using the bathroom and was headed back out to do some more painting when I saw it”. His eyes were looking down, and not at me, so I was confident enough to ask him what it was he saw. “Your bra, hanging on the back of the door…I saw it the first time I used the bathroom this morning and that was all I could think about the last couple of hours while painting. So, when I came to use the bathroom this time, I figured I had some time because you were busy in the kitchen. But I chickened out…that is till I walked to the door and opened it…your bra was right there so I felt and sniffed it…then I looked into your hamper, found your panties and well…”, “Yes Junior, I think I know the rest. You should be ashamed of yourself.” I said. I must admit, with his explanation I found myself getting a little aroused. I took the time to continue telling him how wrong this was and while doing so, I keep looking at his hard cock. I felt it strange that his cock would still be hard, after all, he did cum and was now caught in the act and being “scolded” by me, but it was still hard and turning me on. In my defense, I hadn’t been laid in months, with my divorce and in between boyfriends; the sight of his hard cock was getting to me. Damn, what was I thinking? He’s eight years younger than I am…! I told him to toss MY cummed soak panties into the bathtub; he did, giving me a better look at his cock head. It was in need of a “good cleaning” as it still had cum on it. “Junior, why doesn’t your girlfriend take care of you, so you don’t have to be doing this?” I asked. Junior continued looking at the floor and responded with, “Sherry and I haven’t done anything like this, and she wants to wait till she gets married”. I thought to myself, good for her…and then, I thought maybe this could be good for ME too. Then I surprised myself, I went on to ask Junior…”Junior, have you seen Sherry naked?” “No Ma’am, I haven’t”. Then I asked, “Have you seen any woman naked?” “No Ma’am, just on the internet and my Daddies magazines.” His eyes came up from the floor and looked into mine. My frown and look of disgust was gone, and a slight, albeit, devilish look was now on my face. “Junior, I’m gonna keep this all to myself, if you promise to keep what happens next to yourself…deal?” “Miss Cindy, I don’t understand…?” “You have to trust me; do we have a deal Junior?” I so wanted his cock in my mouth, I wanted to feel that big, huge head in my pussy too…Junior said yes, he wouldn’t tell anyone…I told him to stand up…he did. I sat next to him on the side of the tub – his cock was now directly in front of me. I looked up at him and grabbed the base of his cock and squeezed hard, clamping down and then sliding my hand toward his cockhead – Junior let out an audible moan and said, “Miss Cindy, what are you doing?” “Junior, not a word to anyone”, and I moved my lips to meet his still purple, cum covered cock. I first licked and then put it all in my mouth moaning as I did. “Oh my god, what is happening…?” Junior blurts out. I continue to squeeze his cock, getting every last drop of cum from it before I start stoking it and releasing it from my mouth. I look up at Junior and ask if he’s ever been with a woman sexually before…his response was “No”. I stop stroking his cock and look straight up at him…”You mean that don’t you?” “Yes Ma’am, I’ve come close a couple of times but we got interrupted, or I came too fast”. My wheels were spinning in my head…I’m such a slut in need of a fucking HARD cock and I went back to stroking this young man’s cock…faster…harder than before…”Junior, I want you to cum in my mouth, can you do that for me?” I had a plan…for both of us to enjoy. “Miss Cindy, I think if you keep doing what you’re doing I will be able to”. I did just that and added my mouth to him as well…Junior leaned back against the wall, moaning and then moaning louder as I sucked his cock. I quicken my efforts, now faster and faster with my hands (yes, I was using both on his long cock), when he stated, “Miss Cindy, I’m gonna cum…Oh God…its hereeee”, Junior’s knees buckled as he delivered a load full of cum in my mouth. String after string…like he hadn’t came not five minutes ago. The third string caught me, and I gagged a little, but I continued draining his balls till he was done!
I released my grip on him and he sat back down on the toilet. I got up from my position and stated, “I think you’re ready for me now Junior, follow me”, and I walked out the bathroom and into MY bedroom, Junior was quick on my heels. I instructed him to sit at the end of the bed and to remove his t-shirt and socks…he did, now Junior was naked as he left his shorts in the bathroom. I went to my vanity, picked my hair brush and started brushing. “Miss Cindy, are we gonna do what I think were gonna do?” Junior politely asked me. “Yes Junior, I think it’s time for you to have a woman teach you about sex”. “And for god sakes, stop calling me Miss Cindy, my name is Cindy, okay?” I looked in the mirror and saw Junior’s cock at full attention – damn, I thought to myself, I love eager cock. I finished brushing my hair and turned to him, “Junior would you like for me to undress now?” “Oh God yes, ever since I first met you I’ve wanted to see you naked, Miss…I mean Cindy”. I grabbed my tank top at the bottom as I looked at him, giving him one more reminder that this would be between us, no one else could EVER find out. Junior again said that he would keep it to himself. I lifted my shirt up and over my head, exposing my bare breasts to him as I was NOT wearing a bra. Junior’s eyes did not disappoint! His stare was intoxicating to me – “Damn, their beautiful, I mean, I never thought I would see them and now…damn, can I touch them Cindy?” I walked over to him and took his hand and placed it on my right tit. He squeezed it, kind of hard, but it was magic. “Junior not too hard babe”, I said, “now I want you to roll my nipple with your thumb and finger”, he did as instructed sending chills thru my entire body. “Hmm, that’s it…do the same with my other one”, he was a great student. I took my hands and held the back of his head, lowering my lips to his…we kissed and I slide my tongue into his mouth – Junior started to get sloppy with his tongue darting it too quickly in and out of my mouth. I broke the kiss, “Junior, slow down baby, I’m not going anywhere…slow and easy till I tell you different, do you understand?” “I’m sorry; I’m just sooooo excited I can’t stand it”. We went back to kissing and it was much better, and I went to grab his cock and started to stroke it again. His moans were telling me he enjoyed it as much as I did. I stopped and pulled away a little, stepping back and announcing I needed help with taking off my shorts. Junior’s trembling hands met mine on my shorts…”Can I do this Cindy? Please?” He didn’t wait for an answer, unbuttoning my shorts and pulling them down as I stepped out of them exposing my damp panties to him. “Don’t stop now Junior”, he took my waist band in both his hands and slid them down…quickly. My hairy pussy was now exposed to him. I stepped out of my panties and walked slowly to my vanity, giving Junior a good look at my bare ass. I stopped, looked at myself in the mirror, and then looking back at Junior in the mirror; his eyes were glued to my naked form. I turned back to him and struck a pose, putting my hands on both hips and shifting my body a little, “Do you like what you see?” I asked him. “Oh yes Ma’am, you are fucking beautiful”. Continuing to tease him a little, I shift my hips to the other side…”You really think so Junior?” “You are the most beautiful woman I know”…I chuckled, as I walked back toward him. I remember his cock was standing straight up…as I pushed him back onto the bed… I climbed up next to him, and started to rub his chest. “Are we gonna fuck?” he asked. Oh Junior, we’ll get there, remember when I told you slow until I tell you otherwise?” “Yes Ma’am…I’m just so ready” I grabbed his stiff cock and said, “I know honey, would you like me to give you a blow job again?” This time I didn’t wait for an answer, I took him in my mouth and it was a good thing I did, Junior was ready to explode and he did within a minute of my mouth on him, moaning loudly. “Damn Junior, that was another big load”. “I can cum like this 5-6 times a day Cindy”. “Hmm, good, I’d hate to think you were done, just when we are getting started”. I rolled over to my back and instructed Junior that it was MY turn, I wanted to cum. “Junior, I want you to lick my pussy; can you do that for me?” I spread my legs apart showing Junior my WET pussy…I was so wet. He position himself between my legs, smile on his face. Before he started, I told him, “Junior, I want you to use your tongue on my clit like you were tongue kissing me earlier, do you understand?” I pointed to my clit, and then put my finger on it. “Right her Junior, go to town on it please.” “Yes Ma’am”. I was ready to cum, all the activity and cum in my mouth from earlier, god I was ready. Junior worked his tongue on me fast and hard. I was reaching the climax feeling very quickly and I let him know it, which made him seem to go faster. “Oh Junior, I’m gonna cum honey, don’t you stop, you just keep go, going till I te…tell you to…to stop okay?” I started to moan louder, and started to raise my hips a little…I was cumming! Junior stopped his tongue action and asked if I was okay, I grabbed the back of his head and shoved it right back in my pussy and yelled, “Don’t STOP!” He started back up on my clit, and I was cumming even harder now; my legs/thighs now pressing up against the sides of his head. “OH Damn Junior…that’s it’s…that…that…OH GOD…YESSSSS”. I was over the top…it felt so damn good! I released his head, both with my hands and legs and Junior pulled back and asked me again if I was okay. “Oh honey, yes…we were both catching our breath…I came and you were the reason why”. His face gleamed. “Do you think you could do it again for me?” His response was, “Yes Ma’am”. I love eager lovers! He had me cumming two more times, both as good as the first. The last time I introduced to him the working of my tits and rolling the nipples – and pulling on them too. He was wonderful.

I needed some water, so I got us and got us both some. I came back and Junior was laying spread out on the bed, face up. His cock was half flaccid, lying to one side. “Miss, I mean Cindy, please tell me we’re not done”. “Oh Junior, you think I would do that to you? Not give you a good fucking before you went home after all we’ve done this afternoon—I mean, you’ve been wonderful to me, so let me ride that cock of yours for a spell…would you enjoy that?” His cock twitched at the thought of us fucking. I was ready too---I really wanted to feel that cock head DEEP inside me. I went back to my vanity and brushed my hair again, this time pulling it into a pony tail. I noticed in the mirror Junior’s eyes were still glued to my naked body – that made me feel so good. Once done I turned to Junior and didn’t have to ask…he was ready…cock was fully hard again. I walked to the bed, and straddled his legs. Grabbed his cock and looked him straight in the eyes, not saying a word I rubbed that full cock head up against my pussy…then I steadied myself and position it right at my opening. I remember Junior’s breathing had quickened with anticipation…mine too. I started to lower myself onto him…the feeling was incredible…the biggest cock I’ve experienced till then was entering my pussy – and the look on Junior’s face sent me up and over the top. Before he was fully in my pussy I was cumming. I continued lowering till he was fully engulfed inside me and I stopped, putting my hands to his chest and shuddered and loudly moaned to him I was cumming...grinding my pussy all the way down on this pelvic bone. FUCK! It was so intense that feeling! Looking back on it, I think it was a combination of 3 months without cock, his dick size, and the thought fucking MY BFF’s step-son which made me cum as I did…and I wasn’t done there. We fucked doggie (my FAV with him for sure, especially when I had him pull my hair in conjunction with…I can still feel them…those climaxing shudders that is), and of course missionary. He lasted for two more cums that afternoon and mine were too many to count/remember. God he had goooooood dick!

Junior and I had many more sexual encounters during that summer before he left for college. To this day, I enjoy thinking/reliving that summer…that dick…and sometimes, it’s while I’m fucking my Hubby.
Published by WMAP
3 years ago
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cltprofguy 3 years ago
love this story...what a fortunate young man..:smile:
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captJack33
captJack33 3 years ago
Great story 
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Gene04
Gene04 3 years ago
Sounds like a nice memory.  Good for you.
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