Play time with Ms. Helen
2016-04-04
(Real names not being used. True story. )
My name is Joe. I'm in my mid 20s. I'm attracted to older woman about age 40 and up.
No, I don't have "mommy issues". I've always had a great relationship with my mother.
No, it's not a fetish. I just prefer a mature, experienced (in life & in bed), old-fashioned woman. An older woman that has a relationship with God. An older woman that doesn't drink, smoke, or use any drugs. An older woman who can hold an intellectual conversation that isn't about what's trending on social media. An older woman who would rather spend her weekends roaming the crochet/garden areas of Hobby Lobby, rather than the bar area of a nightclub. An older woman who still enjoys cooking and cleaning. An older woman who understands that there are younger men who are more compatible with them than men around their own age.
This is just my preference and I won't ever settle for anything less.
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I've been with an older woman before, and this is my story. . .
It was the mid 2000s when I first met my then-girlfriend's mother, Ms. Helen. I was 15 and she was 35. They say if you want to know how your partner is going to look like when they get older, just look at their mother/father. Well, I had a lot to look forward to. My girlfriend's facial features looked just like her mother's, except her mother had a beautiful pale complexion, about half a foot taller, natural curly hair, voluptuous in stature. Not only did they resemble each other, but their personalities were one in one. Ms. Helen & I got along very well from the get go. She took a liking to me and I respected her. Fast forward several years. .
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. I was over my girlfriend's home just about everyday after school, practically living there. Ms. Helen would come home after work and normally would change into something more comfortable, specifically her nightgown. She looked so good in it, but my admiration for her beauty was as far as it went, initially. That is until she started wearing it more often around me and the longer & harder I stared at her in it. There were several instances where I would run into her throughout the house and she had no bra underneath her nightgown. Keep in mind that the nightgown was silk. Therefore, I could make out the outline of her breast/areola/nipple areas. My admiration for her beauty reached an all time high. One night, before I left, she extended her arms to give me a hug. She was wearing the nightgown, and I was wearing a light t-shirt & thin, silk-like basketball shorts. Ms. Helen is a tight hugger, so when she hugged me I felt my dick press against her belly area and her breasts pressed against my chest area. Her tits felt so soft & warm through our light clothing.Greece Escort Escort City Tour Search for Greece escorts
I began to get aroused at the thought of how beautiful her big, pale tits must've looked & felt through bare contact. I was only fantasizing though, unrealistic. It was at this point in time when I began masturbating to the thought of having sex with Ms. Helen, even thinking of her as I had sex with her daughter. Ms. Helen is a friendly lady. Very outgoing when she interacts with people, and can get touchy with others, in an innocent manner. I can vividly recall this one particular situation when I was laying down on my girlfriend's bed. . . She walked into the room, layed down beside me in her gown, and engaged in a conversation with me. My girlfriend worked evenings, so it was just us two in the room. I didn't talk much as I was nervous with the thought of a mere nightgown being the only thing from her being naked in bed next to me. At one point, she began to rub on my legs, jokingly making fun of how skinny I was. The lone feel of her touch began to arouse me, but I quickly adjusted and positioned my body in a way to shield the erection I was getting.eskort - Türkiye - İstanbul - Ankara - İzmir - escort kızlar - escort servisi - escort değerlendirmeleri - bayanlar - bayanlar eskort - bayanlara şehir turları - sex girls
She was positioned more toward the bottom of the bed and I was near the top, parallel to each other. I had a clear view of the top of her breasts and I couldn't focus on anything else. All these thoughts rushed into my head of what I wanted to do to her, but I was just fantasizing again. One weekend night, around midnight, while my girlfriend was at work and her other children were out with their friends, I walked into the dark kitchen to get some water. From the kitchen, looking over the bar into Ms. Helen's bedroom, I saw her playing with her boyfriend's dick under the covers. I stayed watching. . . getting turned on, hoping they wouldn't hear me in the kitchen. Then, I saw Ms. Helen put her head under the covers and start sucking his dick. I stayed watching for a minute before I tip-toed back to my girlfriend's room. When my girlfriend arrived home, I asked her for a blowjob. She gave me one and the whole time I pretended it was her mother's mouth wrapped around my dick and I enjoyed the blowjob that much more.escorts-greece-athens
One evening, my girlfriend & I got into an argument and she wasn't letting me inside their home. I was acting in an irate manner, so Ms. Helen stepped outside in her nightgown to interfere before the situation got out of hand. I decided it was best to leave. Later, with all these emotions still running through me, I texted Ms. Helen "You really turned me on coming out in your nightgown" She didn't reply. I was embarrassed for admitting through that text message that I was attracted to her. I thought it would be awkward after that, but it was never brought up so I left it alone. Ms. Helen and her boyfriend broke up. During this time, Ms. Helen started seeing younger guys. One of the first nights one of these guys came over, she answered the front door wearing only a white muscle shirt (no bra) and black jogging pants. She peeked in my girlfriend's room real quick to ask us how she looked. She looked fucking hot! Her hair was straightened, make-up done, and the muscle shirt was stretched out over her big & perfect breasts.Bayan Eskort İstanbul
I could see her areolas/nipples through her muscle shirt. I was instantly turned on and I wanted her bad! Another night, Ms. Helen's other daughter & I happened to hear her fucking. We laughed about it and proceeded to go to our rooms. A couple minutes went by and I tip-toed to Ms. Helen's bedroom door. I stood there, pulled down my shorts a little, and began jacking off as I listened to her moan. I knew that I could make her moan like that, I knew I could! Again, I was just fantasizing. For a while, she stopped bringing these guys around completely. One night, I walked over to Ms. Helen's bedroom. It was late. I needed a towel from her restroom and didn't want to wake her up if she was asleep. She had left the tv on as she did most nights. It was loud, so I figured I could sneak in & out without her knowing.escort shemales escort strapon escort switzerland shemale europe escape companions moldova escorts gay escorts valery escort
I cracked the door open a little and noticed that she was knocked out, so I walked right in. As I walked toward the restroom, I noticed that her nightgown was risen up about 2/3 up her thighs. She was laying on her back with her legs spread wide open. I slowly walked over to her bed and peeked in to her crotch area. She was wearing these violet or blueish panties. They looked so tight on her as they cuffed her pussy. Her thick, pale thighs & legs. . . oh how I wanted to touch all over her body. I reached in my pajama pants and began playing with myself for several seconds as I stood overlooking her. I walked out of her room without ever getting the towel. Fast forward. . .pornactress honey demon stefanie parker slovakia escort ciara bugatti escort boys escort irina escort girls dubai
4/7/09. I was in the kitchen late that evening when Ms. Helen walked out of her room. I noticed she had showered. Her hair was still wet, no make-up on, and had changed into sweat pants & a t-shirt (no bra, and her nipples were hard). She sparked up a conversation and we talked for about 15 minutes. She ate a bowl of cereal and went off to bed. I stayed watching tv in the living room. Thinking. Fantasizing about fucking her. But no, I didn't even know if she was attracted to me. She never even hinted, directly or indirectly, that she had the slightest interest in me. I wasn't certain that my feelings were mutual, so I went off to bed. I tossed & turned in bed that night. Thinking too much "what if".shemale escorts in spain lolly blond escort in russia
What if the feelings were mutual? I would never know, unless I made a pass at her. But how? And where?? And when??? Everybody was asleep and she was alone in her room. I figured the best chance is now, so I made my decision. I was going to do it. I got dressed. Turned my phone off. Left a note to my girlfriend saying "Went to sonic. Phone battery died. " just in case she woke up and tried calling me. I drove my car around the corner and parked it there, so my girlfriend would see that I had in fact left. I walked back home in a hurry and quietly walked back inside. I tip-toed to everybody's room, making sure they were still asleep. Then, I tip-toed towards Ms. Helen's room. The door was closed and I couldn't hear the TV on this night.σεξ στην Ελλάδα
I turned on the light right outside her room. I was so nervous. My palms were sweaty, but I was ready. I cracked open the door a little and the light shined through. I waited several seconds to see if I had woken her up. No, she remained asleep. I opened the door a little more, just enough for me to walk in. I slowly walked over to her side of the bed and noticed she was facing the window. I was so horny! I reached down in my shorts and started touching myself for about a minute, contemplating my next move. I had to make a move soon before somebody woke up and saw me. I stopped touching myself and leaned over near her left ear and just whispered what was on my mind. . . "Ms. Helen.. . Ms. Helen. . . Can I eat your pussy?" My voice must've been too low because she didn't move at all. I repeated it again slightly louder about 5 times, and her body began to squirm more and more with each repetition that passed. She abruptly woke up, rolled over on her back, and saw that it was me saying something. "What's wrong?!" and I repeated "Can I eat your pussy Ms. Helen?" Not believing what I was asking she replied "What?! No, no, no, no. You need to get out before somebody wakes up and sees you in here. " "Please Ms. Helen? I wanna eat your pussy. " "No, Joe! Sally is going to wake up.
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" "No. I told her I was leaving and parked my car on the other street. Everybody is asleep, nobody's going to wake up. Please? Just for a little bit. " She placed her right forearm over her face, like she couldn't believe that I had taken such extensive measures to attempt sleeping with her. "Where's Anthony?" "Anthony just fell asleep. Kelly too. " "No, Joe. No. " As I was saying "Please? Just for a little bit. " I pulled down my boxers & shorts mid-thigh. My dick was already hard, so I grabbed Ms. Helen's left wrist, quickly placed her hand on top of my dick, and let go of her wrist. She grabbed a hold of my dick as she looked over at it, saying "Oh, fuck! It's big. " She began stroking my dick and I reached under her shirt to feel on her tits.Escort Turkey is Turkeys Original and Best Escort Website listing Turkey Escort Agencies and Turkey Independent Escorts.
They were so soft, so warm, and felt so much bigger in my hand. I was just about to lean over to suck on her tits, when she rolled over on her side (facing me now) and pulled my dick inside of her mouth. It was on now! I stood there, staring down at my girlfriend's mom with her wet & warm mouth wrapped around my dick. My dick getting more wet with each stroke in & out of her mouth.Greece Escort Escort City Tour Search for Greece escorts
She did, and it was so good I didn't want her to stop. I didn't know how much time we had, so I told her I wanted to eat her pussy. I love to eat pussy and had been craving to taste her pussy for so long. I was eager to make her pussy squirt how I made my girlfriend cum in my mouth. She was hesitant at first, but then she reached under and removed her sweatpants & panties. She got comfortable in the middle of the bed and spread her legs open for me. I walked to the front of the bed, climbed up on top and leaned in between her legs. It was about to go down! I was about to make love to Ms. Helen's pussy with my mouth! I couldn't believe I was here! We were in the dark so I couldn't really see her pussy. I leaned in slowly until my lips bumped into her pussy and felt her little pussy hairs on my face. Her pussy smelled good and I was so ready to taste it. I reached under her legs to grab a hold of her thighs. I accumulated a large amount of saliva on the tip of my tongue and stuck it out toward her clit. She squirmed once she felt my wet tongue touch her pussy. Her pussy was already so fucking wet! I began to slowly caress her clit with my tongue.eskort - Türkiye - İstanbul - Ankara - İzmir - escort kızlar - escort servisi - escort değerlendirmeleri - bayanlar - bayanlar eskort - bayanlara şehir turları - sex girls
Her body squirmed more & more as the speed of the motion I was making with my tongue increased. She was loving that shit! I was loving that shit! It was hot & fucking intense! Her pussy was so warm in my mouth and it tasted sooo fucking good! She placed her hands on top of my head as if she didn't want me to stop, and I didn't want to stop. She was holding back herself from moaning loud, squirming a lot. I would have eaten her pussy all night if I could've. Eventually, I felt as if she was about to cum because she started tightening up. I think she was embarrassed to cum in my mouth, so she told me to stop and I did. "Stop. I want you to fuck me now. " I could see her figure get out of bed and she told me to follow her to the closest. The moon shined bright through the restroom window as we made our way to the closet. I could see all that big booty in front me. Her ass looked better than I imagined it would. When we got inside her closet, she stopped in front of me, turned around and grabbed my dick. She got on her knees and started giving me head again. It was quick, but I didn't want her to stop.escorts-greece-athens
She pulled my dick out of her mouth and told me she was going to lay down on the floor. I followed. As I got down on the floor, she spread her legs open to let me position myself over her, and I did. I placed my hands, one on each side of her body to hold myself up as I was leaning over on top of her. I slid my knees under her legs, letting the back of her legs rest on top of my thighs. This was it! I was about to fuck Ms. Helen! I told her to put my dick in her pussy, and with no hesitation she reached over, grabbed my shaft, and placed my dick head at the entrance of her pussy. My dick was so hard and her pussy so wet, I was ready to slide it in. "Right there?" "Yeah, right there. " I gave a little thrust and my dick head slid in slowly. The inside of her pussy was so fucking wet, y'all don't understand! Fucking awesome! She squirmed and let out a little moan. It turned me on to hear her moan, so I slowly slid the rest of my dick in her. Her pussy was tight & so warm wrapped around my dick. I fucked her slowly, pulling my dick almost all the way out & all the way back in with each stroke. It was so good.Bayan Eskort İstanbul
So, so, good. She wrapped her legs around me and started rubbing on my chest & back. "Does it feel good?" "Yes! Does my pussy feel good?" "Yes. It feels good. " She was fucking loving it, and me too. I was scared though, of getting caught. I told her we should stop before somebody wakes up, and after about a minute I came inside of her pussy. Yes, her pussy was THAT fucking good! The only woman to this day that has made me come that fast. We got up and she walked me over to her bedroom window to sneak out. The next evening, I was in the laundry room and Ms. Helen noticed it was me in there. She stepped in the laundry room with me and closed the door. With a big smile she said "Take off your shorts. Hurry! Let me suck your dick. " It was so spontaneous and I loved it, but I was scared.escort shemales escort strapon escort switzerland shemale europe escape companions moldova escorts gay escorts valery escort
"No, not right now. Later tonight. " but she didn't get the chance too later. On my birthday, Ms. Helen called me when she pulled into the driveway. She told me to come outside to give me my birthday present. I walked over to the driver window. She told me to get inside, so I did. We drove off and I asked "Where we goin'?" "I wanted to 'play' with you a little. Pull it out. " "No, I need to shower. " I had just fucked her daughter earlier, so my dick wasn't fresh. One night, I was upstairs on the couch and she came up and sat right next to me. In the middle of us talking, I pulled out my dick and asked her if she wanted to suck it. She grabbed it and tried putting it all in her mouth.pornactress honey demon stefanie parker slovakia escort ciara bugatti escort boys escort irina escort girls dubai
It was so hot! We could here everybody walking through the hallway and they had no clue what we were doing. She gave me head for about a minute and stopped before saying "You only like me cause I suck your dick. " She sucks my dick the best. She got up and walked back downstairs. One morning, before everybody woke up, I crept in her room and locked it. She was sound asleep on her stomach. The covers were off of her and she was wearing shorts. That big booty was looking nice! I woke her up and told her I wanted to "play". She didn't want to, but I assured her everybody was asleep. I proceeded to grope her. I asked her to roll over on her back near the edge of the bed and she slowly did. I got on my knees next to the bed, pulled her legs apart and leaned my face in between her thighs. I started kissing, licking, and sucking on her thighs working my way up toward her pussy. I could tell by her squirming that she really liked it. I pulled her shorts and panties to the side and started eating her pussy for a few minutes.shemale escorts in spain lolly blond escort in russia
Like always, I felt we didn't have much time, so I stopped and went back to my girlfriend's room. Another morning, I crept over to her room to play. I walked in naked. She was already awake. I closed & locked the door behind me and climbed into bed with her. I got on my knees next to her head as she remained laying down. She grabbed my dick from over her face and started sucking on it. I reached down her pink muscle shirt and caressed her tits. She worked her way back & forth from sucking my dick to licking & sucking on my balls. I almost came and I wanted to all over her face and tits. That would have been awesome, but she stopped after about 5 minutes and I just got up and left. Another night, I snuck over to her room and the tv was off, so I figured she was asleep. I walked in and she was awake, as if she was expecting me, which made me so horny. I told her if she wanted to "play" and she just asked if everybody was asleep, in which I said yeah. I turned on the tv so we could see better, got naked and climbed into bed with her.σεξ στην Ελλάδα
She was wearing the gown I like, so she just hiked it up a little and then removed her panties. I couldn't wait and wanted to waste no time, so I went ahead and propped her legs up, got in between, leaned over her, and shoved my dick in her. Ms. Helen's pussy felt so damn good while I was fucking her. She wrapped her arms around me and held me close while we kissed and I sucked on her neck. I could tell she enjoyed that the most, as did I. I ended our "play" time short that night, for fear of getting caught. One night, I snuck in after her boyfriend went to work. I walked in naked and woke her up telling her I wanted to fuck. She said no, because she had just fucked her boyfriend earlier that night. I told her it didn't bother me and she was up for it. She pulled off her pajama pants & panties and I got on top of her and fucked her. She held back from moaning so much that night and I remember coming a lot in her. I felt my cum drip out as I was pulling my dick out. One night, after her friend and her had sex, I snuck in to play and she was up for it.I walked over to her side of the bed and pulled my dick out in front of her face. She didn't hesitate to grab it and started giving me head as she lay there. I reached under her night gown and started playing with her tits. "Suck my tits" She said, but I didn't. I was to busy enjoying her sucking my dick. It lasted for a while, but then I had to come. "I'm about to come, stop!" I tried to pull back from her, but she wanted to keep going. "Go ahead and come" "Where?" "On my pillow" So she kept sucking and I started to feel my dick throbbing in her mouth. I was getting close, and I waited til the last second to pull out and come on her pillow. She jacked me off until I finished coming. It was so fucking hot! When I was done, I picked up my boxers and shorts and left. She cleaned up the mess later. One weekend night, I was in my girlfriend's room laying down watching a movie. It was late, so I figured everybody was asleep. I had left my gf's room door open and heard somebody walking in the hallway toward our section of the house.
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It was Ms. Helen. She walked in wearing this new night gown she had bought. She looked fucking hot in it. I was laying near the edge and she walked right over and started asking me what I was doing. It's late. . . everybody is asleep. . . my girlfriend wouldn't be home anytime soon. . . she knows I'd fuck her any chance I get.Escort Turkey is Turkeys Original and Best Escort Website listing Turkey Escort Agencies and Turkey Independent Escorts.
. . I knew what she came to the room for. So, I reached out behind her and started rubbing on her ass. My dick got hard so quick and I told her if she could give me head. She left to go make sure everybody was still asleep. In the meanwhile, I reached under the covers and removed my boxers I was wearing. When she got back, she came back to my side and told me to pull out my dick. I just removed the comforter from on top of me and she grabbed my dick and shoved it as deep as she could in her mouth. My dick was wet from her saliva dripping down on it. She was stroking my shaft in a perfect motion while she sucked & caressed my dick head with her tongue. She made love to my dick with her mouth that night. It was fucking hot! I'm glad she stopped when she did cause I was about to come in her mouth, which would've been even hotter. She stopped and told me to fuck her, but first she went to check if everybody was still sound asleep. I got out of bed as I heard her coming back down the hallway.Greece Escort Escort City Tour Search for Greece escorts
She walked in and layed down on her back, propping her legs up. She positioned her pussy near the edge of the bed and told me to fuck her. I stood in front of her, my dick so fucking hard, and slid it in her pussy.-
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