She knew that with time you’d see it her way…
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She knew that with time you’d see it her way…
Hubby and I live in a townhouse development with a community pool. I really don’t frequent the pool as much as I should because we’re on our boat a lot but I needed a base tan for an upcoming trip so I started going during the weekdays for a few hours each day. There is no lifeguard but there is a pool attendant to make sure people are being safe and following the rules. The attendants are usually college aged kids trying to make a few extra bucks. On this specific day there was a new pool boy that I hadn’t seen before.
Over the next few days our schedules seem to sync I watched him do his chores mostly with no shirt on he was young and very toned I couldn’t help checking him out I was very discreet with my sunglasses on and I was pretty sure he didn’t notice. I decided it was time to introduce myself so of course that day I wore one of my sexier bathing suits I struck up a conversation asked him a bunch of questions found out his name was Cory and he had just turned 22 and completed his senior year but was going back one more year for his masters his parents lived in the development and he would be working all summer at the pool.
I really looked forward to our daily conversations and as my bathing suits got sexier and sexier I noticed him staring at me a lot. He was getting more comfortable around me telling me about his weekend plans with friends and his drinking stories from college. He was very helpful with getting me a chair and putting it away when I was done he offered to get my spot ready in advance he said just text me when your on your way down. I was pretty sure It was a polite way of getting my phone number, but I went along with the plan.
Sure enough on Saturday I got a text message saying I hope you don’t mind me texting you I just wanted to say hello and see what you were up to I told him I was going out walking and he asked if he could come I said sure just meet me in front of my house. I went back upstairs and put on my Lulu lemons yoga pants and sports tank i wanted to give him something to look at. We walked for a while together where he confessed to me his feelings he said he was not sure how to proceed knowing I was married but he really wanted to take me out. I told him how flattered I was and how sweet he is but I am a lot older than you don’t you want someone your own age. As we were discussing we started heading back because I had a nail appointment I invited him in for a minute and gave him a bottle of water he stayed in the foyer area I told him I would seriously think about it and how cute he was and I gave him a big hug which led into a bunch of kisses and his hands were immediately on my ass and he said how great my ass felt I was grinding on his now hard cock it was a really hot couple of minutes but I had to pull away to make my appointment.
I couldn’t wait to have his young body all to myself I wondered how his cock would feel inside me. I woke up all excited on Sunday morning with a plan of action I got hubby up early put him in his little sissy maid outfit so he could make me breakfast I made him pick out my bathing suit and my lingerie for later while I took a shower and got ready for my pool boy hubby picked out a sexy black one piece open in the back with a thong bottom I put on a sheer cover up and some wedges to head down to the pool but first I gave hubby’s balls a few kicks and reminded him how my pool boy was going to have my pussy today and to make sure all his chores were done while I was at the pool. I texted Cory that I was on my down.
I gave him a great view of my ass, flirted a lot and got him all worked up I got up and left about an hour and a half before his shift ended purposely left my sunglasses on my chair. It wasn’t long after I left that I got a text telling me I forgot my glasses. I asked him if he wouldn’t mind dropping them off to me when his shift was over. In the meantime, I quickly took a shower and put on my lingerie that hubby laid out for me. It was a sheer lace corset baby doll with a matching lace g string. I put on some nylon thigh highs and some heels I covered it up with a short satin bathrobe. I also put hubby in one of his favorite little nighties and his sheer nylons but first I made him slide in his little butt plug that we’ve been experimenting with I locked him in my walk-in closet with a measuring cup so I could see how much cum he could produce.
I had left the front door open waiting for him to arrive when I heard him I told him to come in and lock the door behind him. I was waiting in the living room with a glass of wine. I saw his face was shocked when he saw me. I got up and walked over to him. I asked him if he still wanted to be with me I handed him the tie to my robe and told him my body was all his he immediately started kissing me and feeling me he said it was like a dream come true I led him upstairs to my bedroom and sat myself on the edge of the bed I asked him to take my heels off he kissed and felt my feet and my legs I told him to stand up so I could pull his bathing suit down I pulled out his cock I couldn’t wait to feel it in my hands it was just as big and thick as I thought it would be. I turned him around and sat him on the bed, and I kneeled between his legs and started sucking his cock I laid him back so I could lick and suck on his balls. I was licking and playing with his shaft and than the head of his cock then I started sucking on it frantically I wanted his load in my mouth. I could taste his pre cum and than he finally exploded in my mouth I swallowed as much as I could, but some ran down my chin. I kept sucking on it, even after he was done, trying to squeeze out every last drop of his delicious cum. He pulled me up on the bed and put me on my back so he pulled down the corset so he can suck on my nipples he worked his way down with his mouth until he was tugging at my G. string. He told me he couldn’t wait to eat my pussy.
I had him totally pull of my corset and g string so I was laying naked for him with just my nylons on he started very enthusiastically eating and licking my pussy I had to slow him down a little until he got the hang of it what he lacked in experience he made up for with effort his tongue was so energetic. He made me cum so hard. He came back up and laid his body against mine we started kissing. I could taste myself on his lips. I told him I wanted him inside me. I help guide him in and he started pumping away. I had to slow him down again, he was fucking me so hard and fast I switched position so I was on top and could control the tempo. I could feel his cock. It was so hard. I was taking my time slowly riding it. He asked me about cuming and I told him I wanted his cum inside me. At this point, I was bouncing up and down on his cock, and he was trying his best not to come, but he eventually exploded inside me. I kept riding him while he was moaning until I came again.
We just laid on the bed for a while with our bodies, pressed against each other, kissing I was kissing his neck and worked my way down to his nipples. I was licking and biting them for a while I loved making him squirm. I reached down and started playing with his cock to make him hard again. It didn’t take very long.
I kept him in that position while I was literally chewing on his nipple and rubbing his cock to really get him going I laid flat so he could get on top of me and I put his cock inside me again this time he was very patient and was pumping me really deeply slowly at first than i lifted my legs in the air over his shoulders he grabbed them and pulled my body closer for leverage and started fucking me faster. I was moaning and begging him to fuck me harder he was really pounding me i was having multiple orgasms almost to the point of squirting which has only happened once or twice in my life, but he just kept going pumping his cock inside me so hard finally he said he was about to cum I told him to pull out and cum on my chest I wanted to feel his cum on my body. When he started.cuming I couldn’t help myself. I guided his cock into my mouth so I could swallow his load. Some of it got on my face, but I didn’t care. I was so turned on. I cleaned the rest of his cum off my face and licked my fingers, clean.
We laid in bed for another few minutes just kissing before he got up and got dressed to leave I walked him down naked just in my nylons gave him a big hug and a kiss goodbye he told me he loves feeling my body and I locked the door behind him I had almost forgotten I had hubby locked in my closet. I went back upstairs and unlocked the closet door and he was laying there in his girly clothes just like a little sissy. I asked him to show me his measuring cup so I can see how much he came. I told him how pathetic he was and how much more cum I had inside me then what was in his cup. I asked him if he would be able to cum again. He said he thinks so, so I made him get a towel and I made him kneel down by my feet. I said wait I almost forgot it’s time for your next size butt plug so I got up to get the next size butt plug in our training set. I put a little anal gel. I made him get up on all fours so I can pull the smaller plug out and than I inserted the bigger plug there was a little resistance which made him moan but I got it in his ass nice and snug I gave his ass a little slap and told him how good a real cock is gonna feel in his ass. I keep an old iPhone to record some of my sessions, so I played it for hubby while he was jerking off He kept begging to clean me, but I told him he knows the rules. He’s only allowed to clean my pussy if it’s a relatives cum other than that he’s pussy free
I kept berating him while he was playing with his cock telling him how good it feels to get fucked by a real man and how pathetic he is and now we’re gonna make him into a sissy girl for other men so between that and the recording of me getting fucked playing in the background it didn’t take him long to dribble out a little cum on my feet I told him to get down there and start licking it up. I asked him how his cum tasted. Just when he thought he was finished. I told him to go get his measuring cup. I poured it a little at a time on my feet until he licked up every drop. He gagged a couple of times, but got it all down. I made him take off my nylons I told him now to wash them by hand and change the sheets on the bed and prepare my dinner while I take a shower. He Constantly surprises me on how pathetic he can be what a great day.
Who knows what adorable daydreams pass through the minds of regressed adult baby boys? 😊✈️🏍🚀
This spoof on Thurber's famous "Secret Life of Walter Mitty" is an oldie from the days of Patreon. It's not only newly edited for Ream, but now 100% free and accessible here – even if you're not subscribed!
I have a WHOLE list of things I love about boys, but 99% of them would be done only by submissives. I can't help it. my friends ask for dominant boyfriends all the time, but I don't think they understand how masculine it is for me to be a submissive boy. it's the literal definition of not having a fragile masculinity.
I love pathetic boys so so much. imagine trying to make him leave, so you push him away, but instead of leaving, he gets on his knees, hugs your legs and begs for another chance? fuck, it makes me so weak. I won't admit it to his face, but seeing him crying drives me crazy. I don't know if I want to punch him harder or cover his face with kisses, probably one after another.
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If you read my last adventure, you know, I took a bunch of sexy photos of hubby in his sissy clothes, and I had decided to tell Lisa, who is my closest girlfriend about hubby being my cuckold and about our lifestyle. We have both cheated on our husbands and have had boyfriends and we have even been out together with our boyfriends so I didn’t think she would be shocked, but I was still very excited about telling her how I made hubby my cuckold. A couple of weeks later we were out together having drinks on a random Thursday night, and it was the perfect opportunity to fill her in. I told her the whole story how hubby caught me cheating, and how that turned into our cuckold lifestyle. I told her about my relationship with Joseph (hubby’s nephew) it felt amazing and erotic to get the whole story off my chest. She was very surprised, but also admitted she was a little suspicious about how free I was acting over the last few months, especially when we were out together. Most of all she told me how jealous she was. She confided in me that she has been trying to get her husband to do some swinging and make their sex life more exciting.
She loved the pictures of hubby, dressed up in his sexy, sissy clothes, and she especially loved how I’ve been denying him. We made a plan for her to come over on the weekend so she could watch hubby clean the house in one of his little sissy outfits. She also asked me if I could help her try to encourage her husband to be more open about sex and space things up. Of course I agreed and we hatched a little plan the following week on Friday night she knew he was gonna be out at a specific bar with his buddies.
The plan was for me to dress really sexy and go to the same bar and see if I can get him to play around a little She felt this could start the ball rolling and in the meantime, we could have a little fun with our husbands. I wore a sexy little black pleated mini dress with stockings and heels which actually got me a lot of looks by all the men in the bar. I saw him there with two of his friends, and I sat at the bar and ordered a glass of wine. Within a few minutes, I got a text from Lisa saying he text her that he saw me walk in and that I looked really hot and was alone. Lisa encouraged him to come over and talk to me and say hello. He came over and complimented me on how I looked, and we talked for a few minutes. I told him I was meeting a girlfriend, and I came a little early to have a glass of wine. He also said do you mind if my friends come over and say hello they are all dying to meet you so once I agreed, he motioned for them to come over and we were all chatting together. But it was obvious I was giving him some special attention. I purposely got up and went to the ladies room because I wanted him to see my whole body in my dress. I text Lisa to let her know how it was going and apparently he was texting Lisa at the same time. He told her I was flirting with him and should he flirt back she of course, encouraged him more and told him to enjoy it and that this is what she’s been telling him for months now. When I got back to the bar, he was about to get up to let me sit back in my seat because the bar was now more crowded, but I said I didn’t feel like sitting anymore, and I just leaned against the bar this way him and his friends would be able to keep looking at my body.
I waited a few minutes before announcing that my girlfriend canceled and would it be OK if I hung out with you guys for a little while longer they were very happy to agree so over the next couple of hours one of Paul’s friends was really trying to chat me up, but I made sure I gave all my attention to Paul (Liza’s husband) I sat on his lap off and on I put my arms around him once or twice. I was really giving him the full court press. As things were winding down, I mentioned I was going to Uber home and Paul quickly offered to give me a ride.
Paul was heading to the bathroom quick before we left while he was in there. Lisa text me and said he was really nervous about driving me home and she told him that he was free to have some fun with me if he wanted. Seemed like the plan was working. We got in the car and started driving home. I took my heels off complaining how they were hurting my feet and rested my feet on his lap which gave him a great view of my legs and up my dress. He was rubbing my feet a little and I could tell he was getting hard. When we pulled into the driveway. I asked him to come inside for a drink because hubby was out for the night and wouldn’t be home until the morning actually Lisa was cuck sitting hubby so the house would be free ( that will be my next story) he said he really shouldn’t because I was really tempting him to be bad. I leaned over and gave him a really sexy kiss and said please come inside. I don’t want you to leave. He followed me inside and I poured us both a glass of wine. You could say he was really nervous. I said don’t be nervous. I saw you looking at my body all night don’t you want to feel me and kiss me and with that I leaned in and started kissing him. I was actually really turned on at this point. I unbuttoned his shirt so I can feel and kiss his chest. I told him if he wanted to see my body to unzip my dress. I stood up so he could unzip my dress and I let my dress fall to the floor. I was just in my nylons and a sexy bra I got on my knees and started undoing his belt and pulling down his pants. I pulled his cock out of his boxers and started sucking on it. I gave him a nice long blow job really licking and sucking his cock and balls. He told me he was about to cum so I put his cock in deeper so I could swallow his whole load. I got back on the couch and he took off my bra and was playing with my tits and sucking on my nipples. I said to him maybe we shouldn’t go any further without Lisa knowing he paused for a minute and then he picked me up and started taking me upstairs and told me he’s wanted to fuck me for so long he brought me up to the bedroom, laid me on the bed, pulled off my nylons and started eating my pussy. He got me so wet. I exploded all over his face. he immediately slid his cock into my wet pussy and started pumping me with big thrusts. He pulled out for a second and flipped me over and told me he wanted to fuck me from behind. He was fucking me so hard and fast I could feel his ball slapping against my ass. He made me cum again my moaning didn’t stop him. He kept fucking me so hard until he finally gave me a huge load in my pussy. We laid there for a minute, but he wasn’t done with me yet. His cock was still semi hard, and he put it between my tits and was titty fucking me slowly until he became fully erect this time he wanted me on top of him so he could play with my tits while he was fucking me I was bouncing up and down on his cock. I would lean forward and let him suck on my tits for a little while, and then go back to fucking on his cock. I came first for the third time and then he started moaning really loudly and gave me another huge load in my pussy. We collapsed on the bed after that just kissing and talking. I told him it was up to him if he wanted to tell Lisa anything that happened or if he wanted to keep it a secret that was fine with me. He told me he was going to think about it and also told me that if it was OK with me he wanted to see me again. I asked him before he left if he could get hard for me one more time I really felt like sucking his cock again. This time I was really concentrating on his balls, telling him how much I love his cock. And I have to have it in my mouth I was teasing him and licking the pre-cum from the tip of his cock asked him if he had another load for me. It took a little coaxing but I got him to come again. We kissed at the door for a few minutes before he left and he told me he can’t wait to have me again.