(M,Tmtf) The backdoor neighbor (anal) (bj) (cum swallowing) (chastity)

I had locked myself in chastity for 10 days now, the longest I’ve been able to hold off by myself. I couldn’t wait any longer so I removed my cage and got my toys ready to fuck myself since I can only seem to have really good orgasms when I’m being fucked now. I put on some sissy hypnosis videos and played them pretty loud and turned on my machine when suddenly everything shut off. Fuck. I have no idea how to fix this… Then I think about my backdoor neighbor Dan, he’s always super helpful and I’m sure he’ll be able to fix this. I threw on a lilac colored ruffled sundress and headed out the back door. I wasn’t thinking about shoes or even underwear, maybe I was really horny or I just really cared more about fixing my electricity. I didn’t even bother cleaning up all of my toys. I started toward the fence that separates our lawns and opened the gate. We’ve gotten so close over the years we help each other out all the time and have given each other permission to go into the backyard anytime we need.

It’s pretty much a straight line to his back door, a sliding glass door with half of it being covered by blinds. As I get closer to the door the light becomes clearer and I can start to make out the furniture in the house. Then I see him sitting on the couch, I think to myself, “Thank God he’s home!” Just as I get up to the door and I raise my hand to knock on the door I notice him masterbating while watching tv. I stare for a few seconds then I quickly get behind the part of the door that’s covered and try to stay quiet. “Well this was a bad time… I guess I should come back later” I start to walk back home but I try to go the long way out so he won’t notice me back there. Suddenly I start thinking to myself “He did have a really nice cock, if I won’t be able to at home, maybe I can have a little fun watching a real cock.” I start to head back being as quite as I can and I peek my head around the blinds. He was still going and it didn’t seem like he noticed me at all. As I was watching him I started rubbing myself through my dress and my penis grew rapidly. I looked down and noticed I already had a spot of precum on my dress. I didn’t want anyone to notice it, especially him, so I lifted my dress up and started masterbating.

Watching him made me really horny but I was curious to know what he was watching. The tv was just barely out of view so I had to be in full view of the door if I wanted to see what he was watching. I figured if I made it this far I should be able to get away with it. I slowly started moving closer and closer to be able to see it. Finally I was able to make out a little bit. First it was a shot of a muscular guy from his chest up and it looked like he was fucking someone, then it cut to a girl he was fucking in the ass from behind. She had long dark hair and a really nice ass. Then he pulled out of her and she turned around to receive his cum into her mouth but just as she turned around I thought I saw a penis on her instead of a vagina. It somewhat surprised me enough that I accidentally hit the door with my knee. I quickly jumped out of the way of the door but I didn’t see him look towards the door before I jumped back. I figured he must of heard me but I had to make sure. I peek my head around to try to see if he was still going or not. He was gone. The glow of the tv was still lighting up part of the room so he must have gotten up in a hurry. I had to leave before he found me back here. I take a few big steps away from the door and think about what would happen if he caught me here. My penis was still hard and was clearly visible under my dress so I quickly tucked it between my legs. I take one step then I here the door open. Shit.

“Valerie? What are you doing here?” He came out in just a pair of workout shorts and no shirt. His body looked a little sweaty which only made it look better. He’s always had a nice body as long as I’ve known him. “Oh heyyy Dan! Um.. I’m sorry, I just wanted to come over and ask you for a favor?” I looked down and noticed he was still pretty hard. “Um sure.. What do you need?” Um..my power went out in my house and I have no idea how to get it back on?” I couldn’t look at him when i was talking, I felt so embarrassed. “Oh, sure thing, give me just a second ok?” I noticed him glancing down at my crossed legs as he was going inside. I let out a sigh of relief and put my hands to my face. “What did I just do? I can’t believe I was that turned on from just watching him jack off to..was he watching porn with a trans woman?” Just then I felt my penis finally getting smaller so I let go and looked down…my spot of precum was still on my dress. He definitely saw it. Just then he came back out now with a pretty loose tank top on. “Ok I’m ready” I explained to him that my power just in my room went out and I didn’t know how to get it back on as we were walking back to my house. “Did you try the breaker?” “The what?” Having no idea what he was talking about as he tried to explain what it was, he decided he would just try to go inside and find it.

First he tried looking in my laundry room and the dining room and couldn’t find it. Then the kitchen, the living room and the bathroom. I was trying to steer him away from my room, but he still couldn’t find it. I have a 2 bedroom 2 bathroom house and he said sometimes they are in the bedrooms or in the closets. God I hope it’s in the spare room. I led him in and he searched.. Nothing.. I went in the room with him and I was hoping to ask him to wait before going into my room but I could tell he was getting a little antsy. He immediately went out the door and right across the room is my room. As he put his hand on the handle of the door that I had left ajar he said it must be in here before I could even say wait. There, all of my dildos, bondage gear and my machine laying about on the floor and the bed. He stood there in the doorway for a bit taking it all in. I was trying to apologize about having it all out and I wanted to put everything away but he was blocking the entry. Finally he spoke “uh..oh.. I’m so sorry.. I didn’t mean..” “It’s ok Dan, it’s my fault for not putting it away” it was to much to put away in time so I figured it wouldn’t matter anyways. He was still just standing there looking at everything, I picked up one of the dildos, then he was looking at me. “Do You want to try looking in the closet?” After a second his head darted up “Oh.. Yea!”

He opened the closet door and as he started moving my clothes around to look at the wall I remembered some of my more slutty outfits were in there. Of course by the time I realized this and turned around he shouted “found it!” Right in between my maid outfit and my nurse outfit. Great. As I walked up to him his hands were holding both costumes back. His big manly hands made them look so small and girly it was making me twitch and leak and bite my lip. “Would you mind holding this back?” Get it together girl. I was basically touching him as he was looking through the panel on the wall. His arms were both up and my face was in his armpit. The intoxicating musk was too much for me and my penis started to grow. “This one!” He flipped a switch and just then my light came one and so did my machine. I quickly ran over to turn the machine off and turned back around, not realizing I knocked some clothes over. I saw him standing there holding my school girl outfit. I went back over to him thanking him and putting it back on the rack. Then i turn back and see him picking up my nurse outfit. Still kneeling down he looked up at me and said “this one is really cute.” I blushed and said thank you, not realizing I still had an erection. I could still barely look him in the eyes and I kept looking around the room. He stood back up with the outfit and brushed against my erect penis. I figured he must have known it was there now, I looked down and pushed it away trying to apologize but he stopped me before I could say sorry. “I bet you look really cute in this.”

I blushed and froze. “Th-thank you..” My legs were trembling, he handed me the outfit and I instinctively reached for it with both hands freeing my still erect penis. “I’d love to see you model it for me.” “Wh-what?” Just then my tv turned back on and started right back up where it left off, there was a male voice saying dirty things like “take this dick in your ass, sissy bitch!”, “suck my cock, slut!” and “beg for my cum!” I quickly jumped on my bed to reach for the remote to turn it off and just lied there in defeat. Apologizing at this point was almost unnecessary, he’s already seen more of me than I ever thought he would, until he said “you have a very nice ass!” I looked up and realized when I jumped my dress had completely blown up and was exposing my butt. I quickly got up and shimmied my dress down, I was still fully erect from being locked in chastity for so long. “I’m so embarrassed, I’m so so-” “Shhhh” he grabbed me and pulled me in close and wrapped his arms around me. “You have absolutely nothing to be sorry for little one, not even watching me masturbate.” Of course he knew.. I didn’t care at all though for when he called me “little one” while holding me nothing else matter than that moment. My head was down in his chest, I looked into his eyes and kissed him. He returned the gesture by pressing his tongue against mine. As we were making out his hands started to move down, groping my ass. I was feeling his chest and slowly making my way down to his growing cock. I started stroking his cock through his shorts as his hands moved, one to the back of my head, the other to my side. He pushed me back a couple steps and backed away from me. “I’d really love to see you in that outfit.” I started pushing my straps off of my shoulders and let it fall to the ground, it got stuck on my penis for a second before falling off. He started moaning as he started stroking his cock through his shorts.

I turned toward the bed to pick up the outfit. It was a one piece white dress with red trimming and a red and white ‘plus’ symbol over the breast and the bottom just fell to the bottom of my ass. It also had a hairpiece and stockings that went it but when I turned around he already had pulled his cock out. Seeing it this close and in person was definitely more exciting as I felt myself start to leak more. I started heading to the closet to get the rest of the outfit but he cut me off by saying “Damn that’s sexy! Why don’t you show me some poses?” I was such a horny mess inside all I wanted to do was obey his every whim. I got up on the bed and the first pose I could think of was bending over on all fours. I guess he liked that one because he came up to me and started rubbing my ass and pulling my cheeks apart. “Lean your ass back a little” I did as I was told, then he placed his cock between my cheeks right over my hole and spit on it. “Stroke my cock baby girl.” My heart melted, I started rocking back and forth, stroking his still growing cock between my ass. We were both moaning so much, “fuck that feels good baby girl, do you like stroking daddy’s cock?” “Oh yes daddy!” I can’t believe I just referred to him as daddy, he’s making me so horny for him and his cock. I can’t take much more of it, I need it inside of me.

“Um..daddy?” I was going to ask him to fuck me but he interrupted me. “Turn around princess, daddy wants you to taste his cock.” I turned around and wasted no time taking him in my mouth. Still on all fours I sucked his big cock the best I could, I slowly managed to get his whole length down. I started drooling and gagging but he seemed to really enjoy that. He put his hands on my head and started jacking his cock off with my mouth at his quickened pace. I was gagging even more now but my penis was betraying me as I felt it grow harder. It almost felt like I was about to cum just from him fucking my throat. He held my head down the entire length of his shaft one last time for a few seconds and then let go. I was a drooling, slobbering mess. He bent down and kissed me on the lips “good job baby girl.” Then he started to smear my drool all over my face, then slapped my ass with it and started rubbing my hole. “Take your dress off and lay on your back.” I got up on my knees and started sliding it off, I fell to my back to take it completely off and scooted back to the edge of the bed. While I was doing this he grabbed one of my dildos, one just a little smaller than him and lubed it up with some spit. “Hold your legs back for daddy, sweetheart.” He started working the dildo into my ass, once he popped the head in he started slowly inching it in deeper and deeper until the entire length was inside my ass.

I was moaning, loudly, like a horny slut. As he started moving the dildo in and out, his other hand reached up to my tits and he started groping them and playing with my nipples. I was so close on the verge of and orgasm it felt like the hair on his arm could have triggered my release. He ignored my little penis for now at least and I didn’t want to let go of my legs. His thrusts got faster and faster and I could feel the tension build inside as if I was about to cum but he quickly took it out, brought it up to my mouth and made me suck on it. “Does your ass taste good baby girl?” “Mmm-hmm” was all I could muster with the cock in my mouth as I nodded. “Good girl.” He said as he was stroking my cheek and groping my tits. “Keep that dick in your mouth, daddy has a present for you.” He spit on his cock and stroked it a little then started pushing against my hole. It didn’t take much for him to slip inside and he pushed his entire length inside of me. His thrust, hard but slow, we’re hitting my prostate just right, it was making me talk dirty to him. “Oh my God your cock feelsso good daddy!” “You like daddy’s cock princess?” “Yes daddy!” “How much little girl?” ” I love your cock so much daddy! Please, fuck your little girl more!” “Good girl, now put that dick back where it belongs!” I let go of one of my legs and quickly put the dildo back into my mouth.

I’ve never referred to myself or anyone else like this before. I wasn’t even sure if I was saying the right things until he started fucking me faster. I was just a moaning and dripping mess with each thrust. His two free hands that were spreading my ass cheeks apart were now on my tits, twisting and squeezing my nipples. That made my ass tighten around his cock more so he did it harder and harder. Then he moved one of his hands up to my mouth and started fucking my throat with the dick. “You like having both of your holes filled princess?” I nodded “mm-hmm” after a while of being fucked from both sides with such an alpha dominating me I knew I was close, it was only a matter of a few seconds until he started moaning heavier. “Beg for daddy’s cum baby girl.” He took the dildo out of my mouth “please give me your cum daddy! I need your cum!” “Where do you want it princess?” “I need to taste your cum daddy! Please cum in my mouth!” Just then he pulled out of my ass and told me to get down on my knees. I held my mouth open and stuck my tongue out as he held my head still and jacked his cock off. He let out one final big moan and cock spurted out load after hot load of sperm on to my tongue. I stayed there not moving a muscle, looking into his eyes until he was completely finished giving me my reward. “Taste it, you earned it baby girl.” I closed my mouth and swished it around for a bit then opened my mouth back up. “Swallow it.” I swallowed the whole thick salty load and opened my mouth again to show him. “How did it taste?” “Perfect! Your cum tastes so good daddy!” “Good girl. Now come clean daddy’s cock.” I immediately took his cock into my mouth and started sucking it again. I looked up at him and noticed he was looking around the room. “Is that a chastity cage?” I took him out of my mouth and started stroking him “Yes daddy.” “Were you wearing it today?” “Yes daddy, I’ve been wearing it for 10 days.” “Go put it back on, I think I’ll keep you a needy little girl for a little longer.” “Yes daddy” I put my cage back on and closed the lock. “Give me the key baby girl.” I gave him the key as he pushed my locked penis up with his foot to inspect it. “Good girl. Now kiss my cock and thank it.” As I planted a long deep kiss to the head of his cock I backed away and looked straight at it “thank you master.” “Good girl, we’re going to have a lot of fun together now.” He said as he patted me on my head. “Thank you daddy.”

Source: reddit.com/r/eroticliterature/comments/u38g5a/mtmtf_the_backdoor_neighbor_anal_bj_cum