Watching Jessie (at The Hotel) free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
This is a continuation of the story Watching Jessie (glory hole).
By the time I got Jessie dressed to leave the glory hole booth another cock appeared through the hole in the wall. Jessie wasn't about to leave it there. Jessie promised that she just wanted to practice her sucking skills. Jessie knelt down in front of the cock and began kissing and stroking it. As the cock began to grow Jessie stroked it more and licked it all over paying special attention to the head. When the cock was fully hard Jessie took it into her mouth. I watched as Jessie bobbed her head back and forth on the rather long cock. Jessie was making a slurping sound as she worked on the cock. Jessie stopping for a moment when she gagged but went right back to deep throating the cock.
I needed to get my cock in Jessie's pussy. Watching was amazing but I was ready for me to have my turn. I ran my hand up between Jessie's legs pushing them apart. I easily moved Jessie's thong aside and slipped two fingers into her sopping pussy. Jessie wiggled a little to try and get me to stop but she was focused more on the cock in her mouth then what I was doing. Even though I didn't have a condom I was going to try and slid my cock into Jessie's loose wet pussy. I had my cock in my hand as I knelt between Jessie's legs. I pushed my cock between Jessie's legs. I could feel the heat from Jessie's pussy on my cock. I slid my rock hard cock back and forth against Jessie's pussy. It felt amazing and even though I couldn't get my cock inside of Jessie's pussy the way she was positioned I was still about to explode. I stopped stroking my cock against Jessie's pussy not wanting to cum yet. Jessie was still sucking voraciously on the cock from next door. I had pulled my cock out from between Jessie's legs to cool down some. I could hear the guy moaning through the wall as Jessie gobbled his cock. I repositioned myself and pushed my cock back between Jessie's legs. This time my doc was pointing upwards more. I felt the heat from Jessie's pussy on my cock once again. Then it happened, my bare cock entered Jessie's pussy. Jessie's pussy was hot and wet even though it was unusually loose I dared not move for fear of cumming inside of her. Jessie was swallowing hard as the guy shot his cum in the back of her throat. Jessie pushed back against me her pussy seemed to convulse on my cock. It was too much I pulled my cock out of Jessie's pussy shooting my cum as I did. Most of my cum was on Jessie's pussy but some was inside of her and some on the floor.
Jessie finished cleaning the guy's cock then wiped her mouth off with a paper towel. Jessie said let's go as she looked at me and my still hard cock. Jessie opened the door. I quickly tucked my cock away and tried to suggest to Jessie that she might want to wipe my cum off her pussy. Jessie paid no attention to what I was saying. Jessie walked proudly back out through the store. Jessie's phone was going off again. Jessie stopped long enough to pull it out of her purse. Jessie commented that she didn't know who it was as she proceeded toward the door. Once outside Jessie checked her calls and messages. Jessie had missed two calls from the same number and had a voicemail and also a text from the same number this is Frank. Jessie listened to the voicemail as we walked back to her car. Jessie suggested that we get a hotel room for the night. I thought that we had already decided to do that. I inquired about her voicemail and Jessie said that it was Frank and he wanted to get together.
Jessie was unsure if she wanted to see Frank. Jessie reasoned that he was probably ugly and it would spoil her memory of how good his cock had felt. Jessie asked if I thought I could drive to the hotel. It was only 3 blocks away I said I think I can handle it. Jessie texted on her phone as I drove. Once at the hotel Jessie wanted me to go in and get the room. Jessie would pay me back but she couldn't bring herself to go to the desk reeking of sex. When I got back in the car Jessie was talking on the phone with Frank. I parked the car and got the bag we packed just in case out of the trunk. Jessie finally got off the phone and got out of the car.
As Jessie and I walked to the room she told me about Frank. Seems that Frank is married. Frank's wife was out of town with their two teenage girls. Frank had heard about the adult bookstore and that you could get a blowjob there for next to nothing. Frank's wife hadn't sucked on his cock in years and he missed it. I opened the door to our room. Jessie didn't say anything as we walked into the room. Once i shut the door, Jessie put arms around my neck and kissed me I could taste the cum she had swallowed as she ran her tongue into my mouth. Jessie whispered I want you to fuck me. That sounded good to me. I started to take Jessie's clothes off. Once I freed Jessie's breasts I started to suck and kiss them. Jessie whispered when you're done I want Frank to come over. Was I ready for Jessie to take it to this level. It had been teasing up until tonight. Even the glory hole was without contact with the other person just purely sex. How could I tell Jessie no. I was the reason Jessie had come out of her sheltered lifestyle. Besides I wasn't sure if I wanted Jessie to stop.
Jessie didn't seem to be asking me any way. Jessie dropped to her knees and pulled down my shorts. Jessie lifted my cock out of the way and started sucking on my balls. Jessie began stroking my cock with her hand as I started getting harder. Once my cock was fully hard Jessie moved her mouth from my balls to my cock. Jessie had sucked my cock before but nothing like she was doing now. Jessie had her hands clutching my ass pulling me to her and forcing my cock down her throat. Thoughts of fucking Jessie's pussy left my mind. All I could think about now is Jessie milking my cum from my balls and sucking it out of my cock. I could hear Jessie gagging occasionally as she took all of my cock into her mouth. I couldn't hold back anymore and I shot my cum down Jessie's throat. Jessie made a gurgling noise as she swallowed my cum. Jessie sucked and swallowed all of my cum before getting up. I collapsed on to the bed. Jessie went in the bathroom.
I heard the shower turn on. After a few minutes I turned on the TV and scrolled through the channels. Jessie finally came out of the bathroom wearing a see through nighty she had bought for my Birthday. I was admiring Jessie's large but still perky breasts through the thin fabric. Jessie pulled back the covers and sat on the edge of the bed. My hands were roaming over Jessie's body as we gently kissed each other. I wanted to take my shower and make out some more with Jessie. However Jessie kept pulling me back for another kiss. I was startled by a knock on the door. Jessie seeing my surprise said that'll be Frank, do you want to let him in.
So this was it, Jessie had invited Frank to our room. Jessie wanted me to let him in there by consenting, I suppose. I got up and went slowly to the door as Frank knocked again louder this time. I peeked through the door. A rather large older looking black guy was there by himself. I opened the door. Frank stepped inside and grabbed my hand shaking it and thanking me for letting him come over. Frank made a rather imposing figure at over six feet tall and broad. Frank looked to be in his forties and appeared to have a bit of a belly. As quickly as Frank had grabbed my hand he let it go. Frank seeing Jessie standing by the bed in her see through nighty left me by the door.
Frank was telling Jessie how beautiful she was as I shut the door. Frank continued praising Jessie and thanking her for inviting him. Frank couldn't believe that Jessie had invited him. Frank had Jessie turn around so he could admire her from behind as well. Frank moved in close behind Jessie and put his arms around her. Jessie leaned back against Frank. Frank moved his hands up and began fondling and caressing Jessie's breasts. I was watching Jessie and Jessie kept looking at me. Frank leaned down and started kissing Jessie on the neck. Jessie titled her head back and closed her eyes. I took a seat in the chair to watch the show. Jessie opened her eyes to peek at me then shut them again. Frank moved his right hand from Jessie's breast and slid it down across her stomach. Frank's hand moved down and he pushed his fingers between Jessie's legs. Jessie opened her eyes for a moment to look at me. I was still sitting watching. Jessie closed her eyes again and tilted her head back further. Jessie's lips parting as she started to moan softly. Frank was now rubbing his big hand against Jessie's pelvis. Jessie reached her hand behind her to feel Frank's cock through his clothes. I saw Jessie peek at me again as she felt of Frank's cock. Frank leaned down and put his lips on Jessie's mouth kissing her gently. Jessie rubbed Frank's cock and kissed him back. Frank pulled Jessie's nighty up so his hand was on her bare pelvis. Frank pushed his finger into Jessie's pussy. I could see Frank's finger glistening with Jessie's pussy juice. Jessie had stopped rubbing Frank's cock which was straining against his pants and pushing against Jessie's ass. Jessie broke the kiss gasping from pleasure. Frank continued kissing Jessie's neck and fingering her pussy until she came.
Jessie after cumming on Frank's finger turned around to face him. Jessie pressed herself against Frank and kissed him hard on the mouth. Frank's reached down and pushed Jessie's nighty up and grabbed her ass with both hands. Jessie had her arms around Frank’s neck. Frank and Jessie continued kissing Frank's erect cock sandwiched between them as Frank’s big hands groped Jessie's ass. Then Frank picked Jessie up. Jessie wrapped her legs around Frank. Frank was rubbing Jessie's pussy and ass with his fingers as well as his big cock which was straining against his clothes pressing against Jessie's pussy. Jessie broke the kiss moaning and asked Frank if he was ready for a blow job. Frank said not yet. Frank sat Jessie on the bed and pulled her nighty off over her head. Jessie's nipples were hard already. Frank had Jessie move further onto the bed as he climbed on the bed, kneeling between Jessie's legs.
Frank put his hands on Jessie's breasts and massaged them. Frank then leaned forward and kissed and sucked on Jessie's breasts for several minutes. Jessie after a short time pulled Frank's shirt up. Frank took a break from Jessie's breasts just long enough to finish pulling his shirt off. Jessie's hands look tiny against Frank's large black body as she ran her hand up and down his side. Jessie was moaning either from Frank’s attention to her breasts or his large cock rubbing and pressing against her pussy. Jessie slipped her hands between her and Frank and unfastened his pants. Frank raised his hips up still sucking and kissing on Jessie's breasts. Jessie worked Frank's pants down until his huge black cock sprang free. Jessie ran her hands over Frank's cock.
I was shaking from the sight as Frank removed his pants lowered his hips back down his bare black cock disappearing between Jessie's legs. I hadn't expected Jessie to let Frank put his cock in bare. I was scared, nervous and excited all mixed together. Jessie had her arms around Frank moaning loudly as he continued sucking and massaging her breasts. Trembling I moved around to see better between Jessie's legs. All I could see through was Frank’s big black balls resting on the bed. It looked like Frank was too far down for his cock to be inside of Jessie. Frank raised up off of Jessie enough for me to see that the tip of his cock was pressed between the lips of Jessie's pussy. It was a relief but I thought that Frank was going to push his cock into Jessie's pussy now. Frank then asked me if I was okay I guess because I was standing so close shaking. I shook my head. I finally managed to ask Frank if he needed a condom. Frank didn't answer for a moment apparently thinking about how to respond. Frank finally said that it was up to Jessie.
Frank raised up off of Jessie kneeling between her legs. Frank stroked Jessie's pussy with his hands and rubbed his cock all over her pussy. I got the package of condoms out of my bag and put them on the bed. Frank moved down and he began kissing Jessie's belly. Frank worked his way down. Jessie gripped the sheets as Frank's tongue flicked across her clitoris. Frank continued licking, kissing and sucking on Jessie's pussy. Frank reached up and caressed Jessie's breasts while he feasted on her pussy. Jessie was moaning like crazy and was letting out a bunch of ohhhh oh ohhhh fffu ohhhh ffuck ohhh ohh fu ohh fuck yeah. Hearing Jessie had my cock getting hard again and I'm sure it was having the same effect on Frank.
Jessie finally unable to take anymore said I need you inside me now. Frank raised his face up from Jessie's pussy. Frank was kneeling between Jessie's legs and I handed him a condom. I could hardly believe the size of Frank's cock or balls. Frank's cock must have been close to a foot long and thick as a soda bottle. Frank nodded to me in acknowledgment as he took the condom. Frank worked the condom on to his cock as far as it would go. Frank eased forward and rubbed his cock against Jessie's pussy. Jessie was moaning as Frank rubbed his cock between the lips of Jessie's pussy spreading them apart. Jessie's juice was coating Frank’s condom covered cock. Frank pushed his cock into Jessie's pussy making Jessie gasp. Frank slowly pushed his cock farther and farther with each stroke. In a matter of minutes Frank put Jessie's legs on his shoulders. Frank humped his cock rapidly into Jessie's pussy his big balls slapping against Jessie's ass with every stroke. I listened to the smacking sounds and the sloppy suctioning sound as Frank pounded into Jessie. Jessie cried out in pleasure over and over as Frank fucked her hard for a long time. Frank's back was wet from sweat when he finally announced that he was going to cum. Frank grunted as he rammed deep into Jessie's pussy. Jessie yelled out oh fuck as Frank ejaculated.
Frank leaned down and kissed Jessie tenderly on the mouth for several minutes. I realized that I had a big wet spot on my shorts though I hadn't even touched myself. Jessie told Frank that was amazing. Frank said I hope you enjoyed it as much as I did. Jessie insisted that she had enjoyed it more than Frank did. Frank finally pulled his cock out and rolled off of Jessie. Jessie said damn, that could get addicting. Frank smiled then said I hope so. Frank played with Jessie's nipples a little then gave her a kiss as he got up to go in the bathroom.
Jessie was excited as she said to me oh my God that was amazing…can I keep him. I smiled back at Jessie and said I guess you liked it. Jessie asked is that okay? Yeah I replied. I sat on the bed next to Jessie and gave her a kiss while I fondled her breast. Then I had to see Jessie's pussy. I moved down between Jessie's legs and checked her out. Jessie's pussy looked very different it was opened up so I could see inside and very red in color the lips were puffy. Frank came back out of the bathroom while I was checking out Jessie's pussy.
Frank walked back to the bed and picked his pants up off the floor. Jessie asked you aren't leaving? No, just picking my clothes up…why said Frank. Jessie said I don't want you to leave yet. Frank laughed and said I can't leave you promised me a blow job. Jessie laughed and said oh really that the only reason you're staying. Frank said hec no you are sexy as hell. Jessie smiled at the compliment. Jessie then asked when do you have to leave. Frank asked are you trying to get rid of me? No Jessie said. Frank said he didn't have to be home until tomorrow afternoon. Jessie then getting excited said you can spend the night. Frank said sure.
I went in the bathroom to shower, since it seemed that Frank was going to spend the night. Jessie and Frank talked while I was in the shower. I found out later what about. Frank and Jessie talked about where Jessie and I worked. What Frank did for work. Frank's relationship with his wife. Our relationship. Frank's wife was very suspicious of him not because he cheated on her but because he could. Frank was the CEO of the company his wife's father had started. Frank's wife Terry was always checking out who Frank hired at the company. If it was a female employee Terry wanted to see them and know what they were hired for. Frank told Jessie that he could have a well paid position for me if we were interested.
When I came out of the bathroom Jessie and Frank were laying on the bed together still talking. Jessie seeing me said I looked refreshed. Frank started running his hands over Jessie's body. Jessie in turn started running her hands over Frank's body. Frank kissed Jessie tenderly. Maybe it was just me but Frank seemed to want to make out with Jessie more when he was sure that I was watching. It didn't matter Frank was a married man and Jessie was going home with me tomorrow and would at best rarely see him again. I got in the other bed but sitting up to see what Frank and Jessie did.
Frank whispered something to Jessie. Jessie nodded. Frank turned crossways the bed his feet towards me. I soon realized what Frank must have whispered. Jessie moved and put her head on Frank's round stomach and massaged his balls in her hands. Jessie soon moved her mouth to Frank's balls. Jessie had to suck on Frank's big balls one at a time. Jessie spent a long time sucking on Frank's balls eventually Jessie began to slowly stroke Frank's cock as it began to grow. All I could think of is that it looked like Jessie was making love to Frank's cock and balls. Jessie finally moved her mouth to Frank's cock. Jessie licked Frank's cock lovingly and caressed his balls. Jessie then knelt on the bed her ass to me as she sucked Frank's cock her hands stroking his cock and caressing his balls.
I could plainly see Jessie's pussy still opened from Frank's huge black cock. Thinking about how Frank had just Fucked Jessie had my cock hard. I quietly got off the bed and carefully got the condoms off the other bed as I walked to the bathroom. In the bathroom I opened a condom and rolled it onto my cock. I returned to my bed. Jessie was still kneeling leaning over sucking Frank's cock. I stood behind Jessie and lined my cock up with her pussy. With one stroke I buried my cock into Jessie's stretched pussy. Jessie let out a little ooh of surprise. I grasped Jessie's hips and pumped into her for only two or three minutes before I came. Jessie never stopped sucking Frank's cock except to give her jaw a break. Jessie sucked on Frank's cock for between a half an hour and an hour before she finally gave up unable to make him cum.
Frank assured Jessie that it was fine. Frank excused himself to take a shower. Jessie got into bed with me. Jessie told me what her and Frank had talked about. Jessie wanted to know if I was interested in the job possibility. Of course I was interested but I would have to know what it was and how much it paid. Jessie asked if I was willing to move. Yeah if the right opportunity is there. Jessie said then let's ask him about it. I agreed.
Frank returned from the bathroom wearing a towel. Frank sat down on the other bed and Jessie instantly joined him. Jessie said I was telling him what you said about maybe having a job. Frank looked at me waiting for me to say something. I didn't know how to start. Finally I just asked do you really have a job if so what would I be doing and how well would it pay. Frank said it's more of a concept position but if everything worked out could be a six figure salary. Wow I thought that's almost four times what I make I wouldn't have to kill anyone I asked. Frank assured me that it was nothing i*****l I'd be his executive assistant. I said it sounds good to me. Frank said Jessie probably wouldn't be able to work. This sounded a little unusual I looked at Jessie to see what her reaction was. Jessie said I think that I could do that. Frank went on about what he expected. It soon became clear that Frank wanted to be able to see Jessie on a regular basis and that I would be a decoy for Terry. Frank though added that I would be groomed to take his place one day. So there was another carrot. I would have to share Jessie with Frank though. I couldn't do that. Jessie said I don't mind being with you both. I said I need to think about it. Frank said that's understandable. Jessie then said to Frank can you give us a minute. Frank nodded and went into the bathroom. Jessie said are you nuts this is a chance of a lifetime. I nodded in agreement. Jessie said I love you and want to spend the rest of my life with you but I know now that I want to have someone like Frank on a regular basis. I asked what if I say no. Jessie said I don't know I guess I'd have to find someone else to make me feel like Frank can. I said okay I'll take the job. Jessie kissed me then went and got Frank to tell him the news.
Frank came and shook my hand and said welcome aboard I think that we'll all like working together. Frank shucked his towel and got in bed. Jessie turned off the lights and slipped naked into bed with Frank. I got in the other bed and lay there unable to sleep at all with all that just happened. I laid there awake and alone and realized that this maybe the norm if I take the position. I watched Frank and Jessie asleep in the bed next to me. I'd been laying there for three hours when I noticed some movement in the bed next to me. Frank and Jessie were kissing. Jessie disappeared under the covers. I pretty much knew what was going on. I heard Frank groan quietly and heard a sucking sound. The sheet began moving up and down before Frank pulled it off. Jessie had her head between Frank's legs sucking his balls while she stroked his cock. I lay still pretending to be asleep barely peeking. Jessie shortly moved her mouth to Frank's cock and sucked on it for several minutes while he fingered her pussy. Frank then whispered I want in your pussy. Jessie laid back down next to Frank. Frank rolled onto Jessie his big cock sliding between Jessie's legs. Jessie whispered for Frank to get a condom. Frank whispered not any more. Jessie whispered no. Frank whispered it's the terms of the job. Jessie didn't say anything. Frank whispered you ready to seal our deal? Jessie nodded her head slowly. Frank whispered good girl I'll have to give you a nice bonus. Frank raised up and Jessie gasped as he pushed forward. Frank laid on top of Jessie and whispered this is so much better. I noticed Jessie was starting to moan. I then saw that Frank was not just laying on top of Jessie but was slowly thrusting his pelvis into Jessie. It was obvious that Frank was trying not to wake me so I continued to pretend to be asleep. I watched silently as Frank's thrusting continued picking up the pace as time passed. Jessie was doing her best to be quiet. I could hear the bed moving now. Frank groaned and I heard a clap as Jessie grabbed Frank's ass pulling him to her. Jessie was moaning loudly now. I turned over in the bed to let Frank and Jessie know that I was awake now. Frank lifted Jessie's legs onto his shoulders fucked her hard. Frank kept going until Jessie came. Frank pulled his cock out of Jessie's pussy and laid down and pulled the sheet over himself. Jessie laid there with her knees up for a minute before getting up and going into the bathroom.
Jessie came back and slipped naked into bed with me. Jessie started to play with my cock. Jessie then pulled my hand towards her pussy. I obliged her desire and began fingering Jessie's pussy. Jessie's pussy was wet and loose, I could have with little effort put my hand inside I thought. Jessie was wetter than I'd ever felt before. I kissed Jessie and whispered you must really like his cock. Jessie finally whispered back that's not all me. If I hadn't known already I might have been confused or shocked. Instead I rubbed Jessie's pussy until she came again.
Frank was obviously asleep by now. Jessie whispering to me said that Frank wasn't going to wear condoms anymore, she would get on birth control as soon as she could. Frank was going to give me a bonus for getting fuck her raw. Jessie wanted to know if I was okay with Frank cumming in her pussy. I told her no. Jessie whispered so you don't want the job. I honestly didn't know how could Jessie and I have a life and family if Frank insisted on fucking her bareback regularly. I whispered I don't know how this is going to work out. Jessie whispered we'll figure it out. I nodded but in the back of my mind I thought that I may end up without Jessie in a worst case scenario. Jessie cuddled up against me I finally must have dosed off.
It was 9:30 when I woke up Jessie was still asleep next to me. Frank was sitting at the desk writing something. I still wondered if he was for real. I said good morning boss. Frank turned towards me and said come and read this. I pulled my shorts on and went to the desk. Frank handed me two pieces of paper. I was shocked as I read the first paper. It was a contract the money amount was $8000.00/ month plus performance bonuses. I would be obligated to perform any legal tasks that Frank asked of me. The second piece of paper was a sign on paper. It had the date, time and location I was to report to and I was to receive an $8,000.00 sign on bonus. Signed by Frank Johnson. I could hardly believe it but tomorrow morning at 9 am my life would change if I showed up. Frank said if the terms are acceptable sign that paper and put your name on the second one. Frank got up from the chair and gestured for me to sit down. I sat down and immediately signed the contract. Frank patted me on the back. I was writing my name on the second paper when Frank walked away.
Jessie had woken up while Frank and I talked and was sitting up listening to our conversation. Frank walked over to Jessie pulling his pants down and said good morning beautiful. Jessie said good morning. Frank said we're going to get to see a lot of each other. Frank sat down on the bed next to Jessie his cock was already getting hard. Frank pulled the sheet back from Jessie exposing her naked body. Frank said now that business is out of the way let’s have some fun. Frank began sucking on Jessie's nipples. Frank stopped and said come over here and pay some attention to your girl. I got on the bed on the other side of Jessie. Frank wanted me to suck Jessie's nipple and Jessie to stroke our cocks. Jessie sat between Frank and me stroking both of our cocks while we each sucked a nipple. Frank asked if Jessie's pussy looked any different today. I didn't know whether to say yes or no. Frank put his hand between Jessie's legs and ran his fingers between her pussy lips. Frank said feels looser I think. Frank wanted me to feel Jessie's pussy which I did. Frank asked doesn't it feel looser. I nodded in agreement. Frank and I continued sucking Jessie's nipples and Frank rubbed Jessie's clitoris. Jessie was stroking our cocks until she started to moan then she just gripped tightly. It only took a minute for Jessie to orgasm with both of her nipples being sucked on and Frank playing with her pussy. Frank asked you ready for a cock. Jessie was surprised by the abruptness of Frank's question. When Jessie didn't answer Frank said no need to be shy, do you want my big cock or Tommy's little cock. Jessie still didn't answer. Frank made the decision for Jessie he said let me see you too fuck my balls could use a tongue bath anyway. Frank got up off the bed. I thought that he was pissed off at first. Frank got the condoms off the night stand and handed one to Jessie saying put this on him. Jessie and I both had a stunned look. Jessie spoke up why would I have Thomas wear a condom if you're not. Frank said because I'm going to be sticking my cock in you when he's done and I don't want to feel his mess. That satisfied Jessie, she opened the condom and rolled it onto my cock. I still had my doubts about Frank's motive. I still thought that maybe Frank wanted Jessie to get pregnant by him.
I moved between Jessie's legs but with Frank standing there watching I could feel my cock start to lose firmness. Jessie raised her knees up and I quickly shoved my cock into her loose wet pussy. The heat from being inside of Jessie helped my erection grow back. I was just getting into a good rhythm when Frank moved over Jessie's face for her to suck his balls. Jessie knew what was expected and began licking then sucking on Frank's balls. Frank grabbed a hold of Jessie's breasts and Jessie managed to get her hands on his cock. I was having trouble fucking Jessie with Frank's big black cock stuck in my face. I had to close my eyes and think about how much Jessie had enjoyed all the sex she had last night. I concentrated on how much Jessie had moaned. I was almost there I was exhausted but I couldn't stop now. Frank's going to fill Jessie up with his big black cock and his cum when I'm done. That was it ohhh finally I came. I started to collapse onto Jessie but ran into Frank's cock. I pulled back and rolled over next to Jessie. I wasn't sure how long it had taken me I knew it was much longer than usual. Jessie had soaked Frank's balls with her saliva. Frank's cock was oozing precum he was so turned on.
Frank got up and said my turn. Frank moved Jessie to the edge of the bed and stuffed a pillow under her ass. Frank nudged my leg and said come watch this. I sat up Frank pointed at Jessie's pussy as he stood on the floor holding Jessie’s legs up. Once I was watching Frank rubbed the head of his huge bare uncut black cock between Jessie's pussy lips. Jessie's pussy lips stretched around the thick black cock as it now pushed into her. Jessie gasped as Frank's cock pushed halfway into her. Frank pulled back and Jessie's pussy appeared to be hugging his thick black cock as he pulled back the contrast was amazing. Frank pushed into Jessie again. Jessie shrieked as all of Frank's cock disappeared into her pussy. Frank pulled Jessie back to the edge of the bed and pushed fully into her again. Frank held his cock fully in Jessie and pointed to the bulge up near Jessie’s belly button. I watched as Frank jiggled his cock slightly making the bulge move. Frank said to me feel that shit. Jessie was moaning already. When I didn’t move Frank pointed to Jessie’s belly and said put your hand there. I did as Frank asked. Frank then started thrusting into Jessie. I could feel his cock as it moved back and forth in Jessie’s abdomen. Jessie was moaning loudly now as she orgasmed. Frank asked you on birth control? I blurted out no. Frank quickened his pace and began to grunt as he said good. Jessie was stringing together a bunch of ohhhh fuck shit God damn. Frank thrust a final time almost knocking my hand off Jessie’s belly. Jessie yelled out ahhhh shit ahhhhhhhhhhhhh. I could feel Frank’s cock twitching for a minute as he pumped his cum into Jessie.
I took my hand off Jessie’s belly and sat down on the bed. Frank and Jessie were still entwined. Frank leaned down and kissed Jessie. I was rather surprised that she kissed Frank back. Several minutes passed as Frank and Jessie relished the experience they just had. Frank nudged me to watch as he pulled his still thick cum covered cock out of Jessie’s pussy. As Frank slowly withdrew his cock he said to me that’s how you make a baby. Jessie moaned in disappointment as Frank’s cock left her pussy.
So there was no doubt that Frank’s intentions were to put his baby in Jessie.

Same as Watching Jessie (at the hotel) Videos

2 years ago
  • 0
  • 36
  • 0

Watching Jessie bedroom camera part6

Watching Jessie(bedroom camera part 6)It was late Sunday afternoon when Jessie got back. Frank showed up a few minutes later. Frank told me to go to the office and pull some reports and email them to him. He would keep Jessie entertained. Apparently he had told Terry he was going to the office to do what I was now tasked with. I pulled up the bedroom camera on my phone as I drove to work. Frank and Jessie weren’t in the bedroom as of yet. At least I wouldn’t have that as a distraction as I...

4 years ago
  • 0
  • 26
  • 0

Watching Jessie part 9 breeding Amy

Watching Jessie (part 9)It was late Sunday night. I wanted to feel Jessie’s pussy on my cock. Tyson and Darin had just left. They had been fucking her for over eight hours almost nonstop. She had taken ten loads of cum. Her pussy was stretched out and overflowing cum. When I got in the bedroom Jessie was lying on the bed almost passed out. She had moved out of the pool of cum she had made on the edge of the bed. Another wet spot was growing from her pussy where she now lay. I stripped quickly...

4 years ago
  • 0
  • 26
  • 0

Watching Jessie part 7

Watching Jessie It was Wednesday before lunch time when Terry. Who was Frank my bosses wife walked into my office and shut the door. She was a hot sexy black woman. I stood up from my desk as she said “hi sugar". I couldn’t help but stare at her in her short tight red dress. Terry knew that I liked looking at her. Terry started to tease me for spending Saturday night with her husband instead of her. I responded by saying that I would have much rather been with her but I didn’t think Frank would...

4 years ago
  • 0
  • 34
  • 0

Watching Jessie

My girlfriend Jessie is a very reserved person sexually. At 25 she has never been with another person sexually save for her prom night. We were dating for almost three months before we had sex for the first time. We had been dating for six months where this story begins. Jessie is 5’2” tall with large breasts for her size and a beautiful round ass. Jessie could get the attention of any man if she so desired.Instead Jessie tries to blend into the crowd. At least until last weekend Jessie had...

4 years ago
  • 0
  • 40
  • 0

Watching Jessie cuckold me

What a dilemma I found myself in all brought on by my sexual perversions. The woman I loved and planned to spend the rest of my life with had helped convince me to take a lucrative job offer. Frank my potential new boss had my Jessie hooked on his big black cock. Worst of all Frank seemed determined to put his baby in Jessie. I'd played the scenarios out in my head and none of them really turned out the way I'd like them to. Jessie though was determined to make it work out.I had started packing...

3 years ago
  • 0
  • 23
  • 0

Riding the Jessie Train

Introduction: The following is a follow-up to the account described in my previous story starring Jessie. It was a long-time coming. While much of this story is true, we added a lot to it to make it more worth writing, so I didnt feel right categorizing it as a true story. Again, in the same interest, preparatory and hygienic details were omitted. It was late afternoon, and Jessie and her husband were on their way from dropping off their son with Jessies brother. As they took care of the kid, I...

2 years ago
  • 0
  • 41
  • 0

Jessie Hanks Outlaw Queen The Cameo Murder Part 2 of 2

Street and Smith's _New_ _York_ _Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks Outlaw Queen: The Cameo Murder By Nicholas Varrick As Told by Ellie Dauber and Christopher Leeson © 2016 Part 2: Finding Their Way Chapter 6 - "Crossing Arizona" Friday, June 7, 1872 Jessie slowly - regretfully - opened her eyes. "Uhh," she moaned, putting her hand to her head. "Why the...

3 years ago
  • 0
  • 29
  • 0

Jessie and the TornadoChapter 5

And back to the present Distantly I heard someone saying, “Sam? Sam? Sam?” then felt someone shaking my shoulder. I looked up, and realized I was still sitting outside Jessie’s hospital room, and that Janice had been trying to get my attention, before finally having to shake my shoulder. Jessie was standing beside Janice and was grinning like crazy. She had a small bandage on her forehead. “The doctor has finished his exam, Sam, and there is no sign of physical ... or mental problems,”...

3 years ago
  • 0
  • 27
  • 0

Tailgating with Jessie

Disclaimer: I have posted this story on another site, but it truly is mine.The sun hung high and unobscured in the cool and clear autumn sky. Two professional football teams were making preparations for week six of the National Football League's season while I fought my way through masses of cars, pedestrians and traffic cones. I'd actually never been to a football game, and that streak would continue despite the fact that I was trying to get to the stadium on game day as quickly as I...

2 years ago
  • 0
  • 43
  • 0

Jessie Hanks Outlaw Queen The Cameo Murder Part 1

Street and Smith's _New_ _York_ _Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks Outlaw Queen: The Cameo Murder By Nicholas Varrick As Told by Ellie Dauber and Christopher Leeson © 2016 Part 1: On the Trail to Trouble Chapter 1 -- "Prolog: September 1871" Tuesday, September 12, 1871 A chunky, sandy-haired man walked into the Prescott, Arizona...

2 years ago
  • 0
  • 27
  • 0

Jessie

Jessie's story Jessie Es war wieder ein langer Tag geworden. Jessie schloss ihre m?den Augen, ihre Finger lagen noch auf der Tastatur. Sie hatte eine Idee f?r eine neue Story gehabt, aber irgendwie war sie zu besch?ftigt gewesen, um auch nur ein Wort zu schreiben. Es war bereits ?ber die Zeit, zu der sie normalerweise Schluss machte, und das meiste ihrer Arbeit war getan. Es war niemand mehr im B?ro, die Luft war rein. Sie ?ffnete ihren geheimen Ordner und begann zu tippen. Die t?glichen P...

3 years ago
  • 0
  • 27
  • 0

The agony of Jessie

I woke just as the plane was banking for final approach into Khym International The Agony of Jessie Part 1 Amy woke just as the plane was banking for final approach into the international airport. Seated beside her on the flight was Jessie Gomez. The 18-year-old was still asleep, oblivious to the stares of the male passengers in first class, who could hardly miss the blond teen in her tight blouse and short skirt. Adding to it were her air-conditioned chilled nipples clearly visible...

3 years ago
  • 0
  • 26
  • 0

Jakob and Jessie Part 5

Jakob leaned against the door as he watched Jessie drive the truck, her long slender fingers wrapped easily around the wheel. He was lost in thought, mostly recalling their last night in the Webster farm before leaving for college. He had come in late from his last job—harvesting 1500 acres of feed corn. The ground had been unusually rough, possibly a result of the long drought, and the ensuing vibrations had tired him terribly. He was surprised that the house was mostly dark—it was only...

3 years ago
  • 0
  • 26
  • 0

A Delicious Jessie Sandwich

No girl has impacted me like my friend Jessie, and no sexual experience has affected my life more than the one I shared with her on December 26, 2013. Yes, we did slip up earlier that year when I took her in during a snow storm. It wasn't our intention, but we ended up having sex that night, the result of nearly 10 years of unresolved sexual tension. By then, Jessie had been married for a little while, so we both knew it was wrong and swore to never let it happen again. We meant it too, so I...

3 years ago
  • 0
  • 58
  • 0

A Delicious Jessie Sandwich1

What neither one of us anticipated was that Brian, Jessie's husband would be one to share. Then came that fateful date, when the couple, who had moved away not long after Jessie and I slept together, was back home visiting family for the holidays. It was six months after Jessie had a baby, which, if nothing else did, seemed to rule out any possibility that we would stumble again. There wasn't possibly a scenario that would serve nothing better than ruining someone's life. Still, Jessie...

2 years ago
  • 0
  • 50
  • 0

THP JESSIE LISA AND ARON PART1

1.01 The House of Pleasure THP: 1.02 Jessie, Lisa, Aron: 1.03 Jessie, Lisa, Aron, HDTV Condition: 1.04 Mira, Jessie, Introduction: 1.05 Mira, Jessie, First Lesbian Orgasm: 1.06 Mira, Jessie, Jacuzzi: 1.07 Lisa, Aron, Hair Removal: 1.08 Lisa, Aron, Deepthroat: 1.09 Lisa, Aron, Sibling Mating: 1.01 The House of Pleasure THP: The House of Pleasure, THP, is a high end, sexual complex in the Center of Bangkok. It opened two years ago and has become a must layover for business...

4 years ago
  • 0
  • 44
  • 0

JAKOB JESSIE PART 6RAPE RETRIBUTION

Jakob, Jessie, and Sandy took a break for lunch on Sunday. They were covered in saliva, cum and pussy juice--sticky in most places. After showering together, Jakob fired up the grill while the girls made some burgers. Jessie brought them out to Jakob wearing absolutely nothing-her tan lines disappearing since she started sunbathing nude. Jakob admired her lean features accentuated by her large firm breasts that seemed more suited for a much heavier woman. He noticed her nipples were...

2 years ago
  • 0
  • 32
  • 0

Jessie The Tornado Ch 05

Again, I suggest reading the first four chapters before beginning this one. Also, I want to emphasize that if you are expecting a story with non-stop sex, then you will be disappointed. Jessie & the Tornado, Ch. 5 Distantly I heard someone saying, ‘Sam? Sam? Sam?’ then felt someone shaking my shoulder. I looked up, and realized I was still sitting outside Jessie’s hospital room, and that Janice had been trying to get my attention, before finally having to shake my shoulder. Jessie was...

4 years ago
  • 0
  • 26
  • 0

Jakob and Jessie Part 4

From the minute he’d gotten the Sheriff’s phone call Jakob had known what he had to do. It was like killing a rabid dog or the feral hogs that had threatened his father’s stock. It was either kill Howard Holmes or live their lives in fear—fear that he’d get out of prison and hunt them down to wreak his “revenge.” In the end he’d done what he had to. He had rescued Jessie, his wife of less than a day, from a certain death at the hands of her father. Jakob had carried Jessie, insisting she...

2 years ago
  • 0
  • 38
  • 0

Jessie Part 2

Jessie and I had a “normal” date Thursday night, dinner and a movie. When we left Emily with the her babysitter, Emily was disappointed that we were not taking her with us. Jessie had to remind her that the 3 of us were going to the zoo on Saturday. The movie was a romantic comedy which Jessie had picked. The movie was ok, however the plot was very predictable. At least I got to be with Jessie. I had my arm around her throughout the movie and we kissed a couple of times, however the theatre...

2 years ago
  • 0
  • 42
  • 0

THP JESSIE LISA AND ARON PART2

2.01 Sara, Jessie, Canine, Mounting Frame Preparation: 2.02 Sara, Jessie, Canine, Frame Deepthroat: 2.03 Sara, Jessie, Canine, The Mounting: 2.04 Aron, Extractor and Enhancer: 2.05 Aron, Jessie, Mother and Son Mating: 2.06 Lisa, Golden, Bedroom Services: 2.07 Aron, Creatures, Bedroom Services: 2.01 Sara, Jessie, Canine, Mounting Frame Preparation: Sara knew Jessie was ready and walked her toward the mounting frame. Without hesitating, Jessie entered the frame, kneeled down and...

4 years ago
  • 0
  • 22
  • 0

My Last Thought Was Jessie The Ending

My brother, Jessie and I had spent the entire week at home and pretty much naked. We had sex several times every day. I couldn’t help but be worried about our parents coming home. I didn’t know what to expect, because I was sure that my Dad knew what was going on, considering he caught Jessie and I in the pool house in the bed together wrapped in each others arms naked. “You are thinking about it again aren’t you?” Jessie was standing in the doorway of the living room. He was naked, but his...

Incest
4 years ago
  • 0
  • 28
  • 0

A Delicious Jessie Sandwich

Introduction: The following is an account of my long-awaited first sexual encounter with my friend Jessie, coming with a wild twist. Some details are exaggerated for the enjoyment of the reader, but the integrity remains. Also, in the same interest, preparatory and hygienic details were omitted. The shot glass shook in my hand as I endured the most awkward 10 minutes of my life. Ive never been a drinker, but the alcohol was needed tonight to calm my nerves as I sat across the glass coffee table...

2 years ago
  • 0
  • 24
  • 0

Mom and Uncle Jessie Their Story

I walked into the living room where mom had slunk down into the leather couch. She was worn out from hosting family members that only showed up once a year. Mom had changed into her night shirt and her 40 year old leathery legs jutted out from underneath the hem in tired fashion. I sat beside her and patted her on her bare knee."So, was Jessie everything you thought he would be?" Mom asked after I settled in beside her.I gave her a very peculiar look. I really did not know how to answer her....

Incest
3 years ago
  • 0
  • 32
  • 0

Jessie Hanks Outlaw Queen

Street and Smith's _New York Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks -- Outlaw Queen By Nicholas Varrick As Told To Ellie Dauber and Chris Leeson (c) 2003 Chapter 1 -- "Riders in the Night" "One... Two... Three!" Jessie Hanks yelled, as she swung the saddle back and forth, then upward. This time, it worked. The heavy saddle went over the top of the tethered horse, settling unevenly on the blanket on its...

2 years ago
  • 0
  • 45
  • 0

Jessie and Emily The Hunters Second and Third

I was driving to my favorite grocery store to stock up on essentials. I saw a blur appear in my peripheral vision and woke up two days later in the hospital. I had a broken leg, a broken wrist and a concussion. A delivery truck had run a red light and broadsided my car. Luckily for me, a policeman was witness to the accident and had quickly gotten an ambulance on the scene. Even better for me was the four moving violations issued to the driver of the truck. The company had sent a...

Hardcore
3 years ago
  • 0
  • 45
  • 0

Jessie is pregnant Jessies revenge

(5th in a series)I had by now excepted the fact that my wife, (Jessie) was going to get or already was pregnant with my bosses (Frank) baby. I was partially to blame for encouraging her to fuck other guys but I didn’t expect her to take their semen. Not only was she letting Frank fill her with his semen but Jessie wanted to have Frank’s baby. Jessie’s once tight pussy was now always gapped open her pussy lips stretched and loose from taking Frank’s BBC almost daily and sometimes multiple times...

2 years ago
  • 0
  • 21
  • 0

Dance of a LifetimeChapter 116 Jessie Hits The Jackpot

"Hi, Soph!" Jess chirped. "Hello, Jessie," Sophia said, sitting down in the chair across from the couch. "Welcome home. Now, do you mind telling me why you're sitting in my fiancé's lap kissing him?" "I'm trying to get him into bed," she giggled. "Oh, that did not help," Warren moaned. Sophia's mind boggled. She was prepared to believe she had walked into something innocent-until Jessie said that. "You're trying to get Warren into bed," Sophia said. "What...

3 years ago
  • 0
  • 40
  • 0

A Jessie McClintock Story SUCCUBUS PART 1

Jessie looked coolly at the man sitting across from her. She didn’t like him. Not his silk shirt, not his slicked back hair, not his fake tan. Gino the strip club owner. He was a walking stereotype. Her thoughts drifted mournfully to the Glade plug in working overtime in her office to combat this douchebag’s aggressive use of Axe body spray. Then she thumbed through the bundle of cash he’d tossed in her lap. “Look, I need this done, and I’m told you’re the only person to talk to...

1 year ago
  • 0
  • 28
  • 0

A Jessie McClintock Story SUCCUBUS

“So ya gonna take the job or not?”Jessie looked coolly at the man sitting across from her.  She didn’t like him.  Not his silk shirt, not his slicked back hair, not his fake tan.  Gino the strip club owner.  He was a walking stereotype.  Her thoughts drifted mournfully to the Glade plug in working overtime in her office to combat this douchebag’s aggressive use of Axe body spray.  Then she thumbed through the bundle of cash he’d tossed in her lap.“Look, I need this done, and I’m told you’re the...

Supernatural
4 years ago
  • 0
  • 21
  • 0

My Last Thought Was Jessie The Homecoming

I hadn't been back in Florida for more than three days and I was already miserable.  I missed Jessie so bad.  It was like having a part of myself ripped away.  I wondered to myself how I had went this long without realizing how much I really loved him.  My mom had noticed my depression, but when she would ask me about it I refused to talk about it.  Part of me wanted to blame her, because she had left my father.  But when I would really sit down and think about it I knew that if she had stayed...

Incest
4 years ago
  • 0
  • 37
  • 0

The Softening of Jessie Part 10

Mom and grandma went upstairs to change out of their workout gear, as Jessie relaxed on the family room couch. That was quite the workout. He felt good about himself though. It had been a while since he did physical exercise, so it was nice to get back into a routine. The exercises themselves were far different from his usual lifting weights, but he enjoyed the cardio segments and the one which targeted the thighs and buttocks. Knock Knock Knock. Someone was at the door. Jessie was...

3 years ago
  • 0
  • 32
  • 0

Jessie and the TornadoChapter 4

When I woke up the next morning, the first thing I did was check my car. Jessie’s purse was gone. I noticed that her car was not in the driveway of her parent’s house, and one of her parent’s cars was also missing. I tried calling her cell phone over and over, but she never answered. I left a number of messages begging her to call. Now, all I could do was wait. Had she and her parents gone somewhere? Then why were two cars missing? I paced back and forth from one end of my house to the...

3 years ago
  • 0
  • 23
  • 0

Bent Over for Uncle Jessie

Mom's older brother, Jessie, was always a flirt and often thought he was God's gift to woman. He was always quite the womanizer and knew just how to work the scene, even given his advancing age. I could see this as he mingled with the large crowd of family on our huge deck at the family reunion mom had organized. I watched Uncle Jessie flow through the crowd of family eying female family members like they were just another woman. All of them smiled at him and he reveled in it. I just snickered...

Incest
3 years ago
  • 0
  • 25
  • 0

Jessie The Tornado Ch 01

If you are looking for a story filled with sex, then you are probably in the wrong place. I don’t write sex stories. I (hopefully) write interesting stories that contain sex. Someone once said that women need a reason to have sex, while men only need a place. Like most generalities, I think that is generally wrong. I think that people need to have a reason to have sex and that if they care for each other, then the love and sex will be even better. All the participants are at least 18. The...

2 years ago
  • 0
  • 36
  • 0

The Softening of Jessie Part 27

The two began heading out when Jessie realized that he did not have his wallet. "Hey Ashley, how the heck do I carry my wallet? There aren't any pockets in this dress." "Yep, most dresses and skirts don't have pockets," Ashley replied. "I have something that will help," Jessie's mom said. She left the room and came back a minute later with a small light peach colored purse. "Put your stuff in here and carry it along." "Cool. I could put some cool stuff in here," Jessie...

1 year ago
  • 0
  • 23
  • 0

Jessie Fan Fiction

Jessie gasped seeing that Ravi's manhood was over 6 inches.             “Wow Ravi how long is it now?” Jessie asked walked forward and dropping to her knees.             “7 inches,” Ravi moaned as he felt Jessie’s young mouth engulf his meat.  Luke walked over to Jessie and started to suck on her left breast as he inched and played with her right one. Jessie moaned out load as she started to deep throat Ravi's cock.             “My gosh Luke" Our nanny is giving me such a good...

3 years ago
  • 0
  • 25
  • 0

Jessie

Jessie gasped seeing that Ravi's manhood was over 6 inches. “Wow Ravi how long is it now?” Jessie asked walked forward and dropping to her knees. “7 inches,” Ravi moaned as he felt Jessie’s young mouth engulf his meat. Luke walked over to Jessie and started to suck on her left breast as he inched and played with her right one. Jessie moaned out load as she started to deep throat Ravi's cock. “My gosh Luke" Our nanny is giving me such a good blow! Jessie pulled...

2 years ago
  • 0
  • 22
  • 0

How I Helped My Friend Jessie To Increase Her Boobs Size Part 8211 2

Hi everyone, I am Continuing my story… I looked at the time it was quarter past one. I went near her Me: How is your Leg Pain? Jessie: Now I feel little better. Me: You want me to massage again? J: No, No Need it is fine now. Me: Ok, then you feeling sleepy? J: No, But I want to sleep now. Because tomorrow after reaching home, has to go to my aunt house with my mum. Me: Ok, If you want to sleep you can sleep on my lap. She thought for a while and looking around to see others. Me: No one is...

2 years ago
  • 0
  • 23
  • 0

The Spftening of Jessie Part 11

Amanda felt like Jessie had enough excitement for the day. After his emotional outburst when Jason saw him clad in his girl's workout outfit, the voice change, and the trip to the nail salon, she took him home to relax. Jessie was thrilled with the way his nails looked. To think that he was so egotistical about how well he painted nails haha. Those women really taught him a lesson or two. As he admired his strawberry shimmery nails he wondered why black was always his favorite color....

3 years ago
  • 0
  • 28
  • 0

The Softening of Jessie Part 9

Amanda crept into Jessie's room and reached over to turn off his alarm clock. "It's ok honey, go back to sleep...you're not going back to school until that infection goes down," she calmly explained to Jessie, who had woken up. He laid his head back down and drifted again off to sleep. Amanda eyed her son as he slept. He looked so peaceful, and dare she say happy? Although the idea of changing him into a female was extreme on all scales, she felt that this was the only solution to...

4 years ago
  • 0
  • 40
  • 0

Jessie Babes Story

Thanks to FrenziedMaiden for her help and friendship. Jessie is a delicious girl. She lives with just her dad and idolizes him. She is not a virgin, but her partners have never satisfied her. They have never met her expectations. This is a story about how Jessie finds herself and everything she wants. Jessie was 22 and she had to admit that she looked good. Her boobs were high and tight, not too large, but pert and perfect for her figure. Her ass was just fine too. All in all, Jessie was...

4 years ago
  • 0
  • 27
  • 0

The Softening of Jessie Part 22

Jessie grabbed the phone and gave Ashley a call. "What's up Ashley?" "Hey, I wanted to see if I could spend the night at your house. Jason is having some of his friends over and I don't want to be here with those boys." "Jason invited friends over for the night and didn't include me huh?" Jessie replied. He knew that his friendship with Jason was strained but it still hurt to be not included. "Yeah...sorry, but I'll hang out with you tonight. I promise I don't snore. Besides we...

3 years ago
  • 0
  • 21
  • 0

The Softening of Jessie Part 7

Jessie sat on his bed looking at the new underwear his mom had bought him. Something wasn't quite right about it but he didn't know what. His mom was so supportive and understanding of his sensitive chest and his sudden weight gain in his lower section. He should be grateful that he has such a wonderful family. "What the heck. Let's try these bad boys on and see if they fit." Jessie stripped down and looked at the selection of underwear in front of him. The logical choice, he...

4 years ago
  • 0
  • 21
  • 0

Jessie The Tornado Ch 04

Again, I suggest reading the first three chapters before beginning this one. Also, I want to emphasize that if you are expecting a story with non-stop sex, then you will be disappointed. * When I woke up the next morning, the first thing I did was check my car. Jessie’s purse was gone. I had already noticed that her car was not in the driveway of her parent’s house, and one of her parent’s cars was also missing. I tried calling her cell phone over and over, but she never answered. I left a...

2 years ago
  • 0
  • 21
  • 0

The Softening of Jessie Part 16

"What are you thinking Ashley?" Jessie asked. He knew she was always full of great ideas. "Well, seeing that you enjoy wearing your pantyhose so much, why don't we just buy you some shorts? Then you can keep your nylons on?" Ashley plainly stated. She knew it would not be hard to convince her feminine friend to take this leap. "I don't know. Are you sure you that people won't be able to tell I'm wearing pantyhose? I don't want to take the risk and look like a sissy, cause boys...

3 years ago
  • 0
  • 22
  • 0

The Softening of Jessie Part 35

The two headed over to the miniature putting course. Jessie was so happy with how the day was going so far. He was befuddled as to why he could not remember how throw a baseball, but the fact that Jason seemed to genuinely like him again more than made up for that. It was just like the old days again and he was hoping it would stay that way. "I'm going to use the restroom real quick," Jessie told Jason. "Oh ok. I'll join ya. I gotta go too," Jason responded. As they headed to the...

3 years ago
  • 0
  • 22
  • 0

Dealing With JessieChapter 2

Jedd Clampett This is the second of a nine part story. Please read and comment on the content. Vote of you like. Here goes part two... Gary had always been her rock in tough times, her ever faithful husband, and the responsible father. Where had it all gone so wrong? He realized none of that mattered, not to her, not anymore. To her he wasn’t anything. He was like a spare part, something extra, a left over. Really, what could he offer; nothing now, nothing she couldn’t get from her...

2 years ago
  • 0
  • 25
  • 0

The Softening of Jessie Part 13

"What did you buy mom?" Jessie asked with a sense of excitement. Amanda handed her son the bag, noticing his curiosity. Jessie pulled out some of the contents. He noticed three bras with underwear attached in matching colors. "Matching bras and underwear mom?" "Yes dear, I was lucky to find some underwear that came with the bras so that you match," Amanda replied as she made little attempt to hide the bra panty sets. In Jessie's state of mind she knew she would not have...

3 years ago
  • 0
  • 25
  • 0

The Softening of Jessie Part 4

Jessie woke up in the afternoon the next day. Ahhhh, Saturday morning...no school, got to love it. He rolled out of bed and stretched a bit. The fabric of his "borrowed" delicate, soft top felt much nicer on his sore chest than his rough, course t-shirts. "Man, Jason really did a number on me," he thought. With that, Jessie groggily went into his bathroom, sat down and peed. It struck him a bit odd that he was sitting to pee. After all, he couldn't ever remember sitting down before to...

3 years ago
  • 0
  • 42
  • 0

Watching Jessie part 10

Watching Jessie (part 10)Wednesday morning Terry texted me and said she would pick me up at 11:00. Darin, who had taken my wife to his place last night, still hadn’t gotten to work when I left. Terry was parked on the street waiting for me when I went out shortly before 11:00. It took me I while to see her as she was driving a Lexus SUV that I didn’t recognize.I got in and Terry drove us off. She had a long coat buttoned up as I wondered what she was wearing underneath. She pulled up to a gas...

3 years ago
  • 0
  • 26
  • 0

The Softening of Jessie Part 18

"So you want to know about different kinds of panties, do ya?" Ashley asked her inquisitive friend. "Yes, you might think it's kind of weird, but I seem to have forgotten. I know I wear panties everyday, but I guess I never paid attention," Jessie replied. He felt a little odd not knowing about something he felt he should have. "Okay, let's see...these are called boy short panties. They are just like the boring old underwear boys wear, but they are frilly'd and lacy'd up a bit,"...

2 years ago
  • 0
  • 25
  • 0

The Softening of Jessie Part 17

As the two sat at the food court eating lunch, Ashley couldn't help but how much her friend had changed. He now sat there with his nylon covered legs crossed in a very feminine manner and spoke with an unmistakable high girlish tone. Wow, how could he not know what was happening to him? "How does your bra feel Jess?" Ashley asked out of the blue. "It feels good. My chest doesn't jiggle all around like it was before. I think that the bra may actually help my swelling go away by...

4 years ago
  • 0
  • 21
  • 0

Dealing With JessieChapter 6

It was summer, and the days marched on. Jessie didn’t resign, but she turned all the household finances, though none of her money, over to Gary. He took the department head’s job at the high school. He put his house up for sale, and, being in an upscale low property tax suburb it went quickly. He bought a new sofa bed, a clothing rack, and a small bureau for the cellar. There was a small bathroom with a shower and basin so he wouldn’t have to go upstairs for any of that. Jessie signed up for...

3 years ago
  • 0
  • 20
  • 0

Dealing With JessieChapter 9

So it had off to Denny’s where they ate and went back home, where he’d been told someone had pooped in the pool. They’d gone to bed, had some more fun, and Jessie went to sleep. He didn’t; she was a lot sicker than he thought. He wondered if the psychiatrist knew more than he’d shared. Jessie’s comment about semen slurping almost pushed him over the edge. Edge of what he didn’t know; at the moment he was ready to just walk out but what really scared him had been her emotional disappearance....

2 years ago
  • 0
  • 23
  • 0

Jessie and the TornadoChapter 3

Two months earlier On a Tuesday in March, I began doing some work on the outside. There were three very large flower beds in the front yard that had become completely overgrown and filled with weeds, and one warm day in mid-March I put on a pair of gloves and started pulling all the weeds out. I was wearing an old pair of shorts and a t-shirt, along with an old pair of sneakers. I also had on my customary “USMC” cap I almost always wore if I wasn’t working. One of the things I was...

1 year ago
  • 0
  • 17
  • 0

The Softening of Jessie Part 36

"Hey, they have a cool log ride here if you guys feel like it," Ashley stated to the other three. "Oh, like the one at Knott's?" "Similar on a smaller scale." "Cool! Let's go." The four headed over to the water ride weaving through the mass of people at the park. As they made their way through the crowd Jessie found himself falling a little behind. He didn't want to get lost from the other three but he kept bumping into people and getting stuck in front of others. Jessie...

4 years ago
  • 0
  • 22
  • 0

The Softening of Jessie Part 19

"Here Jessie, let me help you over to that bench," Scott said as he sent the elderly couple on their way. "Good thing I was walking by here... I was just in the nick of time!" he joked with Jessie. "Scott right? Thanks for stepping in there. I was about to go off on those two. The old guy should feel lucky I didn't pound him into the pavement!" Jessie emotionally replied. "Well you do have spunk, that's for sure," Scott stated. He found the whole feisty, tough girl thing a turn...

Porn Trends