Watching Jessie (glory hole part 2)

sexymomma

Female
Jessie was so out of it I had to help her get her pants on. I guided Jessie to her car but it was obvious that I would have to drive us to her house. I suggested that we go to the hospital where Jessie could get the morning after pill. Jessie didn't talk to me on the ride home, other than to say that she didn't want to go to the hospital. My suggestion of the hospital had only made her colder to me. I could have stopped the guy from fucking Jessie in the parking lot and possibly getting her pregnant. Instead I chose to watch mesmerized, as the stranger did as he pleased with my girlfriend, Jessie.

My cock was still hard as I drove Jessie's car towards her home. I wanted to feel Jessie's freshly used pussy but I couldn't think of anything to say that would make that happen. I stopped at a gas station and got a couple of energy drinks for us. Jessie seemed like she was ******* even though she had only been drinking soda at the club. By the time we got to Jessie's house she seemed a little more alert. After I parked the car Jessie took the keys and told me goodnight. I got in my car and drove home wondering if Jessie would ever want to see me again.

I tried calling Jessie on Sunday, but she didn't answer. I tried again this time leaving Jessie a voice mail that I wanted to make sure that she was alright. I got a text from Jessie shortly, I'm fine. At least Jessie was still acknowledging me.

I had another text from Jessie while I was at work Sunday night. By the time I checked my phone it was early Monday morning. Jessie asked why I let it happen. I spent the rest of my shift trying to figure out how to explain myself. I played out scenarios in my head but the only hope I had was to be honest. So I sat in my car after work Monday morning and texted; I would have expected to be angry but instead when I saw you being pleasured by the guy licking you and heard you moaning I was turned on. I know I should have stopped him when he went to fuck you but you seemed okay with it. When I heard you say no I was going to try and stop him but you only said it once then you were moaning again and he was already pumping into you. I'm sorry please forgive me. By the time I got home Jessie had texted me back unbelievable! Thanks for being honest. I responded asking can you forgive me? Jessie sent I need to get my head around this.

I went to bed exhausted but couldn't sleep. Later that afternoon Jessie called me. Jessie wanted to know if I wanted her to sleep with other guys. I said I had never thought about it. Jessie said but you must have enjoyed it. I explained that I only wanted to be with her. Jessie was insistent on finding out why I had been turned on watching her getting fucked. I finally admitted that reading stories about wives having sex with other men while there husbands watched was my favorite porn. Jessie was silent for a moment then asked where can I find such stories. I gave her a couple of websites. Jessie said she'd have to check it out. Jessie ended the call simply by saying have a good night at work. I was still up in the air obviously.

I had a text from Jessie when I went on break. Where do you watch porn? I responded that's rather presumptuous….I told her the website.

I got more texts from Jessie Tuesday evening as I got ready to go to work. Jessie wanted to know exactly what porn I watched. I finally sent her my username so she could check out my favorites. Jessie was either going to accept me or reject me and there was nothing I could do about it now.

I didn't hear anything more from Jessie except for a good morning or good night text until Saturday. Jessie called me late Saturday afternoon wanting to know what I was doing. I wasn't doing anything. Jessie said I should come over. I tried to find out what Jessie wanted to do but she wouldn't say. I wasn't sure what to expect as I drove to her house.

Jessie opened the door and my eyes about popped out of my head. Jessie was wearing a tight little nurses outfit her breasts were pushing well out over the top of. Jessie invited me in informing me that she was home all alone. Jessie walked away from me towards the couch then stopped and bent over as if to pick something up. I could see Jessie had no panties on as the short skirt exposed her bare ass to me. I had never thought that Jessie could be so sexually adventurous.

Jessie instructed me to come with her. I followed Jessie as she headed upstairs. I reached my hand to Jessie's leg and let it roam up her inner thigh. Jessie seemed to be enjoying showing off and my attention. Jessie led me into her bedroom. Jessie undid my jeans and pulled them and my underwear down as she pushed me onto her bed. Jessie ran her hand over my hard cock and kissed my neck. I was ready to blow my load. Jessie seemed to sense that. Jessie had me scoot back and knelt straddling me. I wondered outloud about a condom. Jessie suggested that it was safe this once since her period just ended. I came almost instantly as Jessie's hot wet pussy engulfed my cock. Jessie rode my cock for several minutes cumming twice herself.

Jessie laid down next to me and said that she forgave me and was sorry. For what I inquired. Jessie said for being boring when it came to sex. Jessie said after talking with her older sister about me she realized that I must really love her. I confirmed Jessie's realization. Jessie said she had loved me since our second date. Jessie discussed what I had revealed to her about my turn ons. Jessie was not interested in having sex with other guys. Jessie said I hope you can love me anyway. Jessie though might like to flirt and tease others if I wanted her to. I told Jessie she didn't have to, I loved and respected her too much to ask her to be anyone but herself. Jessie said she didn't mind teasing others but for now that was as far as she was willing to go.

We ordered a pizza and had sex in every position that we could think of that night. My favorite though was Jessie kneeling on the bed as I took her from behind. The way she rocked back and forth on my cock was amazing. I finally left early Sunday morning not wanting her folks to find me there when they came home Sunday.

Jessie moved in with me a couple of weeks after that. When we went out Jessie now dressed to show off her body. Jessie seemed to enjoy guys checking her out. Jessie on occasion would go so far as to bump into a guy who she caught staring at her. Jessie would either back into them as if by accident or if it was in a crowded place squeeze by pressing her breasts against them. At first Jessie was put off when a guy would inadvertently touch her or more than likely on purpose. Jessie though now would smile when a guy couldn't help but touch her. Several times Jessie had to slip away from a guy who thought he was going to have her. Jessie would laugh after she gave a guy the tease and then the slip.

Jessie had gotten very bold in only two months. My Birthday was coming up and Jessie said she had an idea. Jessie was going to take me to a strip club in the city 35 miles away. We packed an overnight bag in case we got too much to *******, we'd get a room. Jessie wore a very short skirt with only a thong underneath, a pushup bra and v neck top that exposed all of her cleavage. Jessie seemed a bit nervous as she drove us to our destination.

When we got to the strip club we were informed that there was a $5 cover charge. The man at the door decided Jessie didn't have to pay the cover. I was getting out my wallet. Jessie then started flirting with the man at the door to let me go into without paying since it was my Birthday. Jessie was not getting anywhere with getting me in for free, until she dropped her keys. Jessie bent over in front of the bouncer showing him her bare ass. And for good measure Jessie pushed it back against him. The bouncer man grabbed Jessie's hips and thrust against her. Jessie straighten up the man waved us in. Jessie gave him a peck on the cheek as we went inside.

We got a couple of seats at the bar. There was an older man standing at the bar watching the dancer. As soon as Jessie walked by he followed her to the bar. He bought us both a *******. He wanted Jessie to give him a lap dance but she declined. The rest of the guys were watching the naked girls on stage. Jessie was starting to feel a little disappointed, other than the old man who bought us drinks and the bouncer outside Jessie was almost unnoticed.

I suggested we leave and find some place else to go. Jessie agreed when we finished out drinks we'd go. No sooner than Jessie said this in came a group of young men. They were all 21-23 in age having a bachelor party. They were all watching the girl on stage except for one who was staring at Jessie. Jessie turned toward him and uncrossed and recrossed her legs. He immediately tapped the guy next to him and Jessie repeated flashing him a glimpse up her short little skirt. Eventually all eight of them in the group got a peak up Jessie's skirt. One of the young men began suggesting to Jessie that she spread her legs apart. Jessie acknowledged him and uncrossed her legs then slowly spread them apart. I was sure that he had a clear view of everything except what the narrow strip of pantie covering Jessie's pussy. He was now suggesting she slide that to the side. Jessie wiggled in the seat a little then with an apologetic look shook her head.

Finally he got up and pulled another chair up then came over and asked Jessie to come sit with them. Jessie looked at me for an opinion. I shrugged to suggest she go ahead. Jessie got up and went to the ladies room I followed to the men's room. Jessie asked if I was sure. I said it's still only flirting right. Jessie said I don't know if they think that. I returned to my barstool and a few moments later Jessie took her seat with the group of young men. It didn't take long before the guy sitting next to Jessie had his hand on her thigh. He was talking to Jessie who was trying to act amused. After several minutes Jessie went around the table and turned one young man, the groom to be, around. Jessie sat on his lap. Jessie stayed there for a while eventually he started exploring Jessie's body with his hands. He cupped Jessie's breasts in his hands. When he moved his hands down and started to pull Jessie's skirt up to rub her pussy Jessie stood up. Jessie turned around and sat on his lap facing him. I couldn't see exactly what was happening. But had a pretty good idea that his hands were diddling Jessie's pussy. I could see her lips parting as he must have been hitting Jessie's button. Jessie leaned over and gave him a kiss. Jessie then came over to me and said that we needed to leave.

We left immediately confirmed that she had to get up or he was going to have her cumming. Jessie said that they wanted to get a hotel room. Jessie could have done it if it had been just one but not all of them. Jessie told me she was soaking wet. I told her that I liked knowing that she was turned on.

We came to the car but Jessie kept walking. I asked what she was doing. Jessie said she had seen something on the way in she wanted to check out. I hurried to catch back up to Jessie. Jessie pointed across the street. It was an adult novelty store. The sign in the window said toys magazines vids peep show. I was curious about what Jessie was looking for.

There was only one employee and one customer in the store when Jessie and I entered. We both surveyed the store and Jessie made her way towards the toys. Not unnoticed by myself or Jessie was the row of doors in the back of the store. The clerk had made his way over to Jessie in case she wanted to buy a toy. Jessie asked him how that worked back there, gesturing towards the row of doors. The clerk said you go in put quarters in the machine it plays you a video clip. Then he stammered a little as he added but you would want to go in the doors on the backside. Just then a guy came out of one of the booths. I noticed then that a little green light lite up above the door. I asked what the light was for. The clerk continued telling Jessie that there were holes in both sides of the booths. So if you go in the booths on the other side there's a good chance you get to see a man stick his junk through to ya. A green light means that both is empty. That meant there were a lot more people in this place than meets the eye.

Jessie pulled me to the back of the store and around the backside of the booths. The doors from this side were pink. However there were no green lights. Two of the doors had red lights. A change machine hung on the wall in case you needed quarters. Jessie part way down slowly pulled open a door. Jessie went in pulling me to come too. Jessie started kissing me and saying she needed me to fuck her now. I pulled the door closed and it got pitch dark in the little room. As soon as I turned the knob to latch the door a dim light came on.

There on the back wall was a pay to view video screen and a condom dispenser. Jessie was getting my cock out as I worked my hands on her breasts. Jessie then turned to get her purse. That's when Jessie saw the long cock poked through the hole. Jessie touched it with her hand and began to pet it. The cock became instantly more rigid. Jessie was stroking this long thin white cock. Jessie crouched down in front of it and took the cock into her mouth. Jessie quickly removed her mouth from the cock but continued to stroke it. Jessie stuck her tongue out and ran her finger in and out of her mouth. Jessie whispered for me to get her a condom. I pulled two quarters out of my pocket. Jessie seeing I was short handed me her purse.

I got a condom from the machine. Jessie took the condom from me and rolled it onto this cock, just as she had done with my cock on numerous occasions. Jessie stroked the condom fully on then sucked on the head of the long cock. Jessie then stood up slipping her thong off. Jessie whispered happy Birthday as she backed her pussy towards the cock. Jessie bent over as I watched the tip of the eight inches of cock sticking through the hole touching Jessie's pussy. Slowly at first the cock began be pushed inside of Jessie's pussy. After the first couple of inches of cock were inside Jessie's pussy, Jessie pushed back hard and the cock almost completely disappeared into her. Jessie was riding her pussy back and forth on this long cock and was pushing her ass against the wall. Jessie grabbed me to hang onto as she picked up her pace. My cock was rock hard as Jessie fucked herself on that long cock. It didn't take long for both Jessie and this stranger to cum. Although Jessie was breathing heavily. Jessie leaned back against the wall resting for several minutes with the cock buried in her. Jessie started to moan as the guy must have been sliding in and out of her pussy. Jessie let out a disappointed sigh as the cock withdrew from her pussy.

Jessie stood up leaning against the wall. The guy then asked what Jessie's name was. Jessie turned around letting her short skirt fall back down over her ass and said Jessie. There was a knock on the opposite wall and a short chubby cock appeared through the hole. Jessie reached out to hold this new cock. The first guy was sticking a piece of paper through the hole. Jessie didn't notice until he knocked on the wall. Jessie took the paper which had Rex and a phone number written on it. Rex said call or text me. Jessie said I will. I had a sudden knot in my stomach hearing Jessie saying that.

Jessie stuck the note in her purse then knelt in front of the new cock. Jessie stroked at the cock then began sucking on it. It must've tasted good because Jessie was getting all of this stubby cock in her mouth. Jessie bobbed her head up and down on this cock for several minutes. I heard Rex leave the booth on the other side. Jessie was sucking on this guy's cock like it was candy. All of a sudden Jessie pulled her mouth off of the cock sensing he was going to cum. Jessie wasn't ready to swallow. It didn't stop him from cumming. The first spurt of cum hit Jessie in the nose and mouth. Jessie continued to stroke the cock with her hand. More cum came out and landed on Jessie's breasts. The guy then pulled his cock out of the hole.

Jessie got back to her feet and showed me the spunk running down her chin and her cleavage. I grabbed some of the paper towels and helped her wipe the cum off. Jessie said shhhh. I stopped moving, Jessie had heard the door close on the booth Rex had been in.

I was ready to go. I couldn't wait to fuck Jessie after the show with Rex. Jessie picked up her thong and stuffed it in her purse. Then however a fat black uncut cock appeared through the hole. Then came a knock. I wasn't sure how Jessie felt. I did know that a lot of my favorite porn videos were of black guys fucking white wives. I got my answer. Jesus grabbed the cock and whispered I'm going to need another condom. That meant we needed more quarters.

I opened the door and went out to get the quarters. Jessie had the fat black cock in her hand. It took a bit to find a dollar that the machine would take. When I opened the door back up I could see Jessie was on her knees. Once I latched the door and the light turned on I could see a lot more. I had seen that this cock was thick but. Jessie had both hands wrapped around the thick shaft and was sucking what she could. He was at least as long as Rex and twice as thick. I really didn't think Jessie could or even would try to fuck this cock. Jessie held out her hand for the condom so I went ahead and put the quarters in and turned the handle. I handed Jessie the condom. Jessie continued bobbing her head up and down sucking on his big black cock as she opened the condom. Jessie took her mouth off the cock and said I want you in my pussy. I saw the cock twitch as Jessie said this. Jessie tried to get the condom on his cock but couldn't. Jessie asked if he minded putting it on. He said sure, I'm Frank. Jessie was Jessie's response.

Frank pushed his cock back through the hole. The condom only covered about two thirds Frank's large cock. Jessie ran her hands up and down Frank's cock a little more. Jessie slipped her skirt off and turned around. Taking a deep breath Jessie leaned forward and inched her self back to Frank's waiting cock. Jessie then whispered to me to help her get it started in. I wasn't sure what to do. I didn't want to grab Frank's cock. So I pulled Jessie's pussy lips open and guided her to Frank's cock. Jessie's pussy was in contact with Frank's cock now but the angle was not right. Frank's cock slipped down across Jessie's clitorus as she moved back. Jessie moved forward and I lined up her pussy with Frank's cock. This time I picked up on Frank's cock. It didn't slip by. Jessie let out a groan as the head of Frank's cock pushed into her pussy. Jessie didn't seem to be able to take anymore. Jessie held still. Then I could see Jessie was wiggling trying to get Frank's cock deeper. Jessie gradually got more of Frank's cock into her. Jessie was orgasming by the time she got 3 inches of Frank's cock inside her. At the height of her orgasm Jessie pushed back hard. Frank's cock pushed deep inside of Jessie's pussy. Frank let out a groan. Jessie then made me get in front of her so she could hang onto me. Jessie finally pushed her ass against the wall and stayed there. Frank was shoving his cock deep into Jessie's pussy over and over again. I reached my hands down and put them on Jessie's belly. I could feel Frank's cock as it slammed into Jessie's belly repeatedly. Jessie was going out of her mind as she came nonstop. After a couple of minutes Frank started to grunt and his pace slowed. Jessie shrieked and dug her nails into me when Frank shoved his cock into her as he came.

Jessie stayed bent over hanging onto me for a long time. Frank continued sliding his cock into Jessie's pussy for close to 15 more minutes. Jessie asked if I had a piece of paper. I didn't. Jessie took a dollar out of her purse. Jessie took out her lipstick and wrote her name on one side and her number on the other side of that dollar. Frank's cock had disappeared back through the hole. Jessie asked him not to go yet as she wrote out her number. Jessie said here as she stuck the dollar through the hole. Jessie said I love your cock. My cock loves your pussy Frank said.

Jessie could hardly stand up straight. I had to help Jessie get her skirt on. I told Jessie I couldn't wait to feel her pussy now. Jessie suggested that we go ahead and get a room.

The night was not over but that's another story…
 
Would love to hear more

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 forsing 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 ******* 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 ******* 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 *******. 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 ******* God damn. Frank thrust a final time almost knocking my hand off Jessie’s belly. Jessie yelled out ahhhh ******* 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.
 
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