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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 like that. She said “you shouldn’t worry so much about what Frank would like, do you think he worries about your feelings?”.Terry had moved close to me. I was trying to understand what she meant, when she grabbed my belt and pulled me to her. My cock jumped to attention from her grabbing me. She ran her other hand down across my bulge. She then pushed me back into my chair and sat down on my lap. Terry’s short dress rode up her round black ass as she rubbed against my stiffening cock. I put my hands on her smooth thighs. I could feel the heat from her pussy through my pants as she rubbed it against my cock. I was trying to figure out how to release my cock. Terry stood up and moved away from me pulling her dress down over her shapely ass as she did. Terry told me that she wasn’t that easy. If I wanted her I’d have to earn it. She wanted to be wooed. Then she said “silly me” as she pulled her panties out of her purse and put them on. I asked how I was supposed to do that. I didn’t even have her number. She said if I was serious I would figure it out, and went out the door. I certainly wouldn’t ask Frank for his wife’s number. Then it hit me. The emergency contact list Frank must be on there too. I pulled up the file and sure enough. Terry was his primary and both her mobile and home numbers were there. I entered them into my phone. I would text her later after Monica her lunch date got back to the office. I looked down at my pants. There was a wet smear. I knew that it wasn’t all from me and smiled to myself. I then went to catch up on my hidden camera in my bedroom. Jessie didn’t get up until about 10:30. She went in the bathroom with her phone. She returned a few minutes later and stripped off her nighty. As Jessie turned to go to her dresser I got a good view of her nipples. Still swollen and dark red from the guy who had been there yesterday morning. She put on a bra and a short dress but no panties and left the bedroom. I was caught up with the video and my lunch hour was almost over. Jessie hadn’t been back in the bedroom. I decided to text her to ask how her day was going. Curious as to what she had been doing. I got no response at least for several minutes. Jessie returned to the bedroom in just her bra and went into the bathroom. Moments later I got a text from her “sorry I took so long Frank was here”.I was thinking about how Terry had said that she wanted to be wooed. I decided to send Amy a message through Facebook since I didn’t know how else to reach her. I asked her how she was doing. I had given up on her responding. I was out on the floor when I got her message “scared”. Then another message “are you sure Frank came in me “. I sent her my number so she could text me. I immediately got a text from her saying that I didn’t answer her question. I saved her number and responded “YES”. Then I sent her another “I’m sorry”.Monica finally got back from lunch. I sent Terry a text to let her know that I had her number. She responded “Ok”. I then asked her if she was free for lunch tomorrow. She sent back “I might be but only if you call and ask me”. I was trying to get back to my office so I could call Terry. Devin and Tyson had me hemmed up and were talking smack, as usual. Ever since they helped Jessie and I move, they couldn’t help but offer to come over. They would show Jessie what a real man could do. How I was to scared cause I knew once she went black she wouldn’t go back. I was finally back in my office and called Terry. I asked if I could take her to lunch tomorrow. She said that before she would agree I had to be honest with her. I said of course not sure where she was going with this. She asked me if Frank was having sex with my wife. I didn’t know what to say I’d just told her that I would be honest but I never dreamed that she would ask me that. There was a long pause before she said that she was okay with it. I just wanted to see if you’d lie to me. I then asked “you knew”. Terry didn’t answer but asked if I was looking for revenge with her. I realized what she was asking and answered no that she is incredibly sexy and that’s why I want to spend time with her. Terry was satisfied with my answer. Which was basically true the fact that she was Frank’s wife was also atakum escort a bonus. Terry said that she would meet me at the Palm’s restaurant near the mall. She wouldn’t be comfortable meeting me at work to go with me. I had found something in Jessie and I’s prenuptial agreement. Sure I had to give her $6000 a month if I divorced her regardless of the reason. I also, after reading it over and over and even taking it to a lawyer, found that if Jessie divorced me it wouldn’t apply. I couldn’t wait until tomorrow. I had a hard on thinking about Terry in her short tight sexy red dress. And how much I wanted to bang her gorgeous ass until I filled her married pussy with my cum Amy sent me another text “are you sure you didn’t cum in me”. I replied “no although I wish I did”. Amy said “it’s okay if you did”. Again I sent “I didn’t…but I want to “. Amy sent me a bushing emoji. Thursday morning seemed to drag on forever. Until 10:00 when I pulled up my video feed on my phone. Jessie was out of bed as soon as I left at 7:30. It was 10 minutes later that she came in the bedroom with the white guy from Tuesday. She was already naked and he was trying to suck on her nipples as she walked to the bed. Jessie sat down on the edge of the bed. While he sucked her nipples Jessie undid his pants and pulled them down with his underwear. As he removed his pants and underwear Jessie slid off the bed. She grabbed his cock with both hands and took it into her mouth. Jessie had been sucking on his long white cock for several minutes when he pulled away from her. Jessie got to her feet and leaned over the bed. The guy had a condom in his hand as Jessie waited ass up and feet spread apart. There was a pause then the guy tossed the condom aside. He put one hand on her ass and gripped his cock with the other. His cock disappeared slowly into Jessie.Jessie’s ass lifted up with every thrust from her secret man. Her feet were now in the air. The guy grabbed her shoulders to pull her to him as he slammed into her pussy. My own cock was hard now watching Jessie. It brought back visions of the first time that I watched her get fucked by another guy. That had been in a parking lot on the hood of a car. Jessie had been leaned over the car. This time though there was no protests from Jessie. She was eager to have this guys bare cock pump her pussy full of his cum.My cock was rock hard as I watched Jessie getting fucked. The guy pulled his cock out as Jessie’s feet returned to the floor. Cum ran out of her pussy when his cock came out. Jessie went to the bathroom. The guy followed her.It was several minutes before they returned to the bedroom and got on the bed. They began making out laying on the bed. I had to stop watching though for now and do some work before my lunch date with Terry. I was disappointed that Terry had dressed very modestly, in slacks and a top that revealed nothing. We got a table and Terry sat across from me. It felt like a business meeting rather than a date. Terry told me about her and Frank’s relationship. She had her tubes tied when their second c***d who was supposed to be a boy was born by c-section. Frank didn’t want to adopt. So she had a tubal reversal years later because Frank really wanted a son. For two years Frank tried daily to get her pregnant but with no success. Terry
was sick of sex by the time Frank gave up. They had tried to use a surrogate mother for Frank to have his own son. He had two more daughters who are with there Mother’s and he pays c***d support. It was five years ago that Terry and Frank agreed to let Frank seek out women to get pregnant. They had not had sex since then. Terry had developed a couple of lesbian relationships since to fulfill her sexual needs. Two years ago Frank had found a couple that wanted to have his baby. Frank had sex with the wife daily for months but couldn’t get her pregnant. He went to the doctor to get checked out and found that he had plenty of sperm. When he asked her to do the same. The couple finally confessed to not really wanting his baby. I now doubted that Terry was looking for sex with me. I asked her what she wanted to do with me. Terry said that she wanted to spend time with me. She was interested in having sex with a man again. I asked what about Frank. Terry didn’t want to encourage him because honestly she didn’t want his monster cock destroying her.I paid the check for lunch. Terry asked if I had time to go shopping with her before going back to work. Honestly I didn’t but I was still hopeful of getting to have sex with her. Especially if she hadn’t had sex with a man in five years. So I agreed to go shopping with her.We walked to a high end department store. Terry wanted me to pick out a dress for her. I picked out a short atakum escort bayan blue dress with a low cut front and an open back. Terry tried on the dress and modeled it for me. It showed the top of her bra and barely covered her crotch. She didn’t have to ask if I liked it my smile gave me away. When Terry turned around I saw that her panties were showing in the low cut of the back. I paid for the dress. Terry promised to wear it on our next date. If I wanted to see her again. Of course I wanted to see her again especially in the dress. Terry took my hand as we walked back to her car. She turned to me by her car and gave me a hug and brief kiss. Then told me to get back to work. I didn’t have a chance to watch anymore of Jessie in the bedroom that day at work. When I got home Frank was already there. Frank and Jessie were in the bedroom having sex. I went into the other bedroom and watched the video from where I had left off.Frank spent the night. I slept in the spare bedroom. I was woken up twice during the night to Jessie’s yelling yes yes fuck yes. Then again at 5:30 a.m. Frank left shortly after that. Jessie came into see me when Frank left. She asked if I wanted to clean her pussy. I rolled over ignoring her request. Jessie slipped into bed with me and began stroking my cock. I wasn’t turned on but she wouldn’t stop. She started sucking my cock and eventually had me hard. She climbed on and put my cock into her sloppy pussy and rode me until we both came. Jessie suggested that we go back our bedroom and rest for a couple of hours. She didn’t know what was wrong with her she just couldn’t get enough sex. We slept until we had to leave for our wedding. I had lunch with Terry the following Tuesday again meeting her at the Palm’s. Terry requested a booth. She slid into the booth and patted the seat for me to sit next to her. I obliged her request. I couldn’t take my eyes off her breasts which were largely visible in the skimpy blue dress.I hadn’t even realized that my cock was hard until Terry ran her hand across it. Terry had crossed her legs when she sat down. I tried to apologize for being too horny. She was pleased that I was so turned on. She moved my hand to her leg. I felt her leg. Eventually Terry uncrossed her legs after we had ordered our lunch. I slid my hand up Terry’s inner thighs. She gripped my cock as my hand reached her pussy. She bit her lip as I rubbed her pussy through her panties. I worked her panties to the side. Just then our waiter returned with our drinks. Terry recrossed her legs and let go of my cock. When she leaned forward to have a drink I placed my hand on the back of her neck. I slid my hand down across her bare back. She smiled at me as my hand reached the dress near her ass. I realized now that she wasn’t wearing a bra. My fingers played with the string of her thong.Terry leaned back and I removed my hand from her back. I was staring at her breasts. She said “you like?” I replied “as far as I can see, they must be amazing”. I suggested that we go to her house after lunch. She couldn’t do that since it was only our second date. I countered that her sitting on my lap last Wednesday should count as a date. She laughed. I was getting frustrated with Terry’s putting me off. I felt much better when we got up to leave. Terry took my hand and wrapped herself in my arm. She placed my hand on her hip. She put her arm around my waist. As we walked towards our cars I slid my hand to her ass and gave it a little squeeze. With her arm around my waist she tugged me to her.Once we were by Terry’s car I turned her to face me. I kissed her full on the mouth she responded kissing me back wrapping her arms around my neck. Her tongue pushed into my mouth. She tasted like the pina colada she had been drinking. I pushed my tongue into her mouth and we continued kissing. Terry’s breasts were pressed against me. I began to feel my cock grow. After several minutes I slid my hands down her back to her ass. We continued to kiss passionately. I was feeling her ass but resisted the temptation to work her dress up and feel her ass without the dress covering it. She moved one hand from around my neck as we kissed and I massaged her ass. Terry slipped her hand between us and began feeling my cock. My cock was fully hard. Terry’s dress was riding up. She broke the kiss and said we needed to get in the car. I went around to get in hoping that she wanted to take me to her house. When I got in Terry had her seat laid back. I leaned the passenger seat all the way back. Terry moved almost on top of me kissing me again. She had one hand on my cock. I pulled her dress up and felt her ass.After several minutes Terry sat back in her seat. I moved across to kiss her more. This time my escort atakum hand moved to her pussy. Terry was stroking my cock through my pants. I slid her panties aside and slipped my finger into her hot wet pussy. I found her clitorus and began working it with my finger. After a minute or two Terry stopped kissing me and started to moan. As Terry moaned from my finger on her pussy I worked one of her breasts out of her dress. Her breast was soft and large. I moved my mouth to her breast. She moaned louder as I sucked her nipple. Suddenly she asked me to stop. I lifted my head from her breast still fingering her pussy. She said “next time…please”. I remove my finger from her pussy and sat back in my seat. Terry asked when we could go to my place. I remembered that Jessie had a doctor’s appointment Friday that she wanted me to go to with her. I told Terry that we could go to my place Friday. Terry worked her breast back into her dress. She kissed me again rubbing my hard cock. Then said “until Friday then.” We kissed for several minutes. Terry then told me I better leave because she didn’t want to lose control again. Friday I called Jessie a half hour before her doctor’s appointment to tell her I wasn’t going to be able to make it. She should go without me. I left work and went out to the street where Terry was waiting for me. I got in and she drove to my apartment.Jessie was just getting into her car when we arrived so Terry drove around the block. Terry and I finally got into the apartment. Terry was again wearing the blue dress I had bought for her. I was already hard and Terry had noticed. Once in the apartment she backed up against me pressing my cock firmly to her ass. I pulled the hem of her dress up exposing her ass. She wasn’t wearing any panties. Terry turned around and we began kissing passionately while I massaged her ass.We finally made our way to the bedroom. Terry was undoing my pants while we kissed. I was trying to remove her dress. Terry showed me how to get it off. Her breasts
were awesome. I slid her dress down over her hips and she stepped out of it. Her skin was smooth as silk including her bald pussy. We continued kissing. My hands running over her silky black beautiful body. I moved Terry onto the bed. She moved farther onto the bed, laying on her back. I got on the bed next to her kissing her my hand caressing her breasts. I moved my hand from her breasts down across her stomach to her silky pussy. I caressed Terry’s pussy with my hand while kissing her. She was starting to moan. I moved my mouth down kissing her breasts before licking and sucking her nipples. Terry was moaning louder now but stopped to tell me to tongue her pussy. I was ready to strip and plunge my cock into her pussy. I moved between Terry’s legs and began eating her pussy. I was listening to her as I tongued her pussy. She was moaning oh yes as I flicked her clit with my tongue. I kept it up since she really seemed to like it. My tongue tired so I plunged it into her pussy and sucked up her juice.Terry had her hands on my head as I resumed flicking her clit with my tongue. I was running my finger in and out of her pussy at the same time. I felt her body tense. Terry moaned loudly and cried out as she pulled my head to her pussy. I felt a flood of juice on my finger. I moved my mouth down to suck up her juice. I had Terry’s juice running down my chin when I finally moved from between her legs. Terry had me get off the bed and she pulled down my pants. Terry knelt in front of me and began sucking and stroking my cock. Terry now had one hand on my ass and one grabbing and massaging my balls. Slowly her mouth completely engulfed my cock. I could feel her tongue working on my cock. It felt amazing.I warned Terry to stop before I came. Terry didn’t stop. Instead she started bobbing her head rapidly on my cock. She was gurgling as she continuously took my cock deep Into her throat. My balls were slapping against her chin. I couldn’t hold back anymore and started to cum. Terry kept the head of my cock in her mouth running her tongue around it. She had one hand squeezing my balls and the other one was stroking my cock. Terry swallowed all of my cum. She stood up and commented what a huge amount of cum I’d fed her. My cock was still hard. I crouched down a little bit and pushed it between her legs. She kissed me as my cock rubbed against her pussy. I could feel the moisture and heat as my cock slid back and forth between her pussy lips. Finally my cock didn’t slide by. Before I could push more than the tip of my cock into her Terry stepped back. She said that she wasn’t ready for that now.What to hell I thought to myself. I was surprised and unsure of what she meant. Terry was putting her dress on. I finally asked what she meant by ” she wasn’t ready now.” She explained that she was a little old fashioned she guessed, but she wanted to save that for next time. Besides she didn’t want to be here when Jessie came back. Something special to look forward to..
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