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23 Mart 2023, 16:40
While Dawn and I had been talking and having drinks over a two week period, I had also been contacted by someone I knew through a prior job.
Debra and I knew each other fairly well, not great. We'd had lunch a few times on a professional level, and were involved in some projects together, but we weren't exactly friends and were never co-workers. Just professionals whose paths crossed occasionally.
Right about the time I had first been in touch with Dawn, Debra reached out to me through LinkedIn to ask if I wanted to have lunch. As far as I knew, she was married, but it had been about five years since I had seen her. I assumed this was a professional catch up meeting and had no other thoughts.
My lunch with Debra was about a day or two after my second date with Dawn - the after work drinks. I noticed right away that Debra no longer wore a wedding ring. I avoided this subject, and we talked the usual talk about work and our related professions, what was new in the world of what we did, and all that BS.
Talk soon turned personal, she asked about my kids, and then I fessed up that my wife and I had split up.
She nodded and said, "Yes, I had heard that, I'm so sorry. I went through it about four years ago, and I know how hard it can be."
So we finished our lunch talking about divorce, kids and the havoc it can wreak on everyone's life, even though at the end of the day, it's better than living in a miserable marriage. Neither of us mentioned that we were dating anyone, in fact the topic did not come up. We vowed to keep in touch and hopefully get together again. We exchanged thank you texts the next day, and talked about possibly getting together the following week.
Of course, I was courting Dawn at the same time, but felt no sense of loyalty to either Dawn or Debra since nothing had happened with anyone yet, and it's perfectly fine for single men to date more than one woman, at least at the early stages I was at.
The morning after I had fucked Dawn, Debra texted me asking about a drink or dinner. I thought, "Damn she's assertive, I like it!!"
I'll describe Debra - short, about 5'3", smallish breasts - A cup, but her best feature was a big round ass. She wasn't knock-out pretty, maybe a six and a half, but prettier than Dawn. I had always been attracted to Debra, a lot to do with the fact that she's very smart and witty, understands my sense of humor, and I hers, and I LOVED that ass. I had jerked off thinking of that ass several times during the blue ball doldrums of my marriage.
Debra and I met up that very night, a couple cocktails and some dinner at a local lakeside bar. It was then I found out that she had had an affair, got caught, but it was fine because she wasn't in love with her husband anyway, and they separated. She was with the affair partner for about a year after, but those things rarely worked out long term, and their relationship petered out soon after the divorce was final. She had dated but had not met anyone that rang her bell much since then, so she focused on her kids and her career for the last two plus years.
I was a bit more vague about my situation. Çankaya Escort (http://eryamansu.com/ad-category/cankaya-escort/) I certainly couldn't tell her that I had gotten laid just last night. And I wasn't about to tell her that I had banged two family babysitters over the last five years. So I told her that since I've only been separated for about two months, obviously I hadn't had much of a chance to date. She told me that word spread fairly quickly about my separation, and she didn't want to wait too long to reach out.
We had a great time, and went back to her house for some more privacy after dinner.
Of course, nature took its course, and before long we were hot and heavy on her couch.
Turns out Debra loved to suck cock, and she soon found herself on her knees while I sat back and watched her. She took her time making love to my cock with her mouth. I wanted her to lick my balls, so I grabbed my cock and lifted it up, and she got the hint right away. She bathed my balls in her saliva, and replaced my hand with hers to keep stroking me.
She returned to my shaft, and got down to business. I was getting close to coming, and let her know that in case she had other ideas.
"You're going to make me come," I said, which caused her to increase her actions a bit. I grabbed onto her head lightly and steadied the pace, finally announcing, "I'm coming," and unleashed a decent load into her mouth. She hung in there, taking all of my cum and swallowing it without a problem.
She sat back on her knees, continuing to stroke my dick as it deflated. "I love to give head," she said, stating the obvious.
"I can tell," I replied, "and I like to give as well."
"Follow me then," she said with a smile, taking my hand as I pulled myself together and got my pants up. Jumping on her bed, I pulled her toward me. We kissed, and I rolled her on her back, and now it was my turn.
We undressed her as fast as we could. As I suspected, she had smallish breasts, but nice and firm despite having two kids. I paid due attention to her tits and nipples, but she wasn't as responsive as others had been. Not all women are turned on by tit play I guess.
I moved down to her pussy. She had a light five o'clock shadow all over her mound, it was sexy. Her pussy smelled very nice, just a hint of muskiness, probably because it was now about 9:00 pm and we had met after work, so it was a bit of a long day for her.
I took my time, as she had with me, slowly licking the outside of her vagina, flicking my tongue on her clit and swirling it around, finally putting my tongue inside her wet hole. She must have been on edge, because she came pretty quickly, whispering a throaty "Oh God I'm coming," and shuddering. I thought about giving her another, but I was anxious to fuck her.
I moved up and lined my dick up against her soaking wet pussy. She put her hands on my chest and held me there, asking, "Do you have protection?"
I said, "I had a vasectomy years ago."
She replied, "Oh God then fuck me," and pulled me into her to the hilt.
I love the look on a woman's face when you first penetrate Cebeci Escort (http://eryamansu.com/ad-category/cebeci-escort/) her, and Debra's face was such a turn on. If she hadn't had sex in two or three years, then that explains why her eyes got wide and rolled back, and she grabbed onto my back and dug her nails in. Our foreplay had been rather gentle, and I continued that for the first few minutes, with long slow strokes while we each got accustomed to the new feel of each other.
Finally I pushed myself back so I could get a good look at her, she looked really good with my cock in her pussy.
She saw me looking at our union and asked, "How does it look?"
"Really, really good," I answered. "Sexy."
I pulled my cock out so just the tip was resting inside her hole, then watched myself disappear into her. I did this several times, and then I guess Debra decided she had had enough of the gentle stuff.
She grabbed her own feet, pulled them wide and back, and said, "Fuck me!"
I happily obliged and really began driving myself into her. I hooked her knees with my elbows, she let go of her feet and grabbed my ass, really forcing me inside of her.
She threw her head back and groaned in what I assumed was another orgasm, and I announced my own with, "I'm going to come soon."
She replied simply, "Go," and I let loose inside of her.
Debra was the first person I had fucked that I had a previous professional relationship with. While I was fucking her, and watching her suck my cock, and listening to her dirty mouth, I thought back to the many group meetings we had, the times I watched her speak at a conference etc. I would never have guessed that she was such a horny bitch, I would have bet more on her being a cold fish. It made me look at all other professional women differently after that, and for the most part it held true that most are all polished and sophisticated in the workplace, but get them into bed and their true cock-hungry colors really show.
A minute or so after I came, I pulled my shrinking cock from her cunt with a wet "pop" and her pussy gurgled with a mix of cum and air being released. We both laughed and flopped on our backs.
"That was great," she said, and I agreed. Within minutes, we were both asleep.
I woke up around midnight, a bit disoriented. I thought about getting dressed and leaving, but Debra woke up and grabbed my arm, perhaps reading my mind, and said, "Please stay."
So I went to the bathroom, found a new toothbrush, used the facilities and returned, crawling into bed with her, both of us naked.
I woke early the next morning to the sound of her showering. She came out wearing a robe, which she dropped on the floor before she crawled back into bed. Her interest was not in sleeping though, as her mouth went right to my cock, which was already twitching back to life at the sight of her naked body.
Debra sucked me to hardness. I put my hands on her head to see how deep she could go (thoughts of Kelly's deep throat skills on my mind) but that wasn't her cup of tea I guess. She only went about halfway despite my efforts. Çukurambar Escort (http://eryamansu.com/ad-category/cukurambar-escort/) I thought she was going to make me come, but she stopped and climbed on top of me, slowly riding me, using a number of different positions and angles. I had my hands on that beautiful big ass of hers, and my masturbatory thoughts of years past came to me. I wanted to fuck her from behind, and I let her know.
"I want you from behind," I whispered, and she groaned, "Oh that's my favorite!"
I rolled her onto her stomach, and she propped herself up on her elbows and presented her delicious ass to me. I wasted no time, reaching between her legs to finger her wet hole, then sliding my cock in until her round asscheeks were pressed against my stomach.
I caressed her ass for a minute or two, it really was such a fine piece of art. Nice and round and too big for her short frame, it really was an amazing feature. Finally she started fucking back at me, anxious for me to really get into her.
I took the hint and grabbed her hips, thrusting slowly at first but then picking up speed. She got up on her hands and threw her head back with a groan as she climaxed. I rubbed her asshole with my thumb a bit, and this got her attention.
She looked back and me wide eyed and said, "Finger my ass, and give me your cum."
Doing as instructed, I wiggled the tip of my thumb into her asshole, which made her clench her cheeks and tighten the grip on my cock. Within a few seconds I was depositing my second load in less than 12 hours into her pussy.
I collapsed on top of her, and we caught our breath for a minute or two.
We slowly got up, and she offered some coffee, which I readily accepted. We parted ways with a promise to get together soon, and off we both went to work.
Of course, this left me with quite a dilemma. I really liked both Dana and Debra, but needed to choose. Now that sex was involved, I wasn't interested in juggling two women, nor was that fair to them. Much as I liked Dana, I reached out to her and told her that an old friend had come back into my life unexpectedly, and I was going to pursue that and wanted to be fair to her. She was pissed of course, and I understand why, but I felt like it was the right thing to do.
Debra and I hung out together for about four months. There was nothing crazy or unusual about our sex life, mostly we'd have sex at one of our houses when our custody schedules matched up, we'd sleepover, have sex at night and the morning. Our sexual chemistry was great and the sex off the charts. She'd suck my cock and swallow my cum happily when she had her period, and she enjoyed ass play, though we never had anal.
When she had a buzz, she'd get a bit adventurous. She blew me on her back patio one time, when any of her neighbors could have seen (it was night but we were sitting by a fire), and one weekend when we went away, she went out without underwear and insisted that I finger her while sitting at the bar.
Ultimately though, she was annoyed that my ex was always in contact with me. Having been recently separated, there was a lot of contact about money and kids and schedules etc., which newly separated people have to go through. Debra, having been divorced for 5 years at that point, must have forgotten what that was like, and it bothered her to the point that she finally said something like - "call me when you're actually divorced."
I actually did, a few years later, and we had a one-time booty call.
Debra and I knew each other fairly well, not great. We'd had lunch a few times on a professional level, and were involved in some projects together, but we weren't exactly friends and were never co-workers. Just professionals whose paths crossed occasionally.
Right about the time I had first been in touch with Dawn, Debra reached out to me through LinkedIn to ask if I wanted to have lunch. As far as I knew, she was married, but it had been about five years since I had seen her. I assumed this was a professional catch up meeting and had no other thoughts.
My lunch with Debra was about a day or two after my second date with Dawn - the after work drinks. I noticed right away that Debra no longer wore a wedding ring. I avoided this subject, and we talked the usual talk about work and our related professions, what was new in the world of what we did, and all that BS.
Talk soon turned personal, she asked about my kids, and then I fessed up that my wife and I had split up.
She nodded and said, "Yes, I had heard that, I'm so sorry. I went through it about four years ago, and I know how hard it can be."
So we finished our lunch talking about divorce, kids and the havoc it can wreak on everyone's life, even though at the end of the day, it's better than living in a miserable marriage. Neither of us mentioned that we were dating anyone, in fact the topic did not come up. We vowed to keep in touch and hopefully get together again. We exchanged thank you texts the next day, and talked about possibly getting together the following week.
Of course, I was courting Dawn at the same time, but felt no sense of loyalty to either Dawn or Debra since nothing had happened with anyone yet, and it's perfectly fine for single men to date more than one woman, at least at the early stages I was at.
The morning after I had fucked Dawn, Debra texted me asking about a drink or dinner. I thought, "Damn she's assertive, I like it!!"
I'll describe Debra - short, about 5'3", smallish breasts - A cup, but her best feature was a big round ass. She wasn't knock-out pretty, maybe a six and a half, but prettier than Dawn. I had always been attracted to Debra, a lot to do with the fact that she's very smart and witty, understands my sense of humor, and I hers, and I LOVED that ass. I had jerked off thinking of that ass several times during the blue ball doldrums of my marriage.
Debra and I met up that very night, a couple cocktails and some dinner at a local lakeside bar. It was then I found out that she had had an affair, got caught, but it was fine because she wasn't in love with her husband anyway, and they separated. She was with the affair partner for about a year after, but those things rarely worked out long term, and their relationship petered out soon after the divorce was final. She had dated but had not met anyone that rang her bell much since then, so she focused on her kids and her career for the last two plus years.
I was a bit more vague about my situation. Çankaya Escort (http://eryamansu.com/ad-category/cankaya-escort/) I certainly couldn't tell her that I had gotten laid just last night. And I wasn't about to tell her that I had banged two family babysitters over the last five years. So I told her that since I've only been separated for about two months, obviously I hadn't had much of a chance to date. She told me that word spread fairly quickly about my separation, and she didn't want to wait too long to reach out.
We had a great time, and went back to her house for some more privacy after dinner.
Of course, nature took its course, and before long we were hot and heavy on her couch.
Turns out Debra loved to suck cock, and she soon found herself on her knees while I sat back and watched her. She took her time making love to my cock with her mouth. I wanted her to lick my balls, so I grabbed my cock and lifted it up, and she got the hint right away. She bathed my balls in her saliva, and replaced my hand with hers to keep stroking me.
She returned to my shaft, and got down to business. I was getting close to coming, and let her know that in case she had other ideas.
"You're going to make me come," I said, which caused her to increase her actions a bit. I grabbed onto her head lightly and steadied the pace, finally announcing, "I'm coming," and unleashed a decent load into her mouth. She hung in there, taking all of my cum and swallowing it without a problem.
She sat back on her knees, continuing to stroke my dick as it deflated. "I love to give head," she said, stating the obvious.
"I can tell," I replied, "and I like to give as well."
"Follow me then," she said with a smile, taking my hand as I pulled myself together and got my pants up. Jumping on her bed, I pulled her toward me. We kissed, and I rolled her on her back, and now it was my turn.
We undressed her as fast as we could. As I suspected, she had smallish breasts, but nice and firm despite having two kids. I paid due attention to her tits and nipples, but she wasn't as responsive as others had been. Not all women are turned on by tit play I guess.
I moved down to her pussy. She had a light five o'clock shadow all over her mound, it was sexy. Her pussy smelled very nice, just a hint of muskiness, probably because it was now about 9:00 pm and we had met after work, so it was a bit of a long day for her.
I took my time, as she had with me, slowly licking the outside of her vagina, flicking my tongue on her clit and swirling it around, finally putting my tongue inside her wet hole. She must have been on edge, because she came pretty quickly, whispering a throaty "Oh God I'm coming," and shuddering. I thought about giving her another, but I was anxious to fuck her.
I moved up and lined my dick up against her soaking wet pussy. She put her hands on my chest and held me there, asking, "Do you have protection?"
I said, "I had a vasectomy years ago."
She replied, "Oh God then fuck me," and pulled me into her to the hilt.
I love the look on a woman's face when you first penetrate Cebeci Escort (http://eryamansu.com/ad-category/cebeci-escort/) her, and Debra's face was such a turn on. If she hadn't had sex in two or three years, then that explains why her eyes got wide and rolled back, and she grabbed onto my back and dug her nails in. Our foreplay had been rather gentle, and I continued that for the first few minutes, with long slow strokes while we each got accustomed to the new feel of each other.
Finally I pushed myself back so I could get a good look at her, she looked really good with my cock in her pussy.
She saw me looking at our union and asked, "How does it look?"
"Really, really good," I answered. "Sexy."
I pulled my cock out so just the tip was resting inside her hole, then watched myself disappear into her. I did this several times, and then I guess Debra decided she had had enough of the gentle stuff.
She grabbed her own feet, pulled them wide and back, and said, "Fuck me!"
I happily obliged and really began driving myself into her. I hooked her knees with my elbows, she let go of her feet and grabbed my ass, really forcing me inside of her.
She threw her head back and groaned in what I assumed was another orgasm, and I announced my own with, "I'm going to come soon."
She replied simply, "Go," and I let loose inside of her.
Debra was the first person I had fucked that I had a previous professional relationship with. While I was fucking her, and watching her suck my cock, and listening to her dirty mouth, I thought back to the many group meetings we had, the times I watched her speak at a conference etc. I would never have guessed that she was such a horny bitch, I would have bet more on her being a cold fish. It made me look at all other professional women differently after that, and for the most part it held true that most are all polished and sophisticated in the workplace, but get them into bed and their true cock-hungry colors really show.
A minute or so after I came, I pulled my shrinking cock from her cunt with a wet "pop" and her pussy gurgled with a mix of cum and air being released. We both laughed and flopped on our backs.
"That was great," she said, and I agreed. Within minutes, we were both asleep.
I woke up around midnight, a bit disoriented. I thought about getting dressed and leaving, but Debra woke up and grabbed my arm, perhaps reading my mind, and said, "Please stay."
So I went to the bathroom, found a new toothbrush, used the facilities and returned, crawling into bed with her, both of us naked.
I woke early the next morning to the sound of her showering. She came out wearing a robe, which she dropped on the floor before she crawled back into bed. Her interest was not in sleeping though, as her mouth went right to my cock, which was already twitching back to life at the sight of her naked body.
Debra sucked me to hardness. I put my hands on her head to see how deep she could go (thoughts of Kelly's deep throat skills on my mind) but that wasn't her cup of tea I guess. She only went about halfway despite my efforts. Çukurambar Escort (http://eryamansu.com/ad-category/cukurambar-escort/) I thought she was going to make me come, but she stopped and climbed on top of me, slowly riding me, using a number of different positions and angles. I had my hands on that beautiful big ass of hers, and my masturbatory thoughts of years past came to me. I wanted to fuck her from behind, and I let her know.
"I want you from behind," I whispered, and she groaned, "Oh that's my favorite!"
I rolled her onto her stomach, and she propped herself up on her elbows and presented her delicious ass to me. I wasted no time, reaching between her legs to finger her wet hole, then sliding my cock in until her round asscheeks were pressed against my stomach.
I caressed her ass for a minute or two, it really was such a fine piece of art. Nice and round and too big for her short frame, it really was an amazing feature. Finally she started fucking back at me, anxious for me to really get into her.
I took the hint and grabbed her hips, thrusting slowly at first but then picking up speed. She got up on her hands and threw her head back with a groan as she climaxed. I rubbed her asshole with my thumb a bit, and this got her attention.
She looked back and me wide eyed and said, "Finger my ass, and give me your cum."
Doing as instructed, I wiggled the tip of my thumb into her asshole, which made her clench her cheeks and tighten the grip on my cock. Within a few seconds I was depositing my second load in less than 12 hours into her pussy.
I collapsed on top of her, and we caught our breath for a minute or two.
We slowly got up, and she offered some coffee, which I readily accepted. We parted ways with a promise to get together soon, and off we both went to work.
Of course, this left me with quite a dilemma. I really liked both Dana and Debra, but needed to choose. Now that sex was involved, I wasn't interested in juggling two women, nor was that fair to them. Much as I liked Dana, I reached out to her and told her that an old friend had come back into my life unexpectedly, and I was going to pursue that and wanted to be fair to her. She was pissed of course, and I understand why, but I felt like it was the right thing to do.
Debra and I hung out together for about four months. There was nothing crazy or unusual about our sex life, mostly we'd have sex at one of our houses when our custody schedules matched up, we'd sleepover, have sex at night and the morning. Our sexual chemistry was great and the sex off the charts. She'd suck my cock and swallow my cum happily when she had her period, and she enjoyed ass play, though we never had anal.
When she had a buzz, she'd get a bit adventurous. She blew me on her back patio one time, when any of her neighbors could have seen (it was night but we were sitting by a fire), and one weekend when we went away, she went out without underwear and insisted that I finger her while sitting at the bar.
Ultimately though, she was annoyed that my ex was always in contact with me. Having been recently separated, there was a lot of contact about money and kids and schedules etc., which newly separated people have to go through. Debra, having been divorced for 5 years at that point, must have forgotten what that was like, and it bothered her to the point that she finally said something like - "call me when you're actually divorced."
I actually did, a few years later, and we had a one-time booty call.