Gail

Gail kicking back on the balcony of Tina's condo in Huntington Beach.

Tina on a date with Jim.

Gail:

When: June 1990

Status: Separated, no kids

Occupation: Customer service representativ

Meetings: 1.

Age: 32.

Tina:

Status: Divorced, no kids

Occupation: Nurse
Age: 33

It was June 1990, and I was on the phone with Jim.
"So, you up for a weekend in Huntington Beach?"
"Details."
"Tina's friend, Gail, is in from San Antonio visiting. Tina wanted to know if you'd like to come along and make it a foursome."
"Where's the wife?"
"Visiting a friend in San Diego. I'm free to play."

That sounded tempting. Jim explained that Gail had just split from her husband and her visit was a spur of the moment type of thing.

Jim had been seeing Tina for about six months. She was recently divorced and exploring the single life again. She also had a condo near the beach in Huntington Beach. It actually wasn't hers, but her ex-husband's. He had bought it before he was married to Tina and kept it after they were divorced.

He was loaded, and a very cool guy. The divorce was very amicable and he had been very fair to her with the settlement. He made sure that she was taken care of, even to the extent of throwing in one of his houses in the settlement (He owned several that he rented out). Whenever Tina wanted to borrow the condo, all he wanted was advanced notice.

And Tina was good to him as well. She never cheated and didn't try to soak him when they split. And she always left the condo in great shape. Just a nice split. Sometimes, they do happen.
I had also been dating a married woman named Cheri for the previous couple of years. It was always and on and off type of thing. She was a beautiful redhead that I met at Maria's party in 1987. Cheri and I would get together now and then and fuck like crazy.

I had just finished up one of those get-togethers with Cheri when Jim called. I was ready for more action--Cheri just had that effect on me. Whenever I finished with her, I was left hornier than before. Too bad her husband didn't travel more.
"Sounds good. I have some work to finish up, though, so I won't be able to make it down there until tonight."

"That's cool. We're going to leave and pick up Gail at the airport."

I had never been to the townhouse, so I needed directions. I wanted to just leave then, but I had to do some errands and wrap up some work. The work could've waited until Monday, but I didn't want to have it hanging over my head all weekend.

I made it down to the townhouse around 8. Tina gave me a kiss and they introduced me to Gail, who seemed pretty cool. There was some leftover pizza so I grabbed some and joined in the eating and drinking.

Gail was really nice and didn't seem too upset. The split had been coming for months, and she was relieved that they finally called it quits. The arguments had stopped and the tension was gone. They could divide up the property, move on, and stop being angry.

Gail after taking a quick shower.

Around eleven, Jim and Tina headed off to bed. After they left, Gail laughed and said, "Gee, think they're gonna have sex?" "Nah....Jim's not into that."

That made her laugh again. She was pretty buzzed at this point and I got up and sat next to her. "So.....would you like to go to the bedroom?" "Yeah. Haven't had sex in months. Let's do it."
I could already hear Tina groaning as we passed by their bedroom. The door was open and Jim was eating her pussy. Gail whispered to me, "I did that to her once...was hot."
Gail and I stripped down and she laid on her back on the bed and spread her legs. I crawled up and started licking her pussy. She was shaven and after I made her cum--and it didn't take long--she was nice and slick.
Palm Pilot time.
I masturbated Gail's slick, wet pussy until she came again. She definitely hadn't been fucked in months the way that she was responding. I rolled over on her and we started making out. We pushed our tongues against each other's tongue and felt each other up.

Never keep a lady waiting!

I then got on top of her and we started 69'ing. I pulled her thighs up, which gave me better access to her entire pussy and asshole. Her mouth was moving up and down up my cock, and I was sucking and licking her clit and sliding my tongue in and out of her pussy.
I then took my tongue and put it right up her asshole. She grunted and moaned and sucked me harder. At this point, I was hoping she'd come soon, because I wouldn't be able to hold out much longer. Luckily, a couple of minutes later, she moaned loudly and came.
"I'm gonna cum, baby," I grunted. She didn't take my cock out of her mouth, so after a few seconds I unloaded my cum into it. Gail swallowed almost all of it, but some dripped outside of her mouth.
I got off her and she just smiled and said, "Wow.....loved it....I needed this."

We got up and grabbed a couple of cokes. Jim was on top of Tina, fucking her fast and hard. "You gonna do that to me?" "I'll do whatever you want me to do to you."
We downed our cokes and jumped into the shower. We started kissing and Gail got on her knees and started sucking me. Soon, I was hard again and we jumped back into bed and started fucking, not even bothering to dry off.
Gail straddled me and started riding my hard cock. I played with her tits and she leaned forward so I could suck on her nipples. After several minutes of this position, she climbed off and got on all fours, sticking her ass up for me.
I got on my knees and moved right up to her ass. I positioned my cock against the opening of her pussy and slid right in. She groaned again and I started fucking her slowly. We fucked several minutes when I pulled out and started licking her asshole again.
Gail loved it and when she wasn't cumming, she was on the verge of cumming. She was getting the physical attention that she needed, and I wanted to give her a weekend to remember.

Tina striking a pose.

I took my index finger and slid it into her asshole. She groaned even louder and I finger-fucked her tight ass for a minute or so. Gail then got up, a little worse for wear, and grabbed something out of her purse. It was a plastic dildo.

She laid flat on her stomach and I slid the dildo into her pussy and started fucking her with it. Then, with my other hand, I started finger fucking her asshole again. She came again, and I just kept up the double-fucking.

After several more minutes, Gail came and said, "Your turn. You can fuck my ass, honey." I was more than happy to accept.

I got on top and carefully slid my cock into her tight asshole. She moaned a little and I was careful to take several very, very slow thrusts into her ass. Finally, she said, "Okay, you can go faster."

This was my reward. Gail was tired and "orgasmed out". I took a few minutes and enjoyed the tight, hot feeling of her ass and then emptied my cum with my cock still in there.

We passed out for the night in each other's arms after I came.

We woke up around nine the next morning a little hungover and totally drained. She took a shower and headed out to the living room and then I jumped in. When I got out, I put on some shorts and headed out there myself.

Jim had gotten a shitload of breakfast from McDonald's and I grabbed an egg mcmuffin and some hash browns and sat down next to Gail. She gave me a kiss when I sat down.

Tina looked at her and smirked, "You like your date?" "Uh huh....I might kidnap him and take him home with me." I'm not sure I would've minded that all that much.

We ate and spent the day at the beach, drinking and hanging out under a beach umbrella in a location that amazingly wasn't crowded. Jim and I even fingered the girls underneath their bikini bottoms and made them cum while they were lying next to each other.

We were promptly rewarded with blowjobs. It was a very nice day at the beach.

We stayed until it was almost dark and there was no one around. I pulled off my suit and the others took their bathing suits and bikinis off, too. I went down on Gail and started eating out her pussy. Jim was fingering Tina's pussy as she sucked his cock.

I then mounted Gail and slid my cock into her, fucking her fast. This shit was risky, even though it was getting dark. Jim was fucking Tina from behind and both girls were moaning and, even hotter, holding each other's hand.

Finally, Gail came and I shot my wad right after her, filling up her pussy. I fell on top of her and we kissed for a minute until we heard Jim and Tina cum together. We all got dressed and packed up and headed to the condo.

We all got showered and dressed and headed out and spent several hours at Don Jose's, drinking and eating and doing some dancing. Around midnight, we headed home (I was the designated driver and only had two beers during the time we were there).

Rock on, Tina!

The girls had been getting quite chummy while we were there, kissing a little and hugging quite a bit. They didn't make a scene, but Jim and I were hoping that they'd continue when we got back.

They did.

Jim and I watched them make out and really have some fun. They ate each other out, rubbed their pussies together, and played with Gail's dildo. After they came several times, it was our turn and Jim took Gail to their bedroom and Gail and I headed off to ours.

Gail and I spent the night fucking, sleeping, and waking up and fucking all over again. Finally, we fell asleep until noon the next day. We all got dressed and headed off to the beach again. Our little area was still fairly deserted, and we set up our umbrella there.

And the girls went at it again. First, Gail went down on Tina and made her cum and then it was Gail's turn to get eaten out. Jim and I stood on either side of the umbrella just to be sure nobody was getting near us.

After they were done, Jim started fucking Tina again and I started fucking Gail from behind. Soon, both Jim and Tina had cum, and Tina reached over and started playing with Gail's tits. Jim reached over and was rubbing my ass as I pushed into Gail again and again. Finally, Gail moaned and came and Jim reached down and rubbed my balls.

I came like crazy, filling Gail's pussy. Tina smiled and said, "Fuck. Hot."

We relaxed for awhile and then packed our stuff up. Gail had a flight to catch and I was going to head home.

We showered and as we were getting dressed, Gail said, "Thanks for a great weekend. I had a blast." "So did I. Thank you, too." We exchanged phone numbers and we all said our goodbyes. I made sure to thank Tina for a great weekend.

I never got together with Gail again. She just lived too far away. Jim and Tina stayed together until the following January, and then they stopped seeing each other. Jim told me that Tina was tired of dating a married guy, which he understood.

The girls all dolled up before going out to eat (Gail's on the left).

Some Tina and Gail fun (Gail's on the left, again).





Gail




Tina



For larger slideshows of Gail and Tina's pictures, click here.

Malai

When:  July 2003.

Status: Boyfriend

Occupation: Student 

Meetings: 5
Age: 22
Quoteable:  That fucking camera is really turning me on."

Usually, I have to hunt quite a bit to find playmates. This one just fell in my lap. Allow me to explain. Obviously, photography is a hobby on mine. I also use it on the job when doing the occasional investigative work (photographing buildings in personal injury or real estate litigation, for example).

So I have a professional webpage and a personal webpage.

The personal page displays a lot of pictures from California and Ohio, among other places. I also have a few pictures of former girlfriends as well (with their permission). It's all g-rated.

That page is linked on my AOL (sucks) profile and my "clean" Yahoo (also sucks) profile. Anyway, I put my best pics up there and a link to my professional site. Who knows when you'll find an attorney on-line looking for some work.

So one night in July, I was cruising through some AOL chat rooms and finally settled in the Northeast Ohio room. The inhabitants were blabbing about Ohio State this and that, and I really didn't feel like joining the conversation. And I really didn't feel like trolling for women.

I was in a long-term affair with a beautiful, sweet woman named Heather (I made brief mention of her in the Kellie entry). And I had cheated on her numerous times. So I was trying to straighten up and fly right. It didn't last. It never did.

Anyway, I just stayed in the chat room. After a few minutes off watching the chat, I turned my attention to the television. All I remember is that it was ESPN.

After about fifteen minutes or so, I got an IM.

"Hi. You busy?"
"No."
"I'm Malai. Nice to meet you."
"Likewise."
"You're a good photographer. Do you do weddings, stuff like that?"
"Thank you.  No, sometimes for my job, but everything else is just for fun."
"Oh. May I ask who the women are on your page?"
"They're just friends."
"LOL Oh?"
"Okay, I've been REALLY friendly with them."
"Wife know?"
"Oh yeah. She's cool with it."

Malai and I chatted for awhile. She was 22 and a student at Cleveland State. Her parents were from Thailand, but she had been born and raised in the U.S. She was smart and had a great sense of humor. But she wasn't interested in getting laid.

Well, not yet.

What she was interested in was having some pics taken for her boyfriend. He was spending the summer back home in Texas. And his birthday was in a week.

Malai hadn't seen her boyfriend since he left and wanted to send him a little somethin' somethin' for his birthday.

"So, why not hire one of those erotic photographers?"
"Ugh. Too much."
"So you're interested in me?"
"Well, what would you want?"

Good grief, that was a loaded question.

"I won't charge. It wouldn't take much time."
"Oh, I couldn't."
"Okay. Get me a coffee at Starbucks tomorrow. We can meet. If you don't get a perv vibe from me, we can arrange to take some pics at your place."

She lived North Olmsted, which was only fifteen or so minutes away. We made arrangements to meet in Strongsville the next morning. I could show her some more samples of my work and seal the deal. Then I could drive over for my date with Heather.

 

Malai was a natural. She was very comfortable in front of a camera.

The next morning I arrived at Starbucks a few minutes before ten and got some coffee. About ten minutes later, Malai came in and saw me (I have a pic on my profile and webpages) and smiled. She got some coffee and sat down.

"Hey."
"Hey."
"No perv vibes so far," she said, laughing.
"Here, look over some more of my pics."

She looked them over for a few minutes.

"You're good. I'm in."
"Okay. Now, if you want to have a friend over, for safety, I won't be offended."
"Wow. Good idea. Yeah, I wouldn't mind."

We arranged to meet two days later, which was perfect. Heather wouldn't be able to get together, so I could take my time and leer at this gorgeous girl at my leisure, all the while snapping away. We said our goodbyes and I drove over and fucked Heather like crazy. She was fabulous. Heather, I mean. And I was lucky enough to have her in my life for almost a year. I blew it, though. But that's for another entry.

Anyway, Malai emailed me the next night and confirmed our session for the following day and gave me her address.The following day, I drove down to North Olmsted and parked near her house. Her parents were at work, but her friend Julie was. Julie was cute. She was Malai's age, and a petite blonde.

Malai introduced us and Julie took a seat out of the way and watched. I shot around 70 or so pictures. You'll see them in the slideshow. Most were of her leaning or sitting on a wooden stool. I really wanted the pics to be tasteful, and I think I was able to achieve that.

The whole thing only took about 15 minutes and then we were done. I asked Malai if she wanted me to download the pics onto her computer or take them home and add frames to the pics with my picture editing program. Malai loved that idea. I did, however, download them to her laptop as well.

When Julie got up to go to the bathroom, Malai said, "Julie's going to go in a minute. Could you head out and come back in fifteen minutes? That way, she won't worry about me being alone with you."

"Okay, but why do you want me back?" 
"I just thought I'd fix you lunch as a thank you."

I headed out and Malai pointed out Julie's car. If it was gone when I got back, it was safe to come back. I headed over to the closest BP Oil gas station and got a coffee and smoked a couple of cigarettes and waited. I was kind of wishing that I had turned down the lunch offer. I had some work to do, and didn't think Malai was interested in getting fucked.

 

                                                             

                                                               Gorgeous smile.

I finished up my gas station coffee and drove back over to Malai's place. Julie's car was gone, to I walked up to the door and knocked. Malai let me in and led me to the kitchen. It wasn't anything fancy, just a sandwich and chips. But I always appreciate free food and thought that it was a very nice gesture.

I also dug the fact that Malai hadn't changed into her clothes and was still wearing a robe and nothing else. We ate and talked and she kept saying how much her boyfriend would appreciate the pictures.

"So.....you really fool around on your wife?"
"All the time."
"You....don't feel guilty?"
"No, not at all. She travels a lot and sometimes I really need.....company."
"I hear you there."
"Yeah? Do you need some company?"
"Yeah. I was thinking.....maybe you'd like to....you know...."

And Mr. Happy started threatening to tear through my shorts.

"I'd love to."
"My way of thanking you...."

Malai got up and walked toward me. I pushed my chair away from the table and Malai got on her knees and unzipped my pants. I lifted my ass and she then pulled my shorts and underwear off of me. My cock was sticking straight up and Maila smiled and said, "Lean back and relax."

Malai licked my shaft and balls and then wrapped her lips around my cock and ran her tongue around the head. She then took my entire cock into her mouth and deepthroated me. I don't get that too often, and the sensation was incredible. Malia pulled off of my cock and smiled at me.

"You like that?" 

"Love it."

She then started sucking me a little faster and harder, and mix in some more deep throating action. It was an awesome blowjob and in a few minutes, I was ready to cum. "Gonna cum, sweetie." Malai pulled her mouth off of my cock and started jacking it. 

 As I started to cum, she pointed it at her robe and I shot my load all over it. Good thing it was terrycloth and not silk. Malai stood up and straddled my legs and sat down on my lap. We started kissing and I started playing with her ass. She was breathing heavily, and I knew that it wouldn't take much to make her cum. I leaned my head down and started sucking on her nipple.

She groaned a little and then I slid my hand down and started rubbing her clit. Malai lifted her ass a little and I started sliding my finger in and out of her wet pussy. Malai then stood back up and I was able to really finger-fuck her hard and fast. I slid in two fingers and that really made her groan.

She was looking down at me, moaning, and grabbing her tits. "Honey, I'm gonna......" She let out a loud groan and arched her back a little and came. I pulled my wet fingers out of her pussy and stood up and kissed her. She grabbed my hand and said, "C'mon," and led me to her bedroom. 

When we got there, I took off my shirt and she bundled up her robe and threw it in the hamper.We laid on the bed and I climbed on top of her and started kissing her for a minute. I then kissed my way down her neck, her breasts, and her stomach. Finally, I kissed my way down to her pussy.

I spread her lips and started sucking and licking her clit. Malai ran her hands through my hair and moaned as I ate her out. After a couple of minutes, she said "Bring your dick up here....."

I straddled her face and wrapped my arms around her thighs and went back to eating her pussy. Malai stroked my semi-hard cock and then wrapped her lips around it. I kept working on her hard clit and several minutes later she let out a loud groan and came.

She had gotten me hard at this point, so I got a rubber and rolled it on.

Malai spread her legs and I mounted her. I slid my cock into wet pussy and went to work. I started fucking her fast and hard and after only a minute or so, she came. We rolled over so that I was on my back and she was straddling me. She leaned forward and we started kissing as she gyrated her hips around and grinded her pussy onto my cock.

Malai then sat up and started rocking back and forth. I knew that I wouldn't be able to last much longer, and she sensed that as well. She looked down, smiled, and started rocking and sliding on my cock faster and faster.      

Soon I groaned, "I'm cumming!" and she said "Me too...." 

We both came and she collapsed onto me. We kissed and cuddled for several minutes and then Malai said, "I have to get to work, honey." 

We took a quick shower and got dressed. I gave her a kiss and told her that I'd email her later that night and then headed home.I finished up her pics the next day and emailed the set to her. 

A few days later, she called me and said that she was thrilled with them. 

"I love them! Love the frames you added too! Thank you so much! I emailed them to Jack (her boyfriend) and he loved them!"

"You're welcome. Thanks for the lunch and and desert." 
"Want a second helping tomorrow?" 
"Absolutely."

I had a date set up with Heather, but emailed her and told her that I had a meeting with a lawyer and cancelled it. I loved Heather, but knew I had to take as many shots with Malai as I could while I had the opportunity.

I was right. I went over the next day and we fucked like crazy for about two hours. We hooked up few more times after that.  I even had a little x-rated sleepover one night and I got to take some extra pics.  

For Malai's pics, click here (members only).