Hot Encounters (Parts 9 and 10)

Part 9

This is the next submission in an ongoing story. For author’s notes and disclaimers and to be fully up to speed, please read the previous first. Readers be aware that this material contains lifestyles and sexual acts that may be a turn on for some may also be offensive others.

I am my own editor so please forgive me for any typos.

*******************************************************************

After Jen left, July was a long month for me especially coming home to Jen’s bed, TV, and A/C but no Jen. Her remaining personal items were there as well awaiting shipment to her new residence. On top of everything else, I decided to use the money Jen gave me to pay off my new Mustang. The payoff took all of it plus nearly everything I had in the bank so I was effectively broke. I even borrowed some from Dean. As the end of the month approached, things seemed to further decline. After I got paid on the last Thursday of the month, money was a little better. I repaid my loan to Dean plus had next months rent when he announced that he was losing the place as early as the August 20. He said pay only a half month as he charged me a half months rent in May when Jen and I were there only 10 days. That part was good except that I now needed to find something else.

On top of all that, Pat from my old job wanted me to stop by the shop saying that the office manager wanted to see me. She had some cash for me from a saving bond program. It wasn’t much but was still nice. Then came to bad news, there was a letter for me addressed to the shop. It had been mailed last spring and had just reached there due to an address error. I opened it. It was from Mary. I guess Bill gave her the wrong address. She wanted to let me know she had been accepted to a four year school and was leaving for another state. She was probably there by now. I wrote her a letter explaining why it took so long to reply and sent it to her old address hoping it would forward. I never got it back but never heard back from her.

Jen and I wrote weekly. On top of that she called on Thursday evenings late at least for her. It had been the high point of the month for me. Tonight, however, she announced that she had found a place to live and had an address for me to ship her stuff to. The high point, at least to her, was it was fully furnished thanks to her new roommate and lover. She told me she could not wait to see me Labor Day and her girlfriend was excited as well. I tried to act excited even though I was hoping to have her all to myself and wasn’t even sure I could afford to go.

I was off the following Friday with not a whole lot to do, mainly writing that long letter to Mary that she probably never received. I was reading Dean’s newspaper looking for places when he asked what I was doing that evening. I said “looking for places”. He asked if I wanted to play hearts with his girlfriend and her sister. He knew that I knew about him and her from Jen. I initially said no but he said “we really need four” so I said “okay”. He said his girlfriend’s name is Amy and her sister was Allie. We got into his subcompact and headed over. I knew from Jen it was near her old house and soon we drove past it. I looked at it smirking thinking about our last fuck there. Soon, we were turning into Amy’s driveway. He pressed a button and the garage door rose. We drove in and he immediately shut it. The little car barely fit to the point I had to crawl out on his side. He said she was still being cautious due to her ex and the car was for this. Otherwise, he had a nice truck to drive.

We went in and I was politely greeted by Amy. She was quite cute and petite but a little chubby. I then was introduced to Allie. She was taller with tight shorts and and quite full in the breast department. Both were attractive brunettes. Allie was attractive but in a more sultry way and seemed to have some built up anger inside. It was still early as Amy’s ex was taking the kids on a weekend trip and left early. We began playing hearts. I had not played in a while so Dean made me his partner in case I messed up. Instead, we won decisively in a quite short game. This made Allie mad. When Dean began reshuffling, she said “let’s play poker instead, Amy get out the change jar”. I rode over with Dean and did not bring my wallet so I was broke and I excused myself. Allie said “no excuses, play with your clothes”. We had all removed our shoes before coming into the house so I again excused myself saying “I only have three items of clothing on”. Dean immediately loaned me two dollars and said “that will keep your clothes on for a bit” followed by “we are playing penny ante only with a five dollar maximum loss”. Allie was miffed but said “okay but at least nickel ante” to which all agreed. Cards went well for me and soon I had enough cash to repay Dean. Allie was definitely the best player and had taken most of Dean and Amy’s table money. I had taken small bets and was winning on two pairs and three of a kind mostly but it was working with small wins with minimal losses.

I could tell that Dean and Amy both wanted to bow out but Allie was having none of it. She began betting big taking more of their money as I putted along with my small wins. Then in one round, she bet big. I had a full house and raised her. She raised me and I called. She had the same hand but mine was higher. This took most of her winnings and she was mad. She said “one more” so I said “okay”. I had house money and didn’t mind losing some of it in order to keep the peace. Allie again bet big as Dean and Amy were tapped out. We raised each other until she was all in but for some small change. She had four aces but I had a straight flush. She exploded saying “another round, I have a right to win this back”. I told her “look you can have it back, this is for fun”. We were doing some drinking during this and she chugged her beer and said “no, I will win it back”. The next round was just her and I. We anted up and she went all in. I raised her hoping to end this nonsense when as said “you borrowed, so can I”. I asked “so you want to borrow from me” as the others were done. She paused and said “no I am offering you my clothes instead, what do you want?”. I said “your bra and panties”.

She huffed into the bathroom and came out still in her top and shorts but with her bra and panties in her hand. She handed them to me but seemed more humbled softly saying “here”. I wrapped the bra strap around my neck and pulled one leg of her panties over my head sniffing the crotch as I pulled it over my face. Dean and Amy giggled and Allie said “you think you’re smart don’t you” showing a smirky smile. I checked out her sagging boobs though her top. I had two pair and was assuming she would beat it when she threw in saying “you win”. I threw in and reached for her hand and kissed it. It was starting to get late and Dean and Amy wanted some private time. Dean asked “when do you want to go back home”. I said “whenever” which he assumed meant after they had sex so they disappeared.

I led Allie back to the nearby loveseat and sat next to her in a chair. She said “you might as well sit next to me, you are wearing my undergarments”. She then asked “do I get them back?”. I said “maybe the bra but I am keeping the panties”. I placed my arm around her and began rubbing her sagging boobs. She said “these are old boobs, are you sure that you want them?”. I raised her blouse and began licking and sucking them. She asked “do you know how old I am?”. I said “no but I am guessing 25 maybe less” but actually thinking she was probably older. She said “no, I am 30 with a nearly teenage son plus three more”. I said nothing and continued sucking her tits while unbuttoning her shorts. It had been nearly a month since I had been with Jen and the heat of the evening was building. I removed the bra from my neck still leaving her panties and began kissing her. She pulled back and started laughing and said “you’re crazy”. She then kissed me. We kissed for several minutes and the essence of her crotch near our faces seemed to turn her on. It certainly did me.

I then rolled over in front of her on my knees, grabbed her shorts from the sides and pulled them off throwing them behind me. I began moving towards her crotch when she said “off with yours as well”. I removed my shirt leaving her panties around my neck and undid my jeans. Then I thought “what is she going to think about my shaved crotch?”. I kept it shaved for Jen in anticipation of Labor Day weekend. I pulled them off with my boner springing into attention. She got up, grabbed me by my cock and led me to the daybed just off the rec room. In the dim light, she rubbed my bare cock and balls and, shaking her head and giggling, she said “kids today”. I pulled her top off truly revealing how her big tits sagged. She started to say something but I dove right into them thinking “this is what I can expect to suck when I get older, get used to it now”. These were definitely well used boobs and I wanted to use them some more.

As I continued sucking, she asked “are you going to keep wearing those panties around your neck?”. I sniffed and licked the crotch and said “yes, until I can lick the real thing”. She replied “you will be wearing them a while, I am not into oral or anal”. I thought “well maybe she would have a few less kids with some variety”. So I asked “so you won’t suck my cock?”. She said “no, put it where it needs to be”. She laid back and spread her legs. I climbed on top of her and rubbed my cock head against her wet entrance. She said “fuck me good”. I stuck my cock inside her and suddenly I felt her pussy clamp against it. I wasn’t expecting that from a well used vagina and had never felt that before from anyone. I was sure I would pop immediately inside her but somehow her grip kept me from cumming. I fucked her for several minutes when she said “my turn, roll on your back”. I rolled over and she climbed on sliding my cock inside her. She squeezed her pussy again and rode me until she climaxed. She came down quickly and began fucking again with the same vise action. Then, she seemed to release my cock from her vise and began alternating first squeezing then releasing until my load began to build. She then expertly squeezed my cock controlling my orgasm. The feeling was like nothing I felt before. It seemed that I was cumming in slow motion. After several minutes in paradise, we came together. She screamed as I shot what felt like the biggest load ever into her constricted hole.

She released my softening cock from her vise and still on top of me giggled said “you don’t suck nipples very well”. Then, she aimed both tits at my face and began milking herself shooting streams at me. I said “mmm, do it some more”. Stream after stream she sprayed until my face, neck, and chest were soaked and milk was running off onto the sheet. She said “open wide” and with alternating nipples fed me her milk. Her aim was good with very little running off my face. My cock regained its form and her pussy began squeezing it again. Soon, she was riding me hard constricting my cock in her tight hole. She continued shooting her tittie milk as she fuck me. She controlled the rhythm and soon she alternated squeezing and releasing my cock as her own orgasm built. I do not know how she did it but she made us come together again. I was laying there in awe and she kissed me then began licking her milk from my chest.

We fell to sleep and I awoke to Dean and Amy yelling for us to get up that Dean needed to go. Allie awoke with me and began cussing “she is so afraid of that fucking asshole ex of hers”. I kissed her and said “maybe again?”. She smiled and said “I hope so”. Dean and Amy had turned on the entrance light to the rec room and could easily see the clothing trail that lead back to the day bed. We still had a bit of privacy but not much. I rolled over on top of her and she said “I thought you meant another time together”. I said “I meant both now and later” and slid my cock in. I fucked her for what I thought would be a quickie but she controlled that. We went at it several minutes until her orgasm built. This time she came before me but let me ride mine out. She made me cum with it feeling like the first load the night before. I kissed her deeply with my cock still inside her when Amy turned on the light above the game table and walked over beside the bed.