Derwood_lolly

Derwood_lolly Avatar
Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

Never Again

I had just turned 18 had a boy friend though I knew everything and then reality hit. My bf and I had been having sex and I got pregnant. Graduated barely but graduated 4 months pregnant. I’m slim 5 foot 4 120 lbs my once c cups are now big. My hips grew my ass grew light brown hair I am still cute but pregnant and looking pregnant and feeling horrible and big as a house. We moved out had the bay I stayed home my bf worked all day and some part time nights to make ends meet. I’m at home with a 1 month old having to grow fast. Parents helped me out the best they could watching the baby while I worked part time at a clothing store. Not big big but men and women would come in and the boss was nice and friendly helped me with my schedule. But the pay was nothing and at times the older guys would make comments sexual towards me. My C cups where now enlarged with milk and so they where a solid D now. I dressed cute we got discounted prices so i needed nice work clothes so when i could is but sometimes it’s that where on clearance and id get them for almost nothing. Only problem was even though I was slim by tits where not. So i had a few outfits that i needed to be careful or id easily fall out of. I also had to pump during the day so I would go into one of the bathrooms for the employees and pump. This particular day the bathroom was being worked on and the plumbing company was there and there was really no privacy. I always had this cover in my purse so in case we where out and needed to feed or pump I could place it around my neck and pull my tit out and. It looks like a poncho just thin and flimsy. I was facing away from the door still trying to be discreet when one of the plumbers walked in and asked a question about the decision maker. He asked if I was ok walked over and saw me then realized what I was doing. I was red faced he sat and talked to me. I need to change boobs and the container was almost full off my one tit. Yes I was a heavy milk producer he looked at me and said you need help can I drink from the tap. I was horrified at him asking me. He was old heavy set looked at about my dads age. I ignored him when he sat down and flipped my cover up. I said to stop and he got a good look at my tit stuck on the pump. He said that he had seen me around in the morning and saw those milkers. I just sat there trying to finish hoping someone would walk in. Nobody did and then he reached under and tugged on the pump pulling my tit. I froze and he felt the other and asked me if I’d feed him. I said no then he throws 100 bucks on the table and says what about now. That was a lot of money for us I took it and he leaned in under and took the other tit in his mouth. As he sucked it he made all kinds of noises and comments and tried to finger me I had on a skirt. He rubbed outside my panties but I clamped my legs shut. We heard noises after about 5 minutes and he got up I pulled off and went off and cleaned up. He watched me the whole day I felt dirty he tried talking and chatted me up. Called me his new gf. The bathroom work was going to be more extensive so they would be in the back of the store for around a week. The next day I came in as I was called in for a sick call needed the money and was forced to see and chat with the older plumber. He must have mentioned something to the the 2 other guys because those 2 offered me the same amount for the same deal. One of them was young and cute he didn’t make me feel so bad. He went last at the end of they shift. In my car he sucked my tits I let him slide a finger in me and and i jerked him off. Just like that 300 bucks. Multiply that by 4 days and I had made 1200 bucks just is those 4 days not counting day 1. For a few months after that the younger one and the pudgy one would stop by and I had started to blow them. 200 bucks per visit. Sucked my tits tit job and a bj. I learned to swallow easy clean up. That year and that money saved us from a lot. My now husband never knew about theatre cash. He just though I was really good with money. When I quit I never let them know I was just gone. I occasionally missed getting off or sucking cock bit never cheated. So damn close but never let them or anyone else penetrate me. Am the queen of tit jobs though.

Surprise Domination

My husband works long shifts. He is overworked by the end of the day. For years I’ve wanted to be intimate before bed. Weeks go by, and sex never happens. Even after our first son, with my tits grown, he doesn’t look my way. Sometimes even a month would pass by without any intimacy. It got to the point where I just needed to be fucked. He never got the hint, but the next door neighbors son did. He dropped out of school and came back home looking for my younger son. My son also moved out, but before he would come over to hang out. Now he’s coming over to eat me up. He’s taller, lanky, and charming. I play with the flirty attitude but remind him our age difference. I knew we were playing with fire but I invite him over for breakfast the next morning. I open the door and his hands are all over my tits, then his fingers are in me. I had an orgasm from that alone before he bent me over to the wall and entered me. I was not ready, he stretched me out. We had sex all morning, had lunch, then had sex all afternoon. The sexual tension in his face had me cumming multiple times. I was finally getting the fuck I needed. He knew how to make love, and dominated me. For days this continued, both of us walking around naked, me letting him take me anywhere whenever he wanted. I had to slow him down, his animalistic sex was bruising my lady parts. I would keep him tame with a blowjob but he loved being inside me, and I did too. Out of guilt I told him it was best to stop staying over before my marriage fell through, he was surprisingly understanding. Neighbors started to notice, thankfully no one found out. He moved out recently, and I missed his energetic sex.

Feeling Him Ejaculating In Me

Quick, evidently unique fetish, since I've never seen anyone post anything like this. I'm happily married for many years but have a fetish that began when I was trying to get pregnant years ago and has continued to this day. I'm not sure why I am reluctant or embarrassed to admit this to my husband, but this is something that often turns me on to the point to orgasm.
When we were trying to get pregnant years ago, we were not using protection. I got really turned on feeling my husband throb and ejaculate deep inside me. Im not sure if it was because after many years of preventing getting pregnant, now we were totally trying without a condom. I absolutely loved feeling hubby throb and spurt deep in me, and after feeling the warmth of his sperm spreading in me. I would often reach back as I was on top, and feel his balls contract and that ridge on the underneath side of his shaft throb as he shot inside me.
One morning in the bright sunlit room, I sat reverse cowgirl on top of him. I was looking down at him disappearing in me as I rocked back and forth on him feeling him reaching up inside me this way. I loved how full his full balls looked under my weight, and I began to massage them as he grew closer and closer to ejaculating. From this position I could watch him getting harder and his balls drawing tighter against him as I rocked back and forth. I was feeling his erect shaft under his balls and gently rubbing them when he began to spasm and throb his sperm inside me. I felt like I was massaging and helping him drain them inside me! Ever since then I love to either feel his balls unloading in me with my hand, or on occasion, watch in the mirror as he pumps me full of his sperm. I never see any other women talk about this, so maybe I am unique, but I find this to be the sexiest thing!

My Young Wife

Beth (24) and I had been married for a little over a year when she was shared unexpectedly with my best friend Bill. Bill knew I wouldn't mind sharing Beth through our conversations about sex, although we had never explicitly discussed Beth. But, the nuance was there.

Longer story short, we all got high one night and Beth was lying on the living room carpet between the two of us. Bill gently stroked Beth's tummy and said it was up to me to go any further. I unzipped Beth's jeans and between Bill and I we completely undressed Beth. Bill went down on her while Beth sucked me. Before long Beth was moaning with pleasure as Bill continued with her. With Beth on the brink of orgasm, Bill looked up at me.

I looked at Beth and asked her if she wanted Bill in her. She moaned yes, and I watched as Bill pushed into my young wife and fucked her until she grabbed his ass and asked him to cum in her. He did, then I fucked Beth and left a second load in her. Beth had never done anything like this before. I asked her if she had fun and she said. she liked Bill fucking her.

Since that night Bill has fucked Beth on three more occasions. I love fucking her with Bill's cum in her. Beth knows she has a pass to fuck Bill as long as she tells me about it. Beth is a very sexy woman.

Hot Husband

I let my husband have sex with other women because it turns me on. I don't like to be present or take part, but I do like to watch if there's video.

I know this is weird. Blame it on my repressed upbringing maybe. He and I are very different. He'd had many sex partners when we married and I'd had none.

One night I ran across an old sex tape of his and thought it was the hottest thing ever. We watched more of them together and long story short, he convinced me to agree to him filming a new one. We agreed that it would be away on a business trip, not anyone we knew. It would be very discreet.

Next trip he went on, he sent me a video. Some young dumb thing half his age . He was balls deep in her and she was moaning like a banshee.

Since then it's anything goes. He's fucked at least 50 different women in the last two years. (With precautions taken). It's just hot being married to this man that all these other women want.

Hidden Past

I’ve had a very interesting life to say the least. We just had a big birthday party to celebrate my 50th with my husband and kids friends and family of mine and his to celebrate. In the crowd a couple of his friends that I had done unthinkable things with over the years. With them promising to keep their mouths shut and keeping their mouths shut. I’m 5 foot 2 107 lbs fake blond hazel eyes we have 2 kids together almost certain they belong to my husband. This all started when I was 15. What you may ask my sexual awakening yes at 15. I was a typical girl a sophomore in high school with an older brother who was a senior the previous year and was off to college. My brother used to have his friends over all the time. In and out they came and went our father had a full gym for us to use in the pool house. That famous pool house was the location. Even after my brother had ledt for college a few of his buddies would come and use it. My parents all knew them had for years. One night 2 of his friends where over and I heard them. Out of curiosity I went to see who it was. I had just gotten home from school and was still dressed in my school uniform a skirt and white top. Both chatted me up Ben and Tori very cute guys they flirted and Ben kissed me. I kissed back and he as so aggressive it kind of scared me. Tori was behind me up my skirt I never said stop I was nervous. I had never done anything past a bj before. I had a cock that was huge in my mouth while the other watched then they told me to suck the other one off. As I did this the other lifted me up and put me on all 4s. The burn I felt hurt at first but he rubbed me into my first orgasm. I was fucked by both that afternoon and many more afternoons. My first time was a spitroast. I absolutely loved it. They promised not to say anything if I didn’t and they both would do me often throughout the years. I went off to college and flunked out came home bit the year I was there again I was used by many. Had my first gang bang woth 4 guys at a frat party. Those same each used my individually and with others throughout that year. Came home a seasoned slut veteran. Met my husband dated him and thought that part of my life was over. Deep down I missed a good spit roast. I tried giving my husband hints putting on porn that would have a MMF theme. All it did was make my husband cum faster and left me unsatisfied. The first time his 2 buddies used me was while we were home after a bbq. No kids yet Steve and Frank had stayed late I was a bit tipsy and was trying to convince my husband to join me in bed. He was more interested in one more shot and playing corn hole. Steve and Frank over heard me saying to my husband I was horny and he could use both holes. Steve and Frank joked and said they would take me up on it. All of a sudden my inner slut came out. While my husband and friends played corn hole my corn holes where stuffed. Didn’t have much time so I had to direct them what to do. One was rear ending me the other was watching. Like a director I had to tell them one in front one in back then switch. Thinking to my self finally. Steve was the same size as my husband but Frank was thick real thick. I told the to switch and I felt Frank hit spots that hadn’t been hit in years. Both didn’t last and I swallowed and took the other in me. Was so much Bose I was never missed. Frank would come over often and when his cousins where I town Bill and James. All 3 of us had a good time a short time later i found out I was pregnant. After thr baby came it slowed a bit then Frank started coming around then again his cousins came to visit. With a1and half years old napping I got railed by 3 again. Over the years while volunteering in the class of my kids a few male teachers one adventure with a female tried it once It was not for me to much work and emotions. The ve r ty years I slowed down but still like a good spit roast. Travel ball team coaches and dads some whispers but never caught. Up to the evening before as I had my first young black males. Malik and James 2 20 something years olds getting there first Milf at there apartment. Out of all those 2 made me fall in love as I write this confession I’m begging them for another round. I felt so full and satisfied I fell asleep. I woke up between the 2 as I had my first interracial DP. I absolutely soaked them and there bed. I’m ready to leave everything for that they promised 2 more guys next visit. I’m salivating thinking of how I’m going to cum that hard again.

What Did He Think Was Going To Happen

A friend from work spilled his guts to me. Said his wife he caught her cheating and couldn’t believe it. Scott is a nice guy his wife Mandy is very cute nice tits round ass a fun time. Here is the thing he and her where into swinging. Over at his place all 3 of us would have a good time. He often offered her up and she willingly fucked me. Who in there right mind would pass on fucking a good looking women. What Scott didn’t know is that she reached out to me and we hooked up a lot. I’m sure that I was t the only one. She was caught and it wasn’t me. The first thing I did was go get tested. I just told him that he needed to think things through and decide what he and she wanted. She reached out to me a couple of nights ago and came over. Bad idea as I couldn’t keep my cock in my pants. She is a small women and impaling her on my cock feels and looks great. I definitely don’t want to date her but have a little fun.

My Wife’s Hometown.

My wife and I have come back to the town where I first met her. We had to come back for business. This is the town where she sucked so many dicks and let so many men fuck her. She was the town slut. I’m getting so horny thinking about how much cum she has taken in this town. After we got married, she stopped that activity as far as I know, but who knows. I do know that for probably the first two or three years I convinced her to suck my best friend‘s dick and let him fuck her. We would have threesomes with him on a regular basis and spit roast her. We don’t talk about it anymore because I think she’s ashamed of her actions now but I love thinking about it and I don’t want her to feel any shame. I just want her to feel dicks in her mouth and in her pussy. As we drive around, I think of all the places that she has been fucked and how many dicks she sucked in cars and in apartments and hotels.

Wife With Bob

We married in our early 20's and my single buddy Bob hung out with us often. I could tell my wife liked him, he was a good looking guy, she was hot and loved sex. One night during sex I kidded her about wanting to fuck Bob, she just smiled and said I'm married. I said what if I said it was ok? She said she would think about it, I told her I remembered fron high school he had a pretty big dick, she smiled again and said I might have to find out. Anyway it happened one night while we were at his house drinking which started something and she said I was right, he had a long dick but was thinner than mine but felt good. After that when he was at our house sometimes I fell asleep, I worked alot so had good reason. Sometimes I faked it to see what happened. They did lots of things, she gave him blowjobs on the couch, sometimes they went to the bedroom, I guess the excitement was there for both of them. They both knew that I knew but was ok with it. One night I woke up and he was licking her pussy, I think she came and woke me up. Anyway they got up naked, he picked her up and lowered her down on his long hard cock and they bounced to the bedroom. He was a little sheepish when he came back naked for his clothes and I was awake but said what could I do, she's irresistable. We had great sex that night, her pussy felt gteat. He eventually got a steady girlfriend but it was fun for awhile. I guess the thought of my wife being satisfied safe and secretly was good plus a cock that could reach deeper than me was cool. He had huge cumloads so it was easy to tell when they had sex and good for me afterwards

First Time In The Back Door

My husband and I were home alone yesterday when our kids went to the county fair. Was the perfect time for us to have some naked fun.

I initiated sex right away. My husband has always been the kind of guy to drop what he’s doing and fuck me if I tell him I want sex

We’re both naked on the bed. I’m sucking his dick then I get on top to ride him. Honestly doesn’t take me long to have an orgasm if I’m riding my husband’s dick.

We go to switch positions and he says what are my chances of finally getting to stick my dick in your butt? We had only attempted anal once about 10 years ago and haven’t tried it since. But since I was feeling great after an orgasm and really horny I told him to get the lube

He entered slowly. Holy fuck that is a big stretch for a tight hole and it hurt at first. But I just relaxed and let him enter my butt. Once in he said this hole is tight as fuck. While I had my eyes closed and breathing trying to concentrate I told him you just got a thick dick.

So I got my ass fucked. It hurt at first then just felt kinda weird. But it made my husband really happy. He cummed in my butt.

We showered together after sex.

Now today my butthole is pretty dang sore. I was surprised it was sore when I woke up and not sore after sex last night. My cotton thong rubbing my sore hole feels kinda funny